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Succession Plan Builder
Turn org charts and talent assessments into scored critical roles, readiness-tiered successor pipelines, and emergency succession protocols.
$9
Succession Plan Builder
Example session with this skill installed
Build our succession plan. The board wants a full succession review at its 15 January 2027 meeting: critical roles, a bench for each, development plans, and an emergency protocol. Everything below is confidential; no candidate has been told they are being considered.
Organization: Wexford Ridge Insurance Brokers, PE-owned regional commercial and personal lines brokerage. 1,100 employees, 32 offices. 2026 revenue $310M. The sponsor expects to exit in 2028. 2027 strategy: keep acquiring smaller agencies (about 6 a year) and grow commercial lines.
Board: 7 directors (4 sponsor, 2 independent, CEO). The Compensation & Nominating Committee owns CEO succession; the CHRO owns succession below the CEO. Development budget for 2027: $350,000.
Incumbents
- CEO Graham Thorne, 8 years. Has told the board he intends to step down as CEO at the end of 2027 and move to a non-executive role.
- CFO Patricia Nwosu, 6 years. Committed through the sponsor exit.
- COO Marcus Oyelaran, 4 years.
- President, Commercial Lines Rebecca Strand, 9 years.
- CHRO Yolanda Mercer, 3 years.
- CIO Peter Albescu, 2 years.
Candidates and assessment data (2026 talent review):
- Rebecca Strand, for CEO. Grew Commercial Lines revenue from $88M (2022) to $131M (2026). 9-box: high performance / high potential. 360 (18 raters): exceptional client and producer relationships; least experience with finance, lenders and operations. Says she wants the CEO role.
- Marcus Oyelaran, for CEO. Led integration of 11 acquired agencies. 9-box: high performance / medium potential. 360 (14 raters): strong execution; "can be abrasive with producers". Says he is open to CEO but prefers to stay COO.
- Lena Haverkamp, VP FP&A, for CFO. 3 years. 9-box: high / high. 360: excellent analytically; has never owned the audit or lender relationship. Approached by two PE-backed competitors this year.
- Devan Kuroda, Corporate Controller, for CFO. 11 years. 9-box: high performance / moderate potential. Has said he does not want the CFO role.
- Tariq Benedetti, SVP Operations, for COO. 2 years. 9-box: medium performance / high potential. 360 based on only 6 raters.
Nothing yet on internal candidates for CHRO or CIO.
The sponsor has asked for at least two CEO candidates, internal or external, by the end of Q2 2027.
Please produce the full package including the board briefing.
- Read your context and instructions
- Compiled the succession plan builder
- Generated the document
I've written the full succession package, including the board briefing, as one confidential document. Everything in it is a draft for you, the Compensation & Nominating (C&N) Committee and the board to decide. No candidate is contacted, and none of it should reach a candidate yet.
What the package says:
The CEO plan depends on one person. Rebecca Strand is the only credible internal candidate for the end-2027 handover. I placed her at
ready in 1–2 years: her results are strong (Commercial Lines grew 49% since 2022), but her 360 names gaps in finance, lenders and operations. I did not count Marcus Oyelaran as a ready candidate. He says he prefers to stay COO and was rated medium potential. So the sponsor's "two candidates by 30 June 2027" needs an external search. The firm should be engaged by about February, which means authorizing it at the 15 January meeting.
2.
The CEO decision also affects other roles. If Strand becomes CEO, President, Commercial Lines (about 42% of revenue) has no successor. If she isn't chosen, the risk of losing her rises. Either way, that bench needs to exist before the selection in Q3 2027.
3.
The CFO bench is one person who is being recruited. Lena Haverkamp is the only successor, and two PE-backed competitors approached her this year. Devan Kuroda is not placed because he has said he doesn't want the role. Patricia Nwosu's commitment through the exit covers the near term.
4.
Rating: high risk overall. No role has a successor ready now. CEO, CFO and COO each depend on a single person. Commercial Lines, CIO and CHRO have no named internal candidate. I scored CEO, CFO and President Commercial Lines as the most critical roles. COO scores one point below that line, and the board should confirm where it sits.
What I left blank on purpose. Your inputs don't give these, so I didn't make them up:
- emergency successors for any role;
- the board chair;
- who decides incapacity;
- interim spending limits;
- leave and notice thresholds.
Each appears as
TO BE DESIGNATED in the emergency protocols and in the draft board resolution. The proposed split of the $350K development budget is placeholder figures to replace with vendor quotes. The external search fee is shown as outside that budget.
Before 15 January, three decisions block the rest:
What candidates may be told, and when. Several development actions put candidates in front of lenders and the board, and naming emergency successors requires telling them. This conflicts with "no candidate has been told".
- Who the emergency successors are, plus the board chair, the incapacity decision-maker and the interim limits.
- Whether to approve and fund the external CEO search.
There are 20 open questions in total, listed at the end of the document. Employment counsel should review the assessment wording (for example "abrasive"), the notice drafts and the resolution before anything is circulated.
Checks I ran: each role's score adds up to its stated total; the readiness counts in the summary table match the role-by-role sections; the budget adds to $350,000; and no readiness or risk judgment uses age, health or family circumstances. Anything I inferred rather than took from your inputs is marked as an assumption.
| Deliverable | Last modified | Includes |
|---|---|---|
Wexford-Ridge-Succession-Package-CONFIDENTIAL.md (in your working folder) | 2026-10-01 22:17 | Full package: role scoring, successors by role, development plans, emergency protocols, transition playbooks, 2027 timeline, review calendar, board briefing with draft resolution, open questions |
The file is Markdown. If you want a Word version or a separate board deck, I can produce it from this. It sits in a temporary scratch folder, so move it somewhere secure before sharing.
The file it wrote: Wexford-Ridge-Succession-Package-CONFIDENTIAL.md
CONFIDENTIAL — Leadership Succession Package
Wexford Ridge Insurance Brokers
Prepared for the Board meeting of 15 January 2027
Classification: CONFIDENTIAL — Board, Compensation & Nominating Committee, CEO and CHRO only
Draft status: DRAFT v1 for review, prepared 1 October 2026. Claude drafted this document. The CEO, the CHRO, the Compensation & Nominating (C&N) Committee and the board make every selection, placement, retention and spend decision.
Candidate notice: No candidate has been told they are being considered. Nothing in this document goes to any candidate. Several development actions are visible to the people doing them, so the board needs to decide how candidates are told before those actions start (see Open Questions Q-01).
Reviews needed before the document is used: employment counsel (assessment language, resolution, notice drafts) and corporate/finance counsel (lender, carrier and licensing notices).
How to read this document
| Label | Meaning |
|---|---|
PROPOSED | A score, placement or plan Claude drafted from the inputs. It is not valid until the owner approves it (C&N Committee for the CEO role, CHRO for other roles). |
ASSUMPTION | An inference that is not in the inputs. Confirm it or correct it. |
TO BE DESIGNATED | A name, threshold or authority limit the inputs do not supply. The board must provide it. Claude has not filled it in. |
NOT ASSESSED | No candidate data exists. Nobody is placed. |
Sources. Every rating cites one of the following:
- [Brief]: the organization brief (strategy, revenue, board, budget, incumbent timelines).
- [TR-2026]: the 2026 talent review (9-box placements).
- [360-n]: a 360 review with n raters.
- [Stated]: the person's own stated aspiration or commitment.
Scope and fit check
In scope: the full system. That covers the critical-role inventory, bench by role, development plans, emergency protocols, transition playbooks, the governance calendar and the board briefing.
Not in scope: no urgent hire, termination, compensation negotiation or reorganization is pending. Retention offers are kept out of scope. This document only flags where the committee should consider one.
Emergency protocol comes first. The inputs do not mention an existing emergency succession protocol, so this document assumes none exists (ASSUMPTION, Q-02). The skill rule is to draft that protocol before anything else. It is therefore the first recommended action for 15 January.
Roles covered: the six incumbent roles named in the brief. Other roles may be critical to the 2027 strategy, such as a personal-lines leader, an M&A/corporate development lead, regional office leaders, or the General Counsel if there is one. They are not inventoried because no data was supplied (Q-03).
Critical Role Inventory
Scoring. Each role is scored 1–5 on six dimensions, for a total out of 30.
- Tier 1 (25–30): deep planning.
- Tier 2 (18–24): standard planning.
- Tier 3 (12–17): general pipeline.
The scale anchors are qualitative because the inputs give no vacancy-cost or time-to-hire data:
- 1 = the role supports the strategy, disruption is manageable, the skills are common, relationships transfer easily, it is easy to replace, and little revenue or value is at risk.
- 5 = the role drives the strategy, disruption is severe, the expertise is rare, the relationships are critical, it is hard to replace, and a large share of revenue or exit value is at risk.
All scores are PROPOSED.
| Role | Strategic | Operations | Knowledge | Relationships | Replacement | Financial | Total | Tier | Basis |
|---|---|---|---|---|---|---|---|---|---|
| CEO (Graham Thorne) | 5 | 4 | 4 | 5 | 5 | 5 | 28 | 1 | Planned step-down at end of 2027 [Stated, Brief]. The sponsor plans to exit in 2028, so the next CEO leads the company into the sale [Brief]. Owns the board and sponsor relationship. The sponsor wants ≥2 candidates by end of Q2 2027 [Brief]. |
| CFO (Patricia Nwosu) | 5 | 4 | 5 | 5 | 4 | 5 | 28 | 1 | Exit preparation in 2028 and financing for about 6 acquisitions a year [Brief]. Holds the audit and lender relationships: the only CFO candidate "has never owned the audit or lender relationship" [360, Haverkamp]. Committed through the exit [Stated], which lowers near-term risk but not the impact if she leaves. |
| President, Commercial Lines (Rebecca Strand) | 5 | 4 | 4 | 5 | 4 | 5 | 27 | 1 | Growing commercial lines is a named 2027 strategy [Brief]. The unit made $131M of $310M revenue in 2026, about 42% [Brief]. "Exceptional client and producer relationships" [360-18]. The incumbent is also the leading CEO candidate, so this role is likely to open during the CEO transition. |
| COO (Marcus Oyelaran) | 4 | 5 | 4 | 3 | 4 | 4 | 24 | 2 | Integration of acquired agencies runs through this role: 11 led to date, about 6 a year planned [Brief]. Also a CEO candidate [Brief]. Relationships scored 3 because the dependence on him is internal and operational, and the 360 notes friction with producers [360-14]. This is the top of Tier 2. Moving one point makes it Tier 1 (see Q-04). |
| CIO (Peter Albescu) | 3 | 4 | 4 | 2 | 3 | 3 | 19 | 2 | Systems continuity across 32 offices [Brief]. ASSUMPTION: each acquisition needs its agency-management and client data moved onto company systems, and client data in an insurance brokerage carries privacy and cyber exposure. 2 years in role [Brief]. |
| CHRO (Yolanda Mercer) | 3 | 3 | 3 | 3 | 3 | 3 | 18 | 2 | Owns succession below the CEO [Brief], and is the process owner during a CEO transition year. ASSUMPTION: HR integration of about 6 acquired agencies a year (people, benefits, producer agreements). 3 years in role [Brief]. This is the bottom of Tier 2. Moving one point makes it Tier 3. |
Tier summary:
- Tier 1 (deep planning, full emergency protocol): CEO, CFO, President Commercial Lines.
- Tier 2 (standard planning, emergency coverage table): COO, CIO, CHRO.
- No roles in Tier 3.
Cascade risk. All three internally sourced CEO and CFO moves open another critical role:
- Strand to CEO opens President Commercial Lines.
- Oyelaran to CEO opens COO.
- Haverkamp to CFO opens VP FP&A.
So the CEO decision is really a decision about three or four roles at once.
Succession Pipelines
The readiness tiers are Ready Now, Ready 1–2 Years, Ready 3–5 Years and Developmental.
Every placement is PROPOSED. Each named candidate appears in exactly one tier for one role.
1. CEO — Tier 1
Planned need: the CEO intends to step down at the end of 2027, about 15 months from this draft [Stated].
Sponsor requirement: at least two CEO candidates, internal or external, by the end of Q2 2027 (30 June 2027) [Brief].
READY NOW — none
READY 1–2 YEARS — Rebecca Strand, President Commercial Lines (PROPOSED)
9 years in role [Brief]. Rated high performance / high potential [TR-2026]. Says she wants the CEO role [Stated].
| Dimension | Rating | Evidence |
|---|---|---|
| Functional capability — revenue growth | Strong | Grew Commercial Lines from $88M (2022) to $131M (2026). That is +49%, about 10.5% a year compounded [Brief]. |
| Functional capability — finance, lenders, operations | Gap | "Least experience with finance, lenders and operations" [360-18]. In a sponsor-backed company heading for exit, these are core CEO responsibilities. |
| Leadership | Strong | High potential [TR-2026]. "Exceptional client and producer relationships" [360-18]. |
| Organizational knowledge | Strong | 9 years in role [Brief]. She runs about 42% of company revenue [Brief]. |
| Readiness: interest | High | Wants the CEO role [Stated]. |
| Readiness: circumstances | Not assessed | No data. No inference is made. |
| Readiness: receptivity to development | Not assessed | No data. Test this in the first development conversation. |
| Readiness: departure risk | Not documented | No external approaches are recorded. ASSUMPTION: the risk rises if she is not selected, because the role she wants would go to someone else. The CEO scenario table covers this case. |
Why 1–2 years and not Ready Now: the gaps the 360 names (finance, lenders, operations) are exactly the areas a sponsor and a 2028 buyer will test. They can be closed through deliberate exposure during 2027, before a decision is due.
Why not 3–5 years: her track record and potential rating support the 2027 timing.
READY 3–5 YEARS — none
DEVELOPMENTAL — Marcus Oyelaran, COO (PROPOSED)
4 years in role [Brief]. Rated high performance /
medium potential [TR-2026]. "Open to CEO but prefers to stay COO" [Stated].
| Dimension | Rating | Evidence |
|---|---|---|
| Functional capability — operations and integration | Strong | Led the integration of 11 acquired agencies [Brief]. "Strong execution" [360-14]. |
| Functional capability — client and producer leadership | Concern | "Can be abrasive with producers" [360-14]. In a brokerage, producers carry the client relationships and revenue. |
| Leadership | Mixed | Strong execution [360-14]. Medium potential [TR-2026]. |
| Organizational knowledge | Strong | 4 years as COO, plus integration of 11 agencies [Brief]. |
| Readiness: interest | Low to moderate | Prefers to stay COO [Stated]. |
| Readiness: circumstances | Not assessed | No data. |
| Readiness: receptivity to development | Not assessed | No data. |
| Readiness: departure risk | Not documented | No data. |
Why Developmental: the recipe defines this tier as someone who "may not have aspiration for this path". His stated preference is to stay COO, and the talent review rates his potential as medium.
Reclassify him if both of the following happen:
- (a) a direct conversation, led by the C&N Committee chair and the CEO, confirms real CEO interest; and
- (b) an external executive assessment raises his potential rating.
Until then, it would overstate the bench to count him as one of the sponsor's "two candidates".
EXTERNAL MARKET
Required. On current evidence there is
one credible internal candidate for the end-2027 transition. To meet the sponsor's two-candidate requirement by 30 June 2027, the board needs a confidential external benchmark search.
Suggested profile: CEO or division-president experience in a PE-backed brokerage, with acquisition-led growth and a completed sponsor exit (PROPOSED).
ASSUMPTION: a CEO search takes several months from engaging a firm to presenting a slate. That means a firm should be engaged by about February 2027. The search fee is probably not part of the $350,000 development budget (Q-10).
Single-successor dependency: YES. The CEO plan depends on Rebecca Strand alone.
CEO scenario table
| Scenario | Trigger | Response (PROPOSED) |
|---|---|---|
| Base case | Thorne steps down at end of 2027 as stated | Accelerate Strand on finance, lenders and operations through 2027. Run an external benchmark search in parallel. Present ≥2 candidates to the sponsor by 30 June 2027. Board selects in Q3 2027 on the C&N Committee's recommendation, announces in Q4 2027, successor takes office at the start of 2028. |
| Successor departs | Strand leaves before selection | The CEO slate falls to external candidates only, plus Oyelaran if he is reclassified. This also opens President Commercial Lines, which has no bench, putting about 42% of revenue and the producer relationships at risk. Activate the Commercial Lines emergency protocol. Widen the external search. |
| Successor not selected | The board picks an external candidate | ASSUMPTION: high risk that Strand leaves, for the same reason as above. The C&N Committee should decide before the selection what retention approach it would offer her as President Commercial Lines. A Commercial Lines successor must be named by then either way. |
| Successor declines | Strand withdraws, or Oyelaran confirms he does not want the role | Go external-led. Keep Strand as President Commercial Lines (or Oyelaran as COO) and treat their retention as a continuity priority through the exit. |
| Timeline accelerates | Thorne leaves before end of 2027 (any trigger) | Activate the CEO emergency protocol. The interim CEO is TO BE DESIGNATED. Strand is not yet Ready Now, so the board decides between an interim CEO and an early permanent appointment. Patricia Nwosu's commitment through the exit [Stated] is the main source of stability. CFO bench depth relies on Haverkamp, who is a documented flight risk. |
| Exit timing moves | The sponsor brings the sale forward into 2027, or pushes it back | ASSUMPTION: buyers look closely at management tenure and continuity. The board decides whether the CEO change happens before or after the sale. Thorne's planned move to a non-executive role could provide continuity either way (Q-06). |
2. CFO — Tier 1
Planned need: low before the exit. Patricia Nwosu is "committed through the sponsor exit" [Stated]. The likely need is after the exit, plus emergency cover now.
READY NOW — none
READY 1–2 YEARS — Lena Haverkamp, VP FP&A (PROPOSED)
3 years in role [Brief]. Rated high performance / high potential [TR-2026].
| Dimension | Rating | Evidence |
|---|---|---|
| Functional capability — FP&A and analysis | Strong | "Excellent analytically" [360, rater count not supplied]. |
| Functional capability — audit and lenders | Gap | "Has never owned the audit or lender relationship" [360]. |
| Leadership | Strong signal | High potential [TR-2026]. No 360 detail on people leadership was supplied. |
| Organizational knowledge | Moderate | 3 years [Brief]. |
| Readiness: interest | Not documented | Her stated aspiration for CFO was not supplied (Q-08). |
| Readiness: circumstances | Not assessed | No data. |
| Readiness: receptivity to development | Not assessed | No data. |
| Readiness: departure risk | HIGH | "Approached by two PE-backed competitors this year" [Brief]. |
Why 1–2 years: the gaps are specific (audit ownership, lender relationship). The exit preparation in 2027–28 is an unusually good setting for closing them.
READY 3–5 YEARS — none
DEVELOPMENTAL — none
CONSIDERED, NOT PLACED — Devan Kuroda, Corporate Controller
11 years in role [Brief]. Rated high performance / moderate potential [TR-2026]. "Does not want the CFO role" [Stated]. He is not placed because he has declined the role.
He is a
key-person retention concern in his current role, not a successor. Whether he would accept a time-limited interim CFO role in an emergency is unknown. Someone must ask him; nobody should assume it (Q-09).
EXTERNAL MARKET
Likely needed for depth: the target is ≥1 Ready Now and ≥2 Ready 1–2 Years, against 0 and 1 today. ASSUMPTION: a CFO with sponsor-exit and lender experience is easier to find externally than a CEO, but the timing of the exit adds pressure.
Single-successor dependency: YES, and that one successor is a documented flight risk.
CFO scenario table
| Scenario | Response (PROPOSED) |
|---|---|
| Base case | Nwosu stays through the exit [Stated]. Haverkamp leads the 2026 audit and the lender reporting in 2027 under Nwosu's sponsorship. Reassess her readiness at the Q4 2027 board review. |
| Successor departs | Haverkamp leaves for a competitor. The CFO bench is empty. Line up external interim and permanent CFO options. The bench below FP&A is not assessed. |
| Successor declines | Haverkamp does not want CFO (her aspiration is unknown). Same response as "departs". Keep her as an FP&A leader if she stays. |
| Timeline accelerates | Nwosu leaves before the exit despite her commitment. Activate the CFO emergency protocol. Interim CFO is TO BE DESIGNATED. Haverkamp is not Ready Now on audit and lenders, so expect an external interim CFO or an outside advisor. |
3. President, Commercial Lines — Tier 1
READY NOW / 1–2 YEARS / 3–5 YEARS / DEVELOPMENTAL — NOT ASSESSED
No internal candidates were supplied. This is the most exposed role in the package:
- It is about 42% of revenue [Brief].
- It is a named 2027 growth priority [Brief].
- It depends on producer and client relationships [360-18].
- It is the role most likely to open in the CEO transition, through Strand's promotion, her departure, or her not being selected.
External market: required as a backstop. The internal slate below Strand needs to be identified first (PROPOSED: CHRO-led review of commercial-lines leaders, Q4 2026 to Q1 2027).
President Commercial Lines scenario table
| Scenario | Response (PROPOSED) |
|---|---|
| Base case | Strand is selected as CEO. A Commercial Lines successor is identified by Q2 2027, before the CEO selection in Q3. Strand's producer and client relationships transfer during her pre-transition period. |
| Successor departs | No successor exists yet. Identify one. |
| Successor declines | No successor exists yet. Identify one. |
| Timeline accelerates | Strand leaves at short notice. Activate the emergency protocol below. The interim leader is TO BE DESIGNATED. The priority is protecting producers and clients in the first 48 hours. |
4. COO — Tier 2
READY NOW / READY 1–2 YEARS — none
READY 3–5 YEARS — Tariq Benedetti, SVP Operations (PROPOSED, low-confidence evidence)
2 years in role [Brief]. Rated medium performance / high potential [TR-2026].
| Dimension | Rating | Evidence |
|---|---|---|
| Functional capability | Developing | Medium performance [TR-2026]. |
| Leadership | Potential signal | High potential [TR-2026]. The 360 has only 6 raters, which is too thin to rely on [360-6]. |
| Organizational knowledge | Moderate | 2 years [Brief]. |
| Readiness: interest, circumstances, receptivity, departure risk | Not documented | No data. |
Why 3–5 years: current performance is medium, which does not support a 1–2 year placement. Re-run the 360 with a broader rater pool before this placement is relied on.
External market: possible. It becomes likely if Oyelaran moves to CEO or leaves.
Single-successor dependency: YES, and the placement rests on thin evidence.
5. CIO — Tier 2 — NOT ASSESSED
No candidates were supplied. External market: probably the default backstop. The internal bench needs identifying.
6. CHRO — Tier 2 — NOT ASSESSED
No candidates were supplied. Note: the CHRO owns succession below the CEO [Brief]. A CHRO vacancy during 2027 would also stall this process. Who runs the process in her absence is TO BE DESIGNATED.
Pipeline Summary
| Role | Tier | Ready Now | Ready 1–2Y | Ready 3–5Y | Developmental | External Need |
|---|---|---|---|---|---|---|
| CEO | 1 | — (0) | Strand (1) | — (0) | Oyelaran (1) | Required. Benchmark search to give the sponsor ≥2 candidates by 30 Jun 2027 |
| CFO | 1 | — (0) | Haverkamp (1) | — (0) | — (0) | Likely. Kuroda considered and not placed (declined) |
| President, Commercial Lines | 1 | NOT ASSESSED | NOT ASSESSED | NOT ASSESSED | NOT ASSESSED | Required as backstop. Internal slate to be identified |
| COO | 2 | — (0) | — (0) | Benedetti (1) | — (0) | Possible. Likely if Oyelaran moves |
| CIO | 2 | NOT ASSESSED | NOT ASSESSED | NOT ASSESSED | NOT ASSESSED | Likely |
| CHRO | 2 | NOT ASSESSED | NOT ASSESSED | NOT ASSESSED | NOT ASSESSED | Likely |
| Total placed | 0 | 2 | 1 | 1 |
Four candidates are placed (Strand, Haverkamp, Benedetti, Oyelaran). One was considered and not placed (Kuroda).
Depth test (target: ≥1 Ready Now, ≥2 Ready 1–2 Years, diverse slate):
- No role meets the target.
- No role has a Ready Now successor.
- Single-successor dependencies: CEO, CFO, COO.
- Empty pipelines: President Commercial Lines, CIO, CHRO.
- Slate diversity:
not assessed. No diversity data or targets were supplied, and none is inferred from names (Q-12).
Pipeline health rating: HIGH RISK (PROPOSED)
The reasons
- The CEO plan depends on one internal candidate who is not yet ready.
- The role she would vacate has no bench.
- The CFO bench is one person with documented competitor interest.
- Three of the six critical roles have no named internal successor.
- The deadline is fixed: CEO change at end of 2027, then exit in 2028.
Priority actions (PROPOSED, in order)
Approve the emergency succession protocols (CEO, CFO, President Commercial Lines) and designate interim successors on 15 January 2027.
2.
Authorize a confidential external CEO benchmark search, with the firm engaged by about February 2027, so the board has ≥2 candidates by 30 June 2027.
3. Accelerate Strand's development on finance, lenders and operations from Q1 2027.
4. Identify a President Commercial Lines bench by Q2 2027, before the CEO selection.
5. Consider retention for Haverkamp (C&N Committee and CEO decide), alongside audit and lender ownership in 2027.
6. Hold a direct CEO-aspiration conversation with Oyelaran, and secure his continuity as COO either way.
7. Identify internal CIO and CHRO benches, and broaden Benedetti's 360.
Development Plans
Investment by readiness:
- Ready 1–2 Years (Strand, Haverkamp): accelerated, targeted gap-closing.
- Ready 3–5 Years (Benedetti): broad foundation.
- Developmental (Oyelaran): assessment and retention as COO, not a CEO accelerator.
The
current ratings below are qualitative and cite their source.
Targets are the role requirement (PROPOSED). Every plan is PROPOSED and needs the CHRO's approval, and the C&N Committee's approval for CEO candidates. Dollar figures are planning placeholders (ASSUMPTION) to be replaced with vendor quotes.
Confidentiality. Several actions put a candidate in front of lenders, the sponsor or the board. People will notice. The board should decide the framing before any action starts: for example, "enterprise leadership development for senior leaders" rather than "CEO succession" (Q-01).
Plan 1 — Rebecca Strand: CEO candidate (Ready 1–2 Years)
Profile: President Commercial Lines, 9 years. Rated high/high [TR-2026]. Grew the unit from $88M to $131M [Brief]. Wants the CEO role [Stated]. Plan owners: Graham Thorne (sponsor) and the C&N Committee chair (oversight). Target: decision-ready by Q3 2027.
| Competency | Current | Target | Gap | Priority |
|---|---|---|---|---|
| Revenue growth and client/producer leadership | Strong [Brief, 360-18] | Strong | None | Maintain |
| Corporate finance and capital structure | Limited [360-18] | Proficient | Large | HIGH |
| Lender relationships | Limited [360-18] | Proficient | Large | HIGH |
| Enterprise operations and acquisition integration | Limited [360-18] | Proficient | Large | HIGH |
| Board and sponsor engagement | Not evidenced | Strong | Unknown | HIGH |
| Enterprise (multi-line) leadership | Not evidenced | Strong | Unknown | MEDIUM |
Objective 1 — Finance and lender fluency
| Action | Timeline | Owner | Measure |
|---|---|---|---|
| Monthly finance immersion with the CFO: P&L, cash, covenants, capital allocation | Q1–Q3 2027 | Nwosu | Strand presents the Q2 financial review to the board without CFO support |
| Join lender meetings and covenant reviews as a named participant | Q1 2027 onward | Nwosu | Attends ≥2 lender interactions. CFO confirms she leads part of the discussion |
| Co-own the financing case for at least one 2027 acquisition | Q2–Q3 2027 | Nwosu / Oyelaran | Board-approved financing case |
Formal finance-for-executives programme (ASSUMPTION: short executive-education course) | Q1–Q2 2027 | CHRO | Completed |
Objective 2 — Operations and integration
| Action | Timeline | Owner | Measure |
|---|---|---|---|
| Co-lead one 2027 acquisition from diligence through 100-day integration, alongside the COO | Q1–Q4 2027 | Oyelaran | Integration milestones met. COO feedback |
| Quarterly operating review of a non-Commercial-Lines function (personal lines, operations, IT) | Q2–Q4 2027 | Thorne | Written assessment and recommendations accepted by the CEO |
Objective 3 — Board and sponsor exposure
| Action | Timeline | Owner | Measure |
|---|---|---|---|
| Present the commercial-lines growth strategy and one enterprise topic to the full board | Q1 and Q2 2027 board meetings | Thorne | Feedback from board members |
| Structured 1:1s with each sponsor director and each independent director | Q1–Q2 2027 | C&N chair | All directors met. Their feedback gathered |
| Independent external executive assessment | Q1 2027 | C&N Committee | Report delivered before the 30 June slate |
Objective 4 — Confirm readiness
| Action | Timeline | Owner | Measure |
|---|---|---|---|
| Executive coach (CEO transition) | Q1–Q4 2027 | CHRO | Coach engaged. Quarterly progress notes |
| Readiness re-rating against this table | End Q2 2027 | C&N Committee | Gaps rated Proficient or a gap plan agreed |
Retention: no departure risk is documented. ASSUMPTION: risk rises sharply if she is not selected. The C&N Committee should agree its position (decision only, no offer) before the Q3 selection.
- Contingencies: if she declines or leaves, see the CEO and President Commercial Lines scenario tables.
- Placeholder budget: $100,000 (external assessment, coaching, executive programme).
Plan 2 — Lena Haverkamp: CFO candidate (Ready 1–2 Years), with retention focus
Profile: VP FP&A, 3 years. Rated high/high [TR-2026]. "Excellent analytically", but "has never owned the audit or lender relationship" [360]. Approached by two PE-backed competitors in 2026 [Brief]. Plan owner: Patricia Nwosu.
| Competency | Current | Target | Gap | Priority |
|---|---|---|---|---|
| Planning and analysis | Strong [360] | Strong | None | Maintain |
| External audit ownership | Not yet held [360] | Proficient | Large | HIGH |
| Lender relationship and covenant management | Not yet held [360] | Proficient | Large | HIGH |
| Sponsor and exit-process finance | Not evidenced | Proficient | Unknown | HIGH |
| Finance team leadership (broader than FP&A) | Not evidenced | Strong | Unknown | MEDIUM |
| Action | Timeline | Owner | Measure |
|---|---|---|---|
Lead the FY2026 external audit day to day, with Nwosu as sponsor (ASSUMPTION: calendar fiscal year) | Q1 2027 | Nwosu | Clean audit close. Auditor feedback |
| Own lender reporting and compliance certificates, and attend lender meetings | Q1 2027 onward | Nwosu | Leads ≥2 lender interactions |
| Build the acquisition-financing model for 2027 deals | Ongoing 2027 | Nwosu | Used in board approvals |
Lead exit-readiness finance workstreams (ASSUMPTION: sell-side diligence preparation in 2027–28) | H2 2027 onward | Nwosu | Workstream delivered on schedule |
| Coaching or a CFO-readiness programme | Q1–Q4 2027 | CHRO | Engaged |
| Readiness re-rating | Q4 2027 board review | CHRO | Updated placement |
Retention (HIGH): two documented competitor approaches in 2026 [Brief]. The C&N Committee and the CEO should decide whether and how to secure her through the exit. Claude proposes no mechanism or amount. A clear career conversation is likely the cheapest lever, but it requires breaking the current confidentiality (Q-01).
Contingency: if she leaves, the CFO bench is empty and an external interim/permanent plan is needed (CFO scenario table).
- Placeholder budget: $55,000.
Plan 3 — Marcus Oyelaran: COO continuity, plus a CEO aspiration test (Developmental for CEO)
Profile: COO, 4 years. Rated high performance / medium potential [TR-2026]. Led 11 integrations [Brief]. "Can be abrasive with producers" [360-14]. Prefers to stay COO [Stated]. Plan owner: Graham Thorne.
| Competency | Current | Target (COO, possible CEO) | Gap | Priority |
|---|---|---|---|---|
| Integration execution | Strong [Brief, 360-14] | Strong | None | Maintain |
| Producer relationships | Concern [360-14] | Constructive | Moderate | HIGH |
| Enterprise/strategic leadership | Medium potential [TR-2026] | Validated | Unknown | MEDIUM |
| Action | Timeline | Owner | Measure |
|---|---|---|---|
| Direct conversation on CEO aspiration (C&N chair and CEO) | Q1 2027 | C&N chair | Recorded aspiration. Reclassify or confirm placement |
| Targeted coaching on producer relationships | Q1–Q3 2027 | CHRO | Producer-rater pulse 360 shows improvement |
| External executive assessment, only if he confirms CEO interest | Q2 2027 | C&N Committee | Report before the 30 June slate |
| Codify the integration playbook so it is not held only by him | Q2 2027 | Oyelaran | Playbook adopted on the next acquisition |
Retention: no departure risk is documented. ASSUMPTION: continuity of integration capability through the exit matters to the 2027 strategy of about 6 acquisitions [Brief]. Consider how the CEO decision is communicated to him either way.
- Placeholder budget: $35,000.
Plan 4 — Tariq Benedetti: COO pipeline (Ready 3–5 Years)
Profile: SVP Operations, 2 years. Rated medium performance / high potential [TR-2026]. 360 from 6 raters [360-6]. Plan owner: Marcus Oyelaran.
| Competency | Current | Target | Gap | Priority |
|---|---|---|---|---|
| Current-role performance | Medium [TR-2026] | High | Moderate | HIGH |
| Integration leadership | Not evidenced | Proficient | Unknown | HIGH |
| Breadth of stakeholder evidence | Thin (6 raters) [360-6] | Robust | Data gap | HIGH |
| Action | Timeline | Owner | Measure |
|---|---|---|---|
| Agree 2027 performance objectives that lift performance from medium | Q1 2027 | Oyelaran | Mid-year rating |
| Run integration of 1–2 of the 2027 acquisitions under the COO | Q2–Q4 2027 | Oyelaran | Integration milestones met |
| Re-run the 360 with a broader rater pool | Q2 2027 | CHRO | Broader 360 completed |
| Leadership programme (foundation) | 2027 | CHRO | Completed |
Placeholder budget: $30,000.
Development budget — PROPOSED placeholder allocation of $350,000
| Use | Placeholder | Note |
|---|---|---|
| Strand (CEO acceleration) | $100,000 | Includes external assessment |
| Haverkamp (CFO acceleration) | $55,000 | |
| Oyelaran (aspiration test, coaching, assessment) | $35,000 | |
| Benedetti (COO foundation) | $30,000 | |
| Identifying and assessing the Commercial Lines, CIO and CHRO benches | $60,000 | Candidates not yet identified |
| Emergency-protocol tabletop exercise and facilitation | $20,000 | |
| Unallocated reserve (new candidates from bench identification) | $50,000 | |
| Total | $350,000 | The external CEO search fee is not included (Q-10) |
Emergency Succession Protocols
The protocols cover the CEO in full. The CFO and President Commercial Lines protocols reuse the CEO structure and add role-specific items. Tier 2 roles get a coverage table.
Not supplied in the inputs, so left as TO BE DESIGNATED:
- the identity of the board chair;
- named emergency successors;
- who determines incapacity;
- leave and notice thresholds;
- the delegation-of-authority dollar limits;
- the General Counsel, if there is one;
- the communications lead.
No dollar thresholds have been invented. The authority split refers to the company's existing delegation-of-authority matrix (Q-15).
A. CEO Emergency Succession Protocol
A1. Triggering events
| Event | Activation | Who decides | Threshold |
|---|---|---|---|
| Death | Immediately on confirmation | Board chair (TO BE DESIGNATED — identity not supplied) | — |
| Incapacity | On determination | TO BE DESIGNATED. Options for the board: the C&N Committee, the board chair with counsel, or the full board | Expected duration of TO BE DESIGNATED days |
| Sudden resignation | On receipt | Board chair | Notice shorter than TO BE DESIGNATED weeks |
| Termination for cause | At the time of the board resolution | Full board (ASSUMPTION: per the bylaws; confirm with counsel) | — |
| Extended leave | When the expected duration exceeds the threshold | Board chair | TO BE DESIGNATED days |
A2. Emergency successors
| Position | Designation | Notes for the board's choice |
|---|---|---|
| Primary interim CEO | TO BE DESIGNATED | Options and facts only, no recommendation. CFO Nwosu: committed through the exit, holds the lender and sponsor finance relationships [Stated, 360 context]. COO Oyelaran: runs operations and integration, prefers COO, producer friction [360-14]. President Strand: holds the producer and client relationships, finance and lender gap [360-18]. |
| Secondary interim CEO | TO BE DESIGNATED | Should come from a different function than the primary. |
| Committee option | Office of the CEO: TO BE DESIGNATED members | For example CFO, COO and President Commercial Lines, reporting to the board chair. Decision rule TO BE DESIGNATED. |
The person designated must confirm in writing (A10). That conversation means telling someone (Q-01).
A3. Authority framework
| Full authority (interim CEO) | Requires board approval | Suspended until a permanent CEO is in place |
|---|---|---|
| Day-to-day operations of all 32 offices | Any item above the interim limits in the delegation-of-authority matrix (limits TO BE DESIGNATED — none supplied) | New acquisition LOIs and closings not already board-approved |
| Budgeted spending within existing delegated limits | Closing an already-approved acquisition | Changes to the 2027 strategy (acquisition cadence, lines mix) |
| Existing client, carrier and producer commitments | New borrowing, amendments or waivers under the credit facility | Restructurings and office closures |
| Hiring and managing employees below executive level | Hiring, firing or changing pay for any executive officer | Long-term executive compensation design |
| Speaking for the company within approved messaging | Producer compensation plan changes (ASSUMPTION: material to retention) | Any step in the sponsor exit process, unless the board directs it |
| Integration of acquisitions already closed | Material litigation or E&O settlements | |
| Public or media statements on the leadership change |
A4. Actions by hour
Hours 0–4: confirm and contain
| Action | Owner |
|---|---|
| Confirm the triggering event and its likely duration | Board chair (TO BE DESIGNATED) |
| Notify all directors, including the 4 sponsor directors and the 2 independents | Board chair |
| Contact the interim CEO and confirm they accept | Board chair |
Notify counsel (GC or outside counsel, TO BE DESIGNATED) | Board chair |
| Preserve and secure the CEO's systems access and records | CIO with counsel |
| Freeze non-routine announcements | Interim CEO |
Hours 4–24: organize
| Action | Owner |
|---|---|
| Brief the executive team (CFO, COO, President CL, CHRO, CIO) | Interim CEO |
| Board call to confirm the interim appointment by resolution | Board chair |
| Draft employee, producer, carrier and lender communications (drafts in A7) | CHRO and comms lead (TO BE DESIGNATED), with counsel |
ASSUMPTION: check lender notice requirements in the credit agreement (key-person or management-change clauses) | CFO with counsel |
ASSUMPTION: check whether the CEO is a designated responsible licensed producer or officer on any state agency licence, and the filing deadlines | Counsel / compliance |
| List pending decisions: acquisitions in flight, large renewals, open litigation | Interim CEO, CFO |
Hours 24–48: communicate
| Action | Owner |
|---|---|
| Employee announcement to all 1,100 staff | Interim CEO (board chair co-signs) |
| Producer and office-leader call | Interim CEO with President Commercial Lines |
| Notify lenders if the credit agreement requires it | CFO |
| Notify key carriers and the largest client accounts | President Commercial Lines and office leaders |
| Status update to sellers in acquisitions currently in progress | COO with counsel |
Notify the D&O and E&O carriers if required (ASSUMPTION) | Counsel |
A5. First-week priorities
- Hold an emergency board session; the interim authority is confirmed in writing.
- Hold 1:1s with each executive and confirm continuity commitments.
- Make producer-retention calls in the largest offices (
ASSUMPTION: producers are the main flight-risk group in a brokerage leadership event). - Make a go / pause decision on each in-flight acquisition, with board approval.
- Set a weekly update rhythm between the interim CEO and the board chair.
A6. First-month priorities
- Stabilize: no unplanned departures of producers or executives.
- Run the first 30-day review of operations and acquisitions.
- The board decides the permanent path (see A8).
- The sponsor reassesses the exit timeline.
- Run a lessons-learned review of this protocol.
A7. Notice drafts (DRAFT — for counsel review before use; do not send)
Internal (employees):
Subject: Leadership update
Today the Board of Directors [FACTUAL STATEMENT — e.g., "accepted the resignation of Graham Thorne as CEO" / "confirmed that Graham Thorne is on a leave of absence"]. Effective immediately, [INTERIM NAME], [TITLE], will lead the company as Interim CEO. The Board has full confidence in our leadership team. Our offices, our clients and our carriers are served exactly as before, and our plans for 2027 continue. [INTERIM NAME] will speak with you in the coming days. Please direct any client or media questions to [CONTACT].
— [BOARD CHAIR], on behalf of the Board
Producers and office leaders (call script outline): what happened (factual, no speculation); who is in charge; what does not change (compensation plans, client service, carrier relationships); who to call.
Lenders / carriers (letter outline): notice of the interim appointment; continuity of the finance team and contacts; a statement on covenant reporting (CFO). Counsel confirms the wording against each contract.
Do not speculate on: personal circumstances, internal candidates, the timeline for a permanent CEO, or the exit process.
A8. Permanent-search timeline (PROPOSED)
| Week | Step |
|---|---|
| 1–2 | Board decides: confirm a planned candidate early, or run a search. Search committee formed, led by the C&N Committee [Brief] |
| 2–4 | Search firm engaged (if external). Internal candidates assessed (Strand; Oyelaran if reclassified) |
| 4–14 | Slate developed and interviewed. Sponsor directors engaged |
| 14–18 | Selection, offer, announcement |
Exact durations are ASSUMPTION until the search firm confirms them.
A9. Annual review
- C&N Committee review every Q4.
First tabletop exercise in Q1 2027 (PROPOSED scenario: CEO sudden incapacity while an acquisition is in progress).
- Contacts confirmed each quarter.
A10. Confirmations
- Approved by board resolution on [DATE].
- Signatures: board chair; corporate secretary.
- Confirmed by the primary and secondary emergency successors: [TO BE DESIGNATED].
B. CFO Emergency Succession Protocol (CEO structure applies; differences below)
Successors:
- Primary interim CFO: TO BE DESIGNATED.
- Secondary interim CFO: TO BE DESIGNATED.
Facts for the board
- Haverkamp has not yet owned the audit or lenders [360].
- Kuroda has declined the CFO role; whether he would serve as interim is unknown [Stated, Q-09].
- An external interim CFO or an outside advisor is an option.
Triggers and decision-maker: the same as the CEO protocol. The CEO and board chair decide jointly (PROPOSED).
Authority split:
| Full authority | Board approval | Suspended until a permanent CFO is in place |
|---|---|---|
| Close and reporting cycle, payables and receivables, treasury within existing limits | Credit-facility draws beyond normal course, amendments, waivers | Refinancing |
| Lender compliance reporting | Acquisition funding | Changing the auditor |
| Audit fieldwork already in progress | Any change to accounting policy | Exit-process finance commitments, unless the board directs |
Hour 0–4 additions:
- Confirm banking signatory and payment-approval coverage.
- Secure treasury credentials.
Hours 4–48 additions:
- Lender notice, if the credit agreement requires it (
ASSUMPTION). - Briefing for the audit partner.
- Briefing for the sponsor's finance contact.
First week:
- Confirm the covenant-reporting calendar.
- Review the financing status of every acquisition in progress.
C. President, Commercial Lines Emergency Succession Protocol (CEO structure applies; differences below)
Successors:
- Primary interim leader: TO BE DESIGNATED.
- Secondary interim leader: TO BE DESIGNATED.
No internal candidates have been identified (NOT ASSESSED). The board may choose a short-term CEO-led or COO-co-led arrangement while a successor is named.
Triggers: the same as the CEO protocol. The decision-maker is the CEO, with notice to the board chair (PROPOSED).
Authority split:
| Full authority | CEO/board approval | Suspended until a permanent successor is in place |
|---|---|---|
| Renewals and service of existing accounts | Producer compensation exceptions | Changing producer comp plans |
| Carrier relationships under existing terms | Producer hiring and termination at senior level | Commercial-lines reorganization |
| Day-to-day producer management | New carrier agreements |
Hours 0–48 additions (relationships are the risk):
- Calls to the top producers and the largest client accounts by the CEO and the interim leader.
- Carrier notice where the relationship depends on the person.
ASSUMPTION: check for non-solicit/non-compete coverage if the departure is a resignation to a competitor (counsel).
First month: retention conversations with key producers; a commercial-lines pipeline review.
D. Tier 2 coverage table
| Role | Interim cover | Authority | First-week priority |
|---|---|---|---|
| COO | TO BE DESIGNATED | Day-to-day operations and integrations already closed. New integrations need CEO approval | Status of integrations in progress |
| CIO | TO BE DESIGNATED | Run and secure existing systems. New systems spend needs CEO approval | Access and credentials, security and incident readiness, acquisition data migrations in progress |
| CHRO | TO BE DESIGNATED | HR operations. Succession process stewardship passes to TO BE DESIGNATED | Continuity of this succession process and the CEO search |
Transition Playbooks
Playbook 1 — Planned CEO transition (Thorne to successor, effective about the start of 2028)
Pre-transition (Q1–Q3 2027, the 6–12 months before):
- Run the development plans and the external benchmark search.
- Present the slate to the sponsor by 30 June 2027 [Brief].
- C&N Committee recommends; the board selects in Q3 2027 (
PROPOSED). - Agree Thorne's non-executive role and its boundaries (Q-06).
- Draft announcement messages and FAQs for employees, producers, carriers, lenders and acquisition sellers.
- Name a successor for any role the new CEO vacates, before the announcement.
Transition (Q4 2027, the final 1–3 months):
- Announce, with timing coordinated with the sponsor around exit preparation.
- Hand over the board, sponsor, lender and carrier relationships in joint meetings.
- List pending decisions: the 2028 budget, acquisitions in flight, exit-preparation workstreams.
- Formally transfer authority, effective on the date set by board resolution.
Post-transition:
- 30-day check-in: C&N chair and new CEO. Stakeholder stability.
- 60-day check-in: leadership team settled; cascade successors in place.
- 90-day check-in: board review of the first 90-day plan and exit-readiness.
- Thorne's availability: as agreed for his non-executive role.
PROPOSED: clear rules so the new CEO's authority is not diluted.
Knowledge transfer checklist:
| Area | Items |
|---|---|
| Strategic | 2027–28 plan; the acquisition pipeline and criteria; the commercial-lines growth plan; sponsor exit expectations |
| Operational | Delegation of authority; the budget process; integration playbook; key metrics |
| Relationship | Each sponsor and independent director; lenders; top carriers; top producers and offices; sellers in acquisitions in progress |
| Institutional | History of past acquisitions; earlier strategic decisions and why; office-level culture across 32 offices |
CEO-specific additions:
- Transition of the board relationship and the CEO's board seat (the board currently includes the CEO [Brief]).
- Sponsor relationship.
- External profile in the market among acquisition targets.
Playbook 2 — Cascade role (e.g., President Commercial Lines if Strand is selected)
- Pre-transition: name the successor before the CEO announcement. Hold joint client and producer meetings through Q4 2027.
- Transition: hand over book by book, prioritizing the largest accounts. Communicate early with producers.
- Post-transition: 30/60/90-day producer retention and revenue check-ins.
- Equivalent playbooks apply to COO (if Oyelaran moves) and VP FP&A (if Haverkamp moves).
Playbook 3 — Planned CFO transition (after the exit)
Nwosu is committed through the exit [Stated]. Start this playbook once the exit date is known. Role-specific additions:
- audit partner;
- lenders (likely new lenders after the exit,
ASSUMPTION); - the new owner's reporting requirements;
- financial-systems access.
Succession Timeline
| Date | Milestone | Owner |
|---|---|---|
| Oct–Dec 2026 | Review this draft. Counsel review. Confirm missing designations (Open Questions). Decide the confidentiality and disclosure approach | CHRO, C&N chair, CEO |
| Dec 2026 | Board pre-read circulated | CHRO |
| 15 Jan 2027 | Board meeting. Approve the emergency protocols and successors. Authorize the external CEO search. Approve the development budget allocation | Board, C&N Committee |
| Feb 2027 | Search firm engaged. External assessments for Strand (and Oyelaran if he confirms interest) | C&N Committee |
| Q1 2027 | First emergency tabletop. Haverkamp leads the FY2026 audit. Oyelaran aspiration conversation. Commercial Lines bench review begins | CHRO, CFO, C&N chair |
| Q2 2027 | Commercial Lines bench identified. Benedetti 360 re-run. CEO candidate readiness re-rating | CHRO, C&N Committee |
| By 30 Jun 2027 | ≥2 CEO candidates presented to the sponsor [Brief] | C&N Committee |
| Q3 2027 | CEO selection by the board on the C&N Committee's recommendation (PROPOSED) | Board |
| Q4 2027 | Announcement. Transition phase. Annual board succession review | Board, CEO |
| End 2027 | Thorne steps down as CEO and moves to a non-executive role [Stated] | Board |
| 2028 | 30/60/90-day reviews. Sponsor exit [Brief]. CFO post-exit planning | Board, new CEO |
Review Calendar and Metrics
Annual cycle (from 2028; 2027 follows the timeline above)
| Quarter | Activity |
|---|---|
| Q1 | Talent assessment, 9-box and 360 refresh. Emergency tabletop |
| Q2 | Succession review: critical roles, bench depth, readiness |
| Q3 | Development planning and budget |
| Q4 | Board review: CEO succession (C&N Committee), C-suite bench, annual confirmation of emergency successors |
Responsibilities matrix
R = responsible, A = accountable, C = consulted, I = informed.
| Activity | Board | C&N Committee | CEO | CHRO | Sponsor directors |
|---|---|---|---|---|---|
| CEO succession and selection | A (approve) | R | C | Process support | C |
| Below-CEO succession | I | I | C | R/A [Brief] | I |
| Emergency successor designation | A | R (CEO role) | R (other roles) | C | C |
| Development budget | A | C | C | R | I |
| External CEO search | A | R | C | Process support | C |
Pipeline metrics (baseline from this draft)
| Metric | Baseline | Target (PROPOSED) |
|---|---|---|
| Tier 1 roles with a Ready Now successor | 0 of 3 | 3 of 3 |
| Tier 1–2 roles with ≥1 placed internal successor | 3 of 6 (CEO, CFO, COO) | 6 of 6 |
| Placed successors per Tier 1–2 role | 4 ÷ 6 ≈ 0.7 | ≥2 |
| Roles with an emergency successor designated | 0 of 6 | 6 of 6 |
| Single-successor dependencies | 3 (CEO, CFO, COO) | 0 |
| Candidates with an active development plan | 0 of 4 | 4 of 4, plus new candidates |
| Placed candidates with a documented 360 rater count | 3 of 4 (Strand 18, Oyelaran 14, Benedetti 6; Haverkamp's count not supplied) | 4 of 4, with Benedetti's pool broadened |
| Emergency tabletops completed in the year | 0 | 1 |
| Diverse slates for external searches | Not assessed | TO BE DESIGNATED by the board |
Board Briefing
CONFIDENTIAL — BOARD USE ONLY. Succession Review, 15 January 2027. Prepared for the C&N Committee and the full board.
DRAFT.
1. Executive summary
Pipeline health: HIGH RISK (PROPOSED).
| Metric | Today | Target |
|---|---|---|
| Tier 1 roles with a Ready Now successor | 0 of 3 | 3 of 3 |
| CEO candidates toward the sponsor's ≥2 by 30 Jun 2027 | 1 internal (Ready 1–2 Years) | ≥2 |
| Emergency successors designated | 0 of 6 | 6 of 6 |
| Critical roles with no named internal successor | 3 of 6 | 0 |
Key takeaways:
1.
The CEO plan rests on one internal candidate. Rebecca Strand is a strong candidate with clear gaps (finance, lenders, operations). Marcus Oyelaran prefers to stay COO and is rated medium potential. Meeting the sponsor's two-candidate requirement needs an external benchmark search started by about February.
2.
The CEO decision triggers a cascade. If Strand is selected, President Commercial Lines (about 42% of revenue) has no successor. If she is not selected, the risk of losing her rises (ASSUMPTION). Either way, that bench must exist before Q3 2027.
3. The CFO bench is one person with documented competitor interest. Patricia Nwosu's commitment through the exit gives stability now. Lena Haverkamp is the only successor, and two PE-backed competitors approached her in 2026.
4. No emergency protocol is documented. This package provides one for approval today.
2. CEO succession
| Element | Status |
|---|---|
| Incumbent | Graham Thorne, 8 years. Intends to step down at end of 2027 and move to a non-executive role [Stated] |
| Internal candidates | Strand (Ready 1–2 Years); Oyelaran (Developmental) |
| External | Benchmark search recommended. Authorization requested today |
| Sponsor requirement | ≥2 candidates by 30 Jun 2027 |
| Proposed path | Slate by 30 Jun, then selection in Q3, announcement in Q4, successor in office at start of 2028 |
Board discussion questions:
- Is the board comfortable that one internal candidate, plus an external benchmark search, is the right way to meet the sponsor's two-candidate requirement?
- What exposure does the board need to Strand in H1 2027 to judge her readiness?
- Should the CEO change happen before the sponsor exit, or be coordinated with it?
- What non-executive role is planned for Thorne, and what is his role in selecting his successor?
- What may candidates be told, and when?
3. C-suite overview
| Role | Incumbent | Risk to role | Ready Now | Ready 1–2Y | External |
|---|---|---|---|---|---|
| CEO | Thorne | Planned transition, end 2027 | — | Strand | Required |
| CFO | Nwosu | Low before exit (committed) | — | Haverkamp (flight risk) | Likely |
| President CL | Strand | Opens if Strand is promoted; departure risk if she is not | — | — | Required |
| COO | Oyelaran | Opens if Oyelaran is promoted | — | — (Benedetti 3–5Y) | Possible |
| CIO | Albescu | No data | — | — | Likely |
| CHRO | Mercer | No data | — | — | Likely |
4. Emergency succession
| Role | Primary | Secondary |
|---|---|---|
| CEO | TO BE DESIGNATED | TO BE DESIGNATED |
| CFO | TO BE DESIGNATED | TO BE DESIGNATED |
| President Commercial Lines | TO BE DESIGNATED | TO BE DESIGNATED |
| COO / CIO / CHRO | TO BE DESIGNATED | TO BE DESIGNATED |
Also to be designated: who determines incapacity, the activation thresholds, and the interim authority limits. A tabletop exercise is recommended for Q1 2027.
5. Development investment
Total budget: $350,000. Placeholder allocation by priority:
- Strand $100K
- Haverkamp $55K
- Oyelaran $35K
- Benedetti $30K
- Bench identification (Commercial Lines, CIO, CHRO) $60K
- Tabletop $20K
- Reserve $50K
These are placeholders to be replaced by vendor quotes. The external CEO search fee is outside this budget and needs separate authorization.
6. Recommended board actions (PROPOSED — for decision)
Adopt the emergency succession protocols and designate primary and secondary emergency successors for the CEO, CFO and President Commercial Lines (resolution below).
2. Authorize the C&N Committee to run a confidential external CEO benchmark search, with a separate budget.
3.
Endorse the CEO candidate development path for Rebecca Strand and the aspiration conversation with Marcus Oyelaran.
4. Direct the CHRO to identify Commercial Lines, CIO and CHRO benches by Q2 2027.
5. Ask the C&N Committee and the CEO to consider retention for Lena Haverkamp (the mechanism is their decision).
6. Approve the development budget allocation (subject to quotes).
7. Set the next succession review: mid-year, before the 30 June slate.
Appendix — Emergency Succession Confirmation Resolution (DRAFT — for counsel review)
RESOLUTION OF THE BOARD OF DIRECTORS OF WEXFORD RIDGE INSURANCE BROKERS [entity name and form to be confirmed by counsel]
WHEREAS, the Board has reviewed the Emergency Succession Protocol dated [DATE] for the roles of Chief Executive Officer, Chief Financial Officer and President, Commercial Lines; and
WHEREAS, the Board believes it is in the best interests of the Company to designate emergency successors and confirm the interim authority framework;
NOW, THEREFORE, BE IT RESOLVED, that the Board adopts the Emergency Succession Protocol and designates:
- Chief Executive Officer — Primary: [TO BE DESIGNATED]; Secondary: [TO BE DESIGNATED]
- Chief Financial Officer — Primary: [TO BE DESIGNATED]; Secondary: [TO BE DESIGNATED]
- President, Commercial Lines — Primary: [TO BE DESIGNATED]; Secondary: [TO BE DESIGNATED]
RESOLVED FURTHER, that a determination of incapacity under the Protocol shall be made by [TO BE DESIGNATED];
RESOLVED FURTHER, that an interim officer appointed under the Protocol shall act within the authority framework in the Protocol and the Company's delegation-of-authority matrix, with interim limits of [TO BE DESIGNATED]; and
RESOLVED FURTHER, that the Compensation & Nominating Committee shall review the Protocol and designations at least annually.
Open Questions
| # | Question | Why it matters | Owner |
|---|---|---|---|
| Q-01 | What may candidates be told, and when? Development actions, emergency-successor confirmations and retention conversations all reveal consideration. | No candidate has been told yet [Brief]. Several actions cannot run while that stays true. | C&N Committee, CEO |
| Q-02 | Does any emergency succession protocol or delegation already exist? | This draft assumes none. | CHRO, counsel |
| Q-03 | Should other roles be inventoried (personal-lines leader, M&A/corp dev, regional leaders, General Counsel)? | The inventory covers only the six named incumbents. | CEO, CHRO |
| Q-04 | Should COO be Tier 1 (scored 24, one point below the line)? | That would require a full emergency protocol. | CHRO |
| Q-05 | Who is the board chair, and who sits on the C&N Committee? | Needed for every protocol owner. | Board |
| Q-06 | What non-executive role will Thorne take (e.g., chair, director, advisor), and what is his role in selecting his successor? | Affects governance, board composition and the new CEO's authority. | Board, sponsor |
| Q-07 | When does the sponsor expect to start the exit process in 2028? | Decides whether the CEO change comes before or with the exit. | Sponsor directors |
| Q-08 | What is Lena Haverkamp's stated aspiration for CFO? | Not supplied. Her placement assumes interest. | CHRO |
| Q-09 | Would Devan Kuroda serve as a time-limited interim CFO? | He has declined the permanent role. Interim willingness is unknown. | CFO |
| Q-10 | Is the external CEO search funded outside the $350K development budget? | It is assumed to be outside. | C&N Committee |
| Q-11 | Who are the internal candidates for President Commercial Lines, CIO and CHRO? | Three critical roles are NOT ASSESSED. | CHRO |
| Q-12 | What are the diversity targets and slate requirements? | No data was supplied. None is inferred. | Board, CHRO |
| Q-13 | Name the primary and secondary emergency successors for all six roles. | All are TO BE DESIGNATED. | Board, CEO |
| Q-14 | Who determines incapacity, and what are the leave and notice activation thresholds? | Not supplied. | Board, counsel |
| Q-15 | What interim authority limits apply (dollar thresholds from the delegation-of-authority matrix)? | None supplied. None invented. | CFO, board |
| Q-16 | Does the credit agreement contain management-change or notice clauses? Is any executive the designated licensed producer or officer on state agency licences? | Affects the hour 4–48 actions (ASSUMPTION). | CFO, counsel |
| Q-17 | Who is the General Counsel (or outside counsel), and who leads communications? | Owners in the protocols. | CEO |
| Q-18 | Rater counts for the Haverkamp and Kuroda 360s, and the circumstances, receptivity and departure-risk inputs for all candidates. | Readiness factors are partly unassessed. | CHRO |
| Q-19 | What retention approach, if any, should be considered for Haverkamp, and for Strand if she is not selected? | A decision for the C&N Committee and CEO. No offer is proposed here. | C&N Committee |
| Q-20 | Who sees which parts of this document? | PROPOSED: CEO-candidate sections go to the C&N Committee, the CEO and the CHRO only. | C&N Committee |
End of document — CONFIDENTIAL
succession-plan-builder.pdf
PDF · document
Example file from a real run - the skill writes it into your workspace.
Connects securely to your tools. The creator never sees your data.
What you get
About this skill
For CHROs, CEOs, HR business partners, and board nominating committees who need a documented succession plan rather than names in a senior leader's head. Give it your org chart, incumbent timelines, and candidate assessment data, and it drafts a confidential package: a critical-role inventory scored on six dimensions, successor pipelines tiered from Ready Now to Developmental, gap analysis against depth targets, individual development plans, emergency succession protocols with an authority framework and first-48-hour actions, transition playbooks, a review calendar, and a board briefing. Every score and readiness placement cites the input it came from. Missing successors, approval limits, and assessments are labelled and returned as questions, never filled in. Selections stay with your leadership and board, and the skill flags where employment and disclosure counsel should review.
What's in the zip
SKILL.md: the skill.references/recipe.md: the full step-by-step recipe (about 10,400 words) with templates and worked examples.evals/: three test cases you can run to check its behavior.LICENSE.txt: single-purchaser license; use it in your own work, including for clients.
Part of the Executive & Board Pack (10 skills). The demo below is a real run on a fictional company: Claude's reply, then the full document it wrote.
How to install
Works the same in every agent - Claude, Cursor, Codex, Copilot and 20+ more.
- 1
Download the ZIP
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- 2
Unzip into your skills folder
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- 3
Ask your agent to use it
Restart the agent if it was already running. It picks the skill up automatically - no config needed.
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Click the path to copy it. Create the folder if it does not exist yet.
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