Tremendous

An angel investor's take on life and business

At the end of every day, I take a long walk. As I gaze over the Hudson toward the city, I listen to the best podcasts in tech.

Podcasts are one of my favorite ways to learn. I listen to them while walking, doing dishes, or even (ick) scrubbing the tub.

The information is always up to date. You hear directly from the smartest people in the industry.

But there are approximately 1 gadrillion tech podcasts, with new ones coming out every day. What’s worth listening to?

Here are my Big 3:

This Week in Startups

If you can only listen to one, this is it.

Every weekday, Jason Calacanis chops up the latest tech news. He also demonstrates new AI tools.

You can even hear him take founder pitches and make investments — live! What a great way to learn, whether you’re an investor or a founder.

Jason is one of the top angel investors of all time. His perspective on the latest in our industry is indispensable.

All-In

It’s number one for a reason.

All-In is the most entertaining tech podcast I know of. The besties are razor sharp on VC and macroeconomics.

If you want the big picture of tech, this is the place.

The podcast also forays into politics and world news. Whenever you do that, half the country will disagree with you.

But their views are well-articulated and reasonable. It’s a breath of fresh air compared to the usual political discourse.

20VC

This podcast is less well-known. It’s like graduate school for startups.

The best thing about 20VC is there is an episode on every single topic.

A founder I invested in wondered about how to approach PLG vs. Enterprise sales strategies. Not gonna lie: I didn’t really know.

But Stevie Case sure did! She’s the CRO of Vanta, and Harry interviewed her on 20VC.

Send episode to founder. Happy founder. Awesome day!

You can do this with basically any topic. That’s what makes 20VC so valuable.

Someone needs to digest every episode and make HarryGPT. It could answer almost any startup question with info from high quality guests.

What are your favorite tech podcasts? Leave a comment and let us know!

If you enjoyed this post, subscribe for more like this!

PS: Shoutout to a great portfolio company of mine, Podium, for producing the hilarious All-In Balenciaga video! I cribbed a screen for this post. Enjoy!

More on tech:

Meet My New Investment Analyst: GPT-4

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