Blog
What pre-GPT unicorns are actually thriving? Hardware, fintech, and infrastructure dominate
Before ChatGPT launched in November 2022, there were nearly a thousand VC-backed startups valued at more than a billion dollars. What are those startups doing now? How are they doing?
Billy GallagherDec 03, 2025Stop wondering whether we’re in an AI bubble and sell 20%
If I could only offer employees one piece of advice during this AI hype cycle, it’s this: if and when you’re presented with the opportunity, sell 20% of your holdings in a tender offer.
Billy GallagherNov 19, 2025Introducing Prospect: Manage your startup equity like a VC
We're launching powerful, customized option exercise and stock sale strategies to help startup employees earn more from their equity.
Billy GallagherOct 30, 2025Why you should join Regent
Today we take a closer look at Regent (Prospect Rating: 3x), a startup aiming to provide transport in costal areas with innovative seagliders.
By Eric Zhou and Usman HanifDec 13, 2023Snapchat, The Browser Company, and picking winning founders with Ellis Hamburger
Ellis Hamburger, former Verge writer and head of marketing strategy at Snap, shares insights on topics ranging from how to pick startup winners to navigating an IPO as an equity holder.
Billy GallagherNov 21, 2023What stage startup offers the best risk-reward tradeoff?
We take a close look at the odds for 14,000 U.S.-based startups that raised in 2014 or 2015.
Billy GallagherNov 01, 2023Should you leave the startup you work at?
4 metrics you can look at to benchmark your startup in less than 5 minutes.
Billy GallagherOct 26, 2023How to create a Chief of Staff, Biz Ops, or Special Projects role for yourself
Many of the best startup roles are created just for specific candidates, and not advertised to general applicants. If you have a skillset that stands out to a founder, and are able to lean into the "scrappy generalist" mindset, these roles may be for you.
Billy GallagherOct 19, 2023Loom’s acquisition was a home run for most employees
Those who joined Loom before Series C likely saw life-changing returns that they wouldn't have seen with FAANG or the broader market.
Billy GallagherOct 16, 2023Why you should join Anrok
Today we take a closer look at Anrok (Prospect Rating: 10x), diving into the company background, product, business model, traction, and much else.
By Eric Zhou and Usman HanifOct 04, 2023How thinking like an investor led one sales rep to build "life changing equity" at an $11B startup
In the first installment of our employee interview series, our founder Billy Gallagher chatted with Matt about the lessons he learned from the first three startups he joined failing, and how learning to approach a job search like a VC led Matt to Rippling
Billy GallagherSep 28, 2023Instacart's IPO a big win for early employees, but underperforms the market for most
Those who joined Instacart early did extremely well — but it's under-appreciated just how early employees needed to join to earn outsized returns.
Billy GallagherSep 21, 2023Lower valuations make 2023 the best time to join a startup in years
New employees joining a growth stage startup in 2023 could receive nearly three times the equity they would have received joining a similar stage startup in 2021.
Billy GallagherSep 14, 2023