Polymarket bets: will MicroStrategy sell Bitcoin?

This Week In Startups is made possible by:

Quo - http://quo.com/TWiST

Squarespace - https://www.Squarespace.com/TWIST

Miro - http://miro.com/

Today’s show: 

Michael Saylor’s Strategy play is struggling with the price of Bitcoin on a steep decline… Is his new “dollar reserve” the answer?

On TWiST, we’re looking into the state of $MSTR and why Jason remains SO skeptical about this increasingly convoluted financial scheme.

Is CNBC giving Michael Saylor a pass? Is that why he won’t go on “All-In”? And do investors realize that loans go BEFORE equity? We’re asking the TOUGH questions…

PLUS Jason’s Four Red Flags for companies with convoluted tactics… Why S&P Global downgraded Tether, and why Jason thinks the US government waited TOO LONG to pass stablecoin regulations… Jason reacts to the NYT “hit piece” on Bestie David Sacks… we’re checking out the new Matic robot vacuum and Sunday Robotics’ Memo bot… PLUS much more of the day’s biggest tech news and stories.

Timestamps:

(03:04) Why Jason broke his “No Demo Day” rule for the LAUNCH 35 Accelerator

(07:08) What we can learn from BitcoinTreasuries.net about the marketplace

(07:42) Why Jason remains SO skeptical on $MSTR… and any sufficiently convoluted financial scheme…

(7:56) Jason’s Four Red Flags for rogue companies and financial schemes

(9:49) Quo (formerly OpenPhone) gives you a clean, modern way to handle every customer call, text, and thread all in one place. Try it free at http://quo.com/TWiST

(14:31) When loans go before equity, and how this can dilute your investment!

(18:05) Is CNBC giving Michael Saylor a pass? Why Jason thinks he won’t go on “All-In.”

(19:30) Checking in with Polymarket’s thoughts on potential MicroStrategy Bitcoin sales

(20:21) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://squarespace.com/twist

(22:58) Speaking of complex schemes… why S&P Global downgraded Tether

(29:26) Is Tether too good to be true, as an investment?

(25:17) Why Jason thinks the US waited too long to pass stablecoin regulations.

(30:24) Miro - Help your teams get great done with Miro. Check out http://miro.com to find out how!

(36:15) Jason’s reaction to the NYT piece about Bestie David Sacks

(43:14) Is there a growing divide within the GOP about how to engage with tech companies?

(44:04) What are “Glue Employees” and why are they important?

(45:03) How to tell your “Glue Employees” apart from the “union reps” and other rabble rousers…

(51:50) Sunday Robotics: another human-ish robot but with WHEELS (and a baseball cap)

(56:05) We’re checking out the Matic robot vacuum as well… Should these products be combined?

*

Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com/

Check out the TWIST500: https://twist500.com

Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp

*

Follow Lon:

X: https://x.com/lons

*

Follow Alex:

X: https://x.com/alex

LinkedIn: https://www.linkedin.com/in/alexwilhelm/

*

Follow Jason:

X: https://twitter.com/Jason

LinkedIn: https://www.linkedin.com/in/jasoncalacanis/

*

Thank you to our partners:

(9:49) Quo (formerly OpenPhone) gives you a clean, modern way to handle every customer call, text, and thread all in one place. Try it free at http://quo.com/TWiST

(20:21) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://squarespace.com/twist

(30:24) Miro - Help your teams get great done with Miro. Check out http://miro.com to find out how!

Great TWIST interviews: 

Will Guidara

https://youtu.be/pvJa2pzuXWQ

Eoghan McCabe

https://youtu.be/9dHN4YFkgv4

Steve Huffman

https://podcasts.apple.com/us/podcast/reddit-ceo-steve-huffman-on-mod-revolt-building-a/id315114957?i=1000617333424

Brian Chesky

https://podcasts.apple.com/ca/podcast/airbnb-ceo-brian-chesky-on-early-rejection-customer/id315114957?i=1000611761112