Coming soon · Book Profile
Founder’s Pocket Guide_ Founder Equity Splits
A concise, practical guide that teaches startup founders how to build and use a capitalization table to track equity ownership, model funding rounds, and plan exits.
A profile of this book is on the way.
What it’s about
Founder's Pocket Guide: Cap Tables demystifies one of the most important yet intimidating documents in startup fundraising—the capitalization table. Through a single running example that evolves from company formation through option pools, multiple angel rounds, a VC round, and exit scenarios, the book shows founders exactly how shares, ownership percentages, valuations, and dilution interact. It decodes the jargon (pre-money vs. post-money, common vs. preferred shares, fully-diluted shares, Series A) and walks through the simple math behind each calculation so founders can run their own what-if scenarios, negotiate confidently with investors, and present a clean, credible cap table during due diligence. Practical, example-driven, and paired with a downloadable Excel file, it equips scrappy early-stage entrepreneurs to manage their equity story without expensive professionals doing all the work.
The through-line
- Who it’s for
- An early-stage startup founder who wants to confidently manage equity ownership and raise capital without giving away too much of their company.
- The problem
- They need to track ownership, model funding rounds, and calculate dilution but lack a clear understanding of how a cap table works. They feel intimidated and uncertain when investors ask about valuation and ownership structure.
- The plan
- Learn the basic purpose and sections of a cap table.
- Set up founder equity splits and an option pool at formation.
- Add each investment round with pre-money valuation and investment inputs.
- Track dilution and ownership percentages across angel and VC rounds.
- Model exit scenarios to test investor returns and your own payout.
- The payoff
- The founder presents a clean, current cap table that impresses investors during due diligence. · They confidently negotiate valuations and understand the dilution effects of every round. · They can run what-if scenarios and plan exits with realistic return expectations.
See our guide
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Additional reading
- IRS and SEC Legal Code (via Cornell Law School Legal Information Institute) · U.S. Government
Provides the primary source for the specific rules governing equity compensation discussed in the book, such as IRC Section 83(b), Section 422 (for ISOs), Section 409A, and SEC Rule 701.
- VentureHacks.com · Nivi and Naval
Cited as a source of 'good advice for startups,' specifically for providing benchmarks on appropriate equity grants for advisors.
- AngelList (angel.co/salaries) · AngelList
Mentioned as a key resource for both founders and employees to research and benchmark typical salary and equity data for various startup roles, ensuring offers are competitive.
- The Open Guide to Equity Compensation · GitHub community (jlevy)
Listed in the end notes as a resource, suggesting it provides more in-depth or community-driven information on the topic.
- Clerky.com · Clerky
Referenced as a provider of streamlined legal documents for startups, including a set of stock plan forms developed in collaboration with Y Combinator and Orrick.
- Crunchbase.com · Crunchbase
Listed in the end notes as a platform for finding business information about private and public companies, useful for general research.
- The Startup Owner’s Manual: The Step-by-Step Guide for Building a Great Company · Steve Blank and Bob Dorf
Cited in the book as an essential resource for understanding the customer development process, which is one of the nine 'Startup Success Factors' in the Equity Split Scorecard.
- Founder’s Pocket Guide: Cap Tables · The Founder's Pocket Guide Series
Promoted as a companion guide. The cap table is the formal document that records the output of the equity split decisions discussed in this book.
- Power In and Around Organizations · Henry Mintzberg
The author cites this as the 'best academic handling of how environmental factors affect organization performance,' which is the first step in the book's reward design process.
- Competitive Strategy: Techniques for Analyzing Industries and Competitors · Michael E. Porter
This book provides the foundational concepts of cost-based, differentiated, and focused business strategies, which the author uses as a key framework for aligning rewards with company strategy.