Founders expose venture capital power imbalances in viral X thread
A massive conversation on X this week has laid bare the opaque nature of fundraising, with prominent technology founders sharing negative experiences with venture capitalists.

A viral discussion on X this week has highlighted significant power imbalances and opaque practices in venture capital fundraising. Technology founders shared anecdotes of unprofessional investor behaviour, including falling asleep during pitches, withdrawing signed term sheets, and ghosting candidates. The conversation underscored the challenges founders face in securing funding, with many noting that such experiences are far more common than the industry typically acknowledges.
Greg Isenberg, founder of Late Checkout Studio, initiated the thread with a story about a general partner at a top-tier venture capital firm falling asleep for over 30 minutes during a $15 million Series A pitch. The account resonated deeply, with Zynga founder Mark Pincus sharing a similar experience he likened to a scene from "Weekend at Bernie’s". Despite the lack of attention from some investors, the process remained unpredictable; Liz Wessel, now a partner at First Round Capital, noted that her team received a term sheet from a firm where one partner dozed off and another scowled throughout the meeting.
Beyond the sleepiness, founders detailed more severe breaches of trust. Several accounts described venture capitalists withdrawing term sheets after signing or failing to wire funds, yet subsequently requesting company updates or references as if the deal had proceeded. Uber co-founder Travis Kalanick recounted pursuing a venture capitalist who attempted to leave a meeting, eventually pitching his company from the passenger seat of the investor’s car. These stories pointed to a fundraising environment where founders often feel powerless against investors who may not honour their commitments.
The thread also featured revelations from Cloudflare founder Matthew Prince regarding a rejection by a Sequoia partner who doubted a woman could lead a security infrastructure company. The woman in question is Cloudflare co-founder and COO Michelle Zatlyn. Prince also shared an account of Vinod Khosla suggesting he fire his co-founders and take their stock, a proposal Prince found offensive enough to block Khosla’s number. Prince, who noted Khosla’s impressive track record despite the personality clash, highlighted the candid nature of these disclosures.
Other notable interactions included a meeting with Marc Andreessen, where Prince was unprepared for the presence of Andreessen’s entire investment team, and a humorous account from Julie Fredrickson about a firm nicknamed "Dickrock Ventures" due to a rock formation visible from the office. The discussions concluded with Isenberg’s observation that every founder has a similar story, emphasising that the fundraising process is inherently strange and characterised by uneven power dynamics.


