AI Summary
5 min readHow AI splits startups into winners and losers
The episode opens with a striking data point: OpenAI is estimated to spend about $6 billion annually on stock-based compensation, while SpaceX and xAI together spend roughly $2.8 billion. But the more telling number is stock-based compensation as a percentage of revenue — OpenAI sits at 240%, Snowflake at 35%, and Atlassian at 25%. For public companies, that ratio becomes a serious investor concern, and it's one reason Figma's CEO just gave up a $46 million stock grant.
The SaaS reckoning: three earnings stories
Figma is down 77% from its post-IPO high of $122, now trading around $23.81. The company reported $370 million in Q2 revenue with 48% year-over-year growth — its third straight quarter of accelerating growth — but the stock has been punished. CEO Dylan Fields surrendered roughly $46 million in stock compensation to signal alignment with shareholders. As one host put it, "if the company's not doing well and you're taking out one or two or three percent of the company every year, you're diluting over five years 15, 20% of the company while the stock is sideways, that gets people's Irish up." Fields owns about 9% of the company, worth roughly $1 billion at current valuation. The bet is that founder-led companies with skin in the game outperform, though Figma faces serious competition from Canva, Gemini, and Lovable.
Continue reading the full summary in the app — free to try.
Read Full Summary →Free • No credit card required
Never miss an episode of This Week in Startups
Get every new episode summarized in your inbox — free, ~5 minutes to read.
No spam. Unsubscribe anytime.
What you'll learn
- 1 How AI splits startups into winners and losers | E2322
- 2 Main Outline
- 3 (00:00) **Show Open & Sponsor Intro** - Jason and Lon welcome viewers and introduce the episode's sponsors: Lightfield, Sentry, and Digital Ocean
- 4 (00:51) **Market Slump & SaaS Companies Under Pressure** - Markets hit all-time highs while hedge fund shorts on SaaS companies create volatility
- 5 (01:55) **Figma Down 77% from Highs; CEO Gives Up $46M in Stock** - Design software company Figma trades at $23.81, down from $122, as CEO Dylan Fields forfeits massive stock grant to boost investor confidence
- 6 (04:53) **Competitive Pressure on Figma & Founder-Led Thesis** - Figma faces serious competition from Quad design, Gemini, and Lovable, but Jason believes in the founder-led company
- 7 (05:35) **Twilio's Turnaround: Up 31% on Blowout Earnings** - Twilio, no longer founder-led, surges on Q2 2026 results with $1.5B revenue growing 22% year-over-year
+ Full timestamped outline available in the app
Show Notes
This Week In Startups is made possible by:
DigitalOcean https://do.co/twist
Sentry https://sentry.io/twist
Lightfield https://lightfield.app
Today's show:
A hedge fund just blew up shorting SaaS stocks. In turns out, the software companies that went all in on AI are bouncing back. Figma's CEO — still riding high on strong revenue — forfeited roughly $46 million in stock awards to ease investor nerves. Twilio posted its strongest quarter in years. Airbnb's CEO credits AI as the single biggest factor in the company's incredible turnaround.
Jason and Lon break down what's separating the winners this earnings season from the companies that are falling behind.
PLUS we're chatting with Bluecore Energy CEO and founder Kofi Asante about his plan to power ports, and one day AI data centers, with small, floating nuclear reactors.
AND we're kicking off the TWiST Weight Loss Challenge! Co-host Lon and Jason's brother, Jamie, are both starting GLP-1s. We'll track their progress and follow along as they attempt to collect $15,000 EACH in prize money.
Guest
Kofi Asante on LinkedIn: https://www.linkedin.com/in/kofiasante1/
Bluecore Energy: https://www.bluecore.energy/
Jamie Calacanis on X: https://x.com/CalacanisJamie
Relevant Links
Bloomberg: Figma CEO forfeits $46M: https://www.bloomberg.com/news/articles/2026-08-05/figma-ceo-forfeits-46-million-in-stock-after-share-decline
Twilio announces second quarter 2026 results: https://investors.twilio.com/news-releases/news-release-details/twilio-announces-second-quarter-2026-results
TechCrunch: Twilio co-founder Jeff Lawson buys The Onion: https://techcrunch.com/2024/04/26/area-man-twilio-co-founder-jeff-lawson-buys-the-onion
Chesky: Airbnb will spend a lot more on AI: https://www.cnbc.com/2026/08/07/chesky-airbnb-ai-earnings.html
"Unreasonable Hospitality" by Will Guidara on Amazon: https://www.amazon.com/Unreasonable-Hospit
More from this podcast
This Week in Startups →