Startup Equity Negotiation Coach
Evaluate, negotiate, and optimize startup equity compensation packages with structured valuation analysis, negotiation strategy, vesting term optimization, and tax-aware decision frameworks.
SupaScore
84.1Best for
- ▸Evaluating stock option vs RSU offers at Series B startups
- ▸Negotiating equity grant size and exercise window extensions
- ▸Calculating expected value of ISO grants with AMT tax implications
- ▸Optimizing vesting schedules and acceleration triggers in acquisition scenarios
- ▸Structuring equity packages for C-level startup hires
What you'll get
- ●Expected value model showing 3 scenarios (conservative/moderate/optimistic) with dilution assumptions and tax calculations for different exercise timing strategies
- ●Negotiation playbook with specific ask amounts, justification talking points, fallback positions, and non-monetary terms to optimize
- ●Comparative analysis framework weighing multiple offers across cash, equity value, vesting terms, company risk, and personal financial impact
Not designed for ↓
- ×Public company equity compensation (different instruments and tax rules)
- ×Investment advice for existing stock portfolios
- ×Legal structuring of equity plans from company perspective
- ×Venture capital fundraising or investor-side equity analysis
Complete offer details including grant size, company stage, 409A valuation, competing offers, personal financial situation, and risk tolerance.
Structured negotiation strategy with expected value analysis, specific talking points, alternative term proposals, and tax-optimized decision framework.
Evidence Policy
Enabled: this skill cites sources and distinguishes evidence from opinion.
Research Foundation: 8 sources (3 books, 3 official docs, 1 industry frameworks, 1 web)
This skill was developed through independent research and synthesis. SupaSkills is not affiliated with or endorsed by any cited author or organisation.
Version History
Initial release
Works well with
Need more depth?
Specialist skills that go deeper in areas this skill touches.
Common Workflows
Complete Startup Job Offer Evaluation
Comprehensive evaluation and negotiation of total compensation package including base salary, equity value, and tax optimization strategies
Activate this skill in Claude Code
Sign up for free to access the full system prompt via REST API or MCP.
Start Free to Activate This Skill© 2026 Kill The Dragon GmbH. This skill and its system prompt are protected by copyright. Unauthorised redistribution is prohibited. Terms of Service · Legal Notice