How to Build a Unicorn From Scratch – and Walk Away with Nothing
A veteran VC and former founder walks through a fictional-but-realistic 'grim fairy tale' in which a founder builds a billion-dollar company and ends up with nothing, term by term: participating preferred, ratchets, guaranteed IPO returns, redemption rights.
On the Road to Recap: Why the Unicorn Financing Market Just Became Dangerous… For All Involved
Gurley's landmark analysis of the late-stage unicorn financing market: how dirty term sheets, valuation obsession, and the incentives of every player (founders, VCs, LPs, bankers) set up companies for painful recaps. Written at the top of the 2015-16 cycle and vindicated repeatedly since.
A Guide to Seed Fundraising
YC's comprehensive seed fundraising manual: when to raise, how much, SAFEs vs. priced rounds, meeting mechanics, negotiation, and closing documents, written by a YC partner for first-time founders.
We're Raising $3.5m in Funding: Here is the Valuation, Term Sheet and Why We're Doing It
Buffer publishes every detail of its $3.5M Series A: the valuation, the actual term sheet, investor list, ARR ($4.6M), and the unusual structure that let founders and early employees take secondary money. A landmark in fundraising transparency.
The Option Pool Shuffle
The classic teardown of how VCs quietly lower your effective valuation by putting the option pool in the pre-money. Includes the math and negotiation scripts to fight back.
SparkToro Raised a Very Unusual Round of Funding & We're Open-Sourcing Our Docs
After his bruising VC experience at Moz, Fishkin raised $1.3M from 35 angels under a novel structure allowing profit-sharing distributions instead of requiring a huge exit, and open-sourced the legal docs so others could copy it.
How to Raise Investment
The Monzo and GoCardless founder (later YC partner) condenses raising ~$400M across six years into a practical guide: sequencing angels before VCs, running a tight process, and why business quality dominates fundraising tactics.
Term Sheet Series Wrap Up
Index to Feld and Mendelson's 2005 series explaining every clause of a VC term sheet: liquidation preferences, anti-dilution, protective provisions, drag-along, and which terms actually matter. Later became the book Venture Deals.
High Resolution Fundraising
Argues for rolling closes on convertible instruments instead of monolithic rounds: take committed money immediately, reward early conviction with better terms, and dissolve the herd-waiting equilibrium among seed investors.
Safe Financing Documents
The official home of the SAFE: current post-money SAFE documents, side letters, and YC's user guide explaining caps, discounts, and dilution math.
Financing Options for Startups (MBA Mondays)
The index post for Wilson's MBA Mondays series covering every startup financing option: friends and family, angels, convertible debt, venture debt, preferred rounds, and when each fits.
Holloway Guide to Raising Venture Capital
A book-length, edited, citation-heavy reference on the entire venture fundraising process, from instruments and terms through negotiation and close, reviewed by dozens of practitioners.
A Founder's Guide to Venture Capital & Startup Fundraising
Tunguz's index of his data-driven fundraising posts organized as a founder's guide: how VCs decide, round dynamics, valuation math, and negotiation, each backed by his analyses of actual funding data.
Founders: Please don't allow anyone to screw your early backers
Janz describes later-stage investors pressuring founders to restructure or squeeze out early angels and seed funds, and argues founders must defend the people who took the earliest risk, both morally and reputationally.
How to raise a seed round (from a former VC turned founder)
A former VC who crossed to the founder side demystifies the seed process from both chairs: board seats, how much to raise, investor selection, and the parts of VC behavior that only make sense once you've sat in the partner meeting.