Bernie Sanders' Tax Proposal | My First Million Podcast
About this video
Sam Parr discusses Bernie Sanders’ proposed tax on vested stock options, using his experience building The Hustle to illustrate why founders often appear wealthy on paper but lack liquid cash. He explains the mechanics of 409A valuations, stock option exercise windows, and how early-stage startup compensation works, arguing that the policy’s nuances and potential consequences deserve deeper understanding.
Key takeaways
- Sam’s company The Hustle was valued at $3.5M after raising $300K, but he was taking only $2K/month salary and had no liquid savings—illustrating that paper wealth and actual cash are different things for founders
- A 409A valuation is kept intentionally low at early stages so employees benefit more from the gap between grant price and exit value; Sam’s was single-digit millions early on but grew to tens of millions later
- Most founders with businesses worth hundreds of millions on paper have only tens of thousands in actual bank accounts; taxing unvested shares could force layoffs or make it impossible for employees to exercise options within their window
- Some companies (Pinterest, Stripe) now offer 6-7 year exercise windows instead of the standard 90 days to help employees afford options and reduce wealth forfeiture
Episode details: published March 10, 2020 · 277 views · 7:07 long. Summary written by Self Growth Videos from the episode itself. The business ideas, figures and results discussed are the hosts’ and guests’ own claims, shared as brainstorming and entertainment — not verified facts and not investment advice.
← Previous: The next 100 billion dollar company ( investment ideas 2020) | My First Million Podcast · Next: Trader Joe’s Brilliant Business Model | My First Million Podcast →
All My First Million videos · My First Million profile · My First Million (official site)
You Might Also Enjoy

The Lazy Millionaire: I Own 40 Companies, But Don't Run Any Of Them
Explore →
The Man Who Owns 1% Of ALL Bitcoin
Explore →
Revealing My +$10 Million Investment Portfolio (#476)
Explore →
My First Million — Sam Parr & Shaan Puri Brainstorm Businesses
Explore →
We watched the Elizabeth Holmes doc (and honestly, WTF)
Explore →