If It Doesn't Work Out: Exit & Repurchase Rights
Protecting your company when a service provider or co-founder leaves
Repurchase Rights for Unvested Equity
The Standard Approach
Unvested equity should always be subject to repurchase at the original purchase price (usually near zero). This is non-negotiable for protecting your cap table.
- Company has right (not obligation) to repurchase unvested shares
- Repurchase price = original purchase price or par value
- Exercise window typically 90 days from termination
- Failure to exercise may result in accelerated vesting
- Board approval usually required for repurchase
Automatic vs. Optional Repurchase
Most agreements give the company an option, not an automatic right. Here's why this matters:
- Automatic forfeiture may create securities law issues
- Option gives company flexibility based on circumstances
- Board can waive repurchase for good performers
- Maintains relationship for potential future engagement
Buy-Sell Clauses for Vested Equity
Right of First Refusal (ROFR)
The company and/or existing shareholders get the first opportunity to purchase vested shares before any third-party sale.
- Prevents unwanted third parties from joining cap table
- Typically 30-60 days to match any bona fide offer
- Can be structured as company-first, then shareholders
- May include co-sale (tag-along) rights
Call Options on Vested Shares
More aggressive than ROFR - company can force purchase of vested shares upon termination.
- Controversial and may reduce talent attraction
- Must be at fair market value (or formula price)
- Common in professional services firms
- Less common in tech startups seeking VC
- Consider sliding scale based on tenure
Good-Leaver vs Bad-Leaver Treatment
Good Leaver Scenarios
- Voluntary resignation after minimum tenure (e.g., 2+ years)
- Termination without cause
- Death or permanent disability
- Retirement at normal retirement age
- Constructive dismissal by company
- Mutual agreement to part ways
Treatment: FMV repurchase, vesting acceleration (partial or full), extended exercise windows
Bad Leaver Scenarios
- Termination for cause (fraud, theft, gross misconduct)
- Material breach of service agreement
- Violation of non-compete or non-solicit
- Conviction of felony
- Voluntary resignation before cliff
- Joining a direct competitor
Treatment: Repurchase at cost basis or discount to FMV, forfeiture of unvested, shorter exercise windows
Repurchase Pricing Methods
| Method | Description | Best For | Drawbacks |
|---|---|---|---|
| Fair Market Value (FMV) | 409A valuation or independent appraisal | VC-backed startups, departing good leavers | Expensive, time-consuming, disputes possible |
| Formula Price | Multiple of revenue or EBITDA | Bootstrapped companies, predictability | May diverge significantly from true value |
| Book Value | Net assets per share from balance sheet | Asset-heavy businesses, simplicity | Often undervalues tech/IP companies |
| Last Round Price | Price from most recent financing | Recently funded startups | May be stale if years since last round |
| Cost Basis | Original purchase price paid | Bad leavers, unvested shares | Punitive if company has appreciated |
| Discount to FMV | FMV minus X% (e.g., 20-30%) | Moderate bad leaver scenarios | Arbitrary percentage, disputes |
Valuation Dispute Resolution
Build in a mechanism for resolving valuation disagreements:
- Each party selects independent appraiser
- If valuations within X% (e.g., 15%), use average
- Otherwise, third appraiser breaks tie (baseball arbitration)
- Costs split or allocated to losing party
Payment Terms and Installments
Lump Sum vs. Installments
Most agreements allow installment payments to avoid cash flow strain on the company.
- Common: 25% upfront, balance over 12-24 months
- Interest may or may not accrue on unpaid balance
- Acceleration triggers: change of control, new financing
- Security interest in shares until fully paid
- Promissory note documentation recommended
Payment Caps and Floors
Protect both parties from extreme outcomes:
- Cap: Maximum total payment regardless of valuation
- Floor: Minimum payment even if company is struggling
- Ability-to-pay carve-outs for distressed companies
- Subordination to senior debt holders
Death, Disability, and Breach Scenarios
Death of Equity Holder
- Shares pass to estate/heirs per will or intestacy
- Company ROFR typically applies to estate sale
- Consider key person life insurance for buyout funding
- Cross-purchase agreements among co-founders
- Immediate vesting acceleration often granted
Permanent Disability
- Define "disability" precisely (unable to work X months)
- Usually treated as good leaver
- Partial or full vesting acceleration
- Extended exercise periods for options
- Disability insurance can fund buyout
Material Breach Scenarios
Breach of service agreement or company policies may trigger bad-leaver treatment:
- Specify which breaches qualify as "material"
- Require notice and cure period before repurchase
- Board determination process with documentation
- Consider graduated responses based on severity
- Clawback provisions for fraud discovered later