HackerTube.live
Books / Startups

THE READING ROOM / BOOK GUIDE

Venture deals

Brad Feld

A working guide to venture capital for founders and angels, centered on term sheets, deal terms and the negotiations that decide who controls a young company.

About the book

Venture Deals is a practical handbook on how venture capital financing works, written by investor Brad Feld and, in later editions, with Jason Mendelson. It began as a blog series explaining term sheets and became a structured walkthrough of the documents, economics and power arrangements behind a startup's first priced round.

The book covers mechanics rather than mythology: how a term sheet is assembled, what each clause does, how valuation interacts with liquidation preferences and option pools, and where founders and investors tend to disagree. It also addresses the people side, including board composition, information rights and the dynamics of working with a venture firm over several years.

Feld's central argument is that founders benefit from understanding deal terms before they negotiate them. He treats venture capital as a repeat game with recognizable patterns, and the book aims to give first-time founders enough vocabulary to ask better questions and spot unfavorable structures early.

How to read it

Approach it as a reference you read alongside a real or hypothetical deal. The material is cumulative: liquidation preferences make more sense once you understand how a term sheet allocates proceeds, and the later discussion of control provisions assumes familiarity with the earlier economics. Keep a term sheet nearby and look up clauses as you encounter them.

The prose is plain and example-driven, closer to a practitioner's manual than an argument built to persuade. Some sections are dense with defined terms and can feel repetitive if read straight through. Skim the definitions on a first pass, then return to the negotiation chapters when a specific clause matters. Later editions add material and a co-author, so check which edition you hold before relying on page references.

Who it suits

Founders preparing for a first institutional round will get the most from it, particularly those who have never seen a term sheet and want to understand what they are signing. Angel investors and lawyers new to startup financing can use it as a shared vocabulary. Operators joining a company after a round may find it useful for reading cap tables and board dynamics. Readers looking for company-building advice or fundraising tactics will find little of that here; the focus stays on the deal itself.

Reading considerations

The book reflects venture practice as Feld and his co-author observed it, largely in the United States, and norms vary by region, fund size and market conditions. Treat specific figures and market assumptions as tied to the edition in hand rather than current benchmarks. It is not legal advice, and the clauses discussed carry consequences that warrant a lawyer's review before signing. A useful test while reading: ask which terms described here would change materially in a down market or a smaller seed round.

Follow the HN conversation

92 different recommenders are recorded in the upstream dataset. These are AI-classified source counts, not an independent rating.

Search HN comments about this book ↗

Explore videos on the same subject ↗

Book notes prepared with DeepSeek, using catalogue records and Open Library subject information. They are reading guidance, not a personal review or a verified chapter-by-chapter account. Book details can vary by edition. HN data methodology · Book metadata and covers.