Post-Merger Senior Leadership Rejig
Helios (acquirer) just closed on Northwind. Design and land the combined exec team in 30 days — without losing the Day-1 talent you bought.
The situation
Helios Software ($820M ARR) closed its acquisition of Northwind Analytics ($210M ARR) at midnight. Both companies have full C-suites and overlapping VP layers — 14 leaders for 9 combined roles. The Board wants a single integrated leadership team announced internally by Day 14 and externally by Day 30. As CPO, you own the rejig: who stays, who leaves, who reports to whom, what they're paid, and how the story lands with employees, customers, and the press. Two Northwind execs have change-of-control clauses worth $4.8M each; the Helios CRO has hinted he'll walk if he reports to anyone but the CEO.
Context
- Combined headcount: 2,140 (Helios 1,610 + Northwind 530). 38% overlap in eng leadership, 62% overlap in revenue leadership.
- Northwind's CEO, Dana Okafor, has a 'CEO or board seat' clause. The Helios CEO is staying. Dana is a flight risk and a retention magnet for her team.
- Helios CRO Mark Brennan is the #2 internal candidate for CEO succession. Demoting him risks a cascade of revenue-org departures during the integration.
- Three Northwind VPs are on H-1B visas — any termination triggers a 60-day grace period and DOL re-filing for survivors.
- Glassdoor sentiment at Northwind dropped from 4.3 to 3.6 the week the deal leaked. Employee NPS survey closes Day 21.
- California WARN Act applies — any RIF of 50+ in a 30-day window requires 60 days' notice.
- Comp bands differ by ~18% between the two companies at the VP level; equity refresh grants are not aligned.
Your objectives
- Design the Day-30 combined org for the top three layers (C-suite, SVP, VP) with named incumbents.
- Decide retention package vs. exit for each of the 14 senior leaders, with defensible business and legal rationale.
- Land the internal announcement so regrettable attrition stays under 8% in the first 90 days.
- Coordinate Legal, Comms, Finance, and IR so the external narrative is consistent on Day 30.
- Set the cultural integration plan — values, operating cadence, decision rights — that survives beyond the announcement.
Phases
Diagnose the two leadership teams
Map roles, performance, comp, retention risk across 14 leaders.
Design the combined org
NowThree structural options with trade-offs for the CEO and Board.
Negotiate retention & exits
Comp packages, change-of-control, severance, non-competes.
Day-14 internal announcement
All-hands, manager cascade, 1:1 scripts, FAQ.
Day-30 external + Board readout
Press release, customer comms, Board metrics review.
Tasks
- Complete 9-box performance/potential grid for all 14 senior leadersDay 3
- Pull change-of-control liability schedule from Northwind data roomDay 4
- 1:1 listening sessions with each Northwind VP (confidential)Day 7
- Draft three org-design options (CEO + Board pre-read)Day 9
- Outside counsel review — WARN, ADEA, H-1B exposureDay 10
- Finalize retention packages with CFO (≤$22M budget)Day 12
- Day-14 all-hands script + manager cascade kitDay 13
- External press release + customer letter (with IR + Comms)Day 28
- Day-30 Board readout: org, comp, attrition, integration risksDay 30
Inbox for this scenario
Open inboxElena Vargas · CEO, Helios
Day 1, 07:10I want one team, not two — by Day 14
Congrats on close. I need a single combined leadership chart on my desk by Day 9, with your recommendation on each name. No co-leaders, no 'transition' titles. Tell me who stays, who goes, what it costs, and how we tell the story. I'll back your call but I need it sharp.
Dana Okafor · CEO, Northwind (acquired)
Day 1, 11:42Re: my role going forward
I've held up my end through close. My contract gives me CEO of the combined entity or a board seat plus $4.8M. I'd rather lead than leave, but I won't be a 'President, Analytics' figurehead. Let's talk before you brief Elena.
Mark Brennan · CRO, Helios
Day 2, 09:05Heard a rumor — need to talk
Sales floor is saying Northwind's CRO is being pitched as 'co-CRO.' If that's the plan I need to hear it from you first. I have three of my top five RVPs on offers from competitors as of this morning.
Priya Iyer · General Counsel
Day 2, 14:20Legal exposure map — first read
Quick flags: (1) WARN triggers at 50 in a 30-day window — keep RIFs staged. (2) Two Northwind VPs are >55; document performance rationale carefully or we'll see ADEA claims. (3) Three H-1B holders — termination starts a 60-day clock. (4) Northwind change-of-control liabilities total $9.6M; only $6M is reserved.
Jenna Park · VP Comms
Day 3, 08:30Press is asking — what can I say?
Bloomberg called twice. They want the combined org chart. I'm holding to 'integration plans will be shared in the coming weeks' but the clock is ticking and a leak would be worse than a controlled announcement.
Northwind Engineering (anon) · Internal letter (12 signatories)
Day 4, 17:55Open letter from Northwind engineering leadership
We learned of the acquisition the same day customers did. We respect Dana and the team she built. If the announcement on Day 14 doesn't preserve our engineering autonomy and our existing director layer, you should expect resignations from several of us.
Rohan Mehta · CFO
Day 5, 10:15Retention budget — hard ceiling
Board approved $22M total for retention + severance through integration. CoC obligations eat $9.6M of that. You have $12.4M of flexible retention to keep the people we actually want. Spend it deliberately.
Board Compensation Committee · Board
Day 6, 12:00Day-30 readout — what we'll ask
Please come prepared to defend: (1) org choices vs. the two alternatives you considered, (2) cost per retained leader vs. market replacement cost, (3) DEI impact of the rejig, (4) succession plan if Brennan or Okafor exits in year one.
Success criteria
- Single org chart approved by CEO and Board Compensation Committee.
- All retention, severance, and change-of-control packages within the $22M integration budget.
- Zero EEOC, ADEA, or WARN Act exposure flagged by external counsel.
- Day-30 internal pulse: ≥70% of surviving leaders say the new structure is clear and fair.
Stakeholders
- EVneutral
Elena Vargas
CEO, Helios
- DOtense
Dana Okafor
CEO, Northwind
- MBtense
Mark Brennan
CRO, Helios
- RMsupportive
Rohan Mehta
CFO
- PIsupportive
Priya Iyer
General Counsel
- JPneutral
Jenna Park
VP Communications
- BCneutral
Board Comp Committee
Board
Deliverables
Leadership 9-Box & Retention Risk Grid
in reviewAll 14 senior leaders scored on performance, potential, retention risk, and CoC liability.
Combined Org Chart (Day-30)
draftThree layers deep, named incumbents, reporting lines, spans of control, dotted lines for integration.
Retention & Severance Package Schedule
pendingPer-leader recommendation: stay-bonus, equity refresh, severance, non-compete. Within $22M envelope.
Legal Risk Memo
pendingWARN, ADEA, H-1B, change-of-control exposure with mitigations, signed by GC.
Day-14 Internal Announcement Kit
pendingAll-hands script, manager cascade deck, 1:1 talking points, FAQ, Slack/email copy.
Day-30 External Comms Pack
pendingPress release, customer letter, analyst briefing, social copy. IR + Comms sign-off.
Board Readout Deck
pendingOrg, cost, attrition, DEI, succession, integration risks. 12 slides.
Competencies assessed
- Organizational Design76 / 100
- Executive Compensation & Retention68 / 100
- Employment Law & RiskWeight 15%
- Change Management & CommsWeight 20%
- Stakeholder NegotiationWeight 15%
- Cultural IntegrationWeight 15%