June 23 2026
- Friedberg interviews
- Trying to acquire Ebay
- Started Chewy
- First started a jewelry website
- Then figured out gap in pet industry (neighborhood pet stores, PetCo/PetSmart, Amazon pet offerings weren’t working great till then)
- Lot of competition (Pets.com in the background)
- Sold in 2017 for $3.35B
- You have to stay on top of everything 24/7 as a founder
- Will > Skill
- You have to attract fellow “psychopaths” who are passionate
- Went public for $20B a few years later
- Gamestop
- Started investing post Chewy
- Was asked to join the board by the CEO to help fend off other activist investor
- Then covid post crash made him buy more than 5% and had to file D (active) or G (passive) - chose D
- Then he and some associates joined the board, the stock went vertical, bunch of shorts got wiped out, got rid of all debt, raised $1.7B or so
- Hired a CEO and more ecommerce people thinking it would be run like Chewy
- Turned out to be wrong strategy
- Had to learn about physical retail and became CEO
- Tried many things - some worked
- Collectibles became huge
- Sports is becoming popular
- Trade-in model working well
- Had to identify the talent at the company who knew the business really well and had been there for a while
- Numbers are really good at Gamestop now
- Ebay acquisition offer
- Amazon charges a lot of money to their sellers but sellers tolerate it because they can move a lot of inventory
- Thinks he can make it into a good business
- Sees some good synergies with Gamestop
- Ebay needs to take better care of their sellers
- 3 things he would do
- Improve earnings by cutting costs (~$2B)
- Live commerce
- TAM is $400B (growing in the US, very popular in Asia) - Ebay should be category leader in the space
- Extend Ebay into digital collectibles (they are already the leader in physical collectibles)
- Board rejected offer with a letter
- Board members and CEO refusing to meet with him
- CEO has a $100M parachute deal
- Ryan is being discredited because the media and commentators got it wrong about Gamestop being a meme stock and so now they won’t admit they were wrong about Gamestop (just like Covid) - they have to maintain their credibility
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