The Art Of The Possible | Ben Werkman
Ben Werkman, Chief Investment Officer at Strive, returns to the show to discuss the current state of the Bitcoin market, his role as CIO of Strive, and stress testing Digital Credit in a bear market. Disclaimer: NOT FINANCIAL ADVICE - For entertainment purposes only. Tim Kotzman on X: https://x.com/TimKotzman Ben Werkman on X: https://x.com/Werkman 0:00 - Intro 0:30 - Ben’s take on the current state of the market 4:00 - The base case for the bear market? 9:20 - Talking to retail vs institutional investors 17:04 - Stress testing Digital Credit in a bear market 22:37 - Ben’s day-to-day as CIO of Strive 26:27 - Will a bull market lift all Bitcoin Treasury companies? 30:44 - Digital Credit while trading below NAV? #podcast #bitcoin #microstrategy #investing #mstr #btc

Best London Street Food at Borough Market (1,000 Years Old!!)

Hard Lessons: Stan Druckenmiller: Invest, then investigate

Billionaire's WARNING: I'm SELLING. The Crash Is Already Here!

Meet Them Where They're At, Give Them What They're Used To | Garrett Johnston

Legendary Trader Paul Tudor Jones on AI Risk, Bubbles and Buffett

Value Investing Legend Seth Klarman: Masters in Business

Bitcoin has officially died... again

Did Another Great Depression Just Trigger? | Lyn Alden

Market Call: Rick Rule's outlook on Natural Resource Stocks (June 19, 2026)

Jeremy Grantham on How to Tell if a Bubble's About to Burst | Odd Lots

Catching Up With Power Investors Howard Marks and Bruce Flatt | At Barron's

A stock market veteran’s view on the AI bubble

Rick Rule: I’m Buying This Type of Junior Mining Stock (Ignored Value=Opportunity)

Brian Armstrong on Bitcoin, Anthropic Drops Fable 5 & Mythos 5, NewLimit's $435M Age-Reversal | 264

Michael Saylor Answers His Critics and the Short Sellers

He Survived Every Stock Market Crash… Now He Trades $1 Billion/Day | Peter Tuchman

The Case For $3M Bitcoin Revealed in Exclusive Interview With Michael Saylor & Adam Back!

Michael Saylor on Market Overtime, Strategy's $150k Year-End Target for Bitcoin

Why I Moved 100% of My Net Worth Into Bitcoin - Eric Larchevêque, Ledger Cofounder | E176

