Listen to John Cowgill (Costanoa) on Inevitable Podcast

Inevitable Podcast
No items found.

In this episode, I had the honor of talking to John Cowgill, Partner at Costanoa Ventures. You can listen to it on YouTube, Spotify, and other podcast apps.

Costanoa leads Seed and Series A investments in tenacious and thoughtful founders who change how business gets done. The firm's investments include companies such as Alation, BillGo, Demandbase, Kenna Security, Roadster, and Quizlet.

In this episode, we talk about John past experience as a McKinsey consultant, how he got into the VC industry, the current VC landscape, his investing frameworks, and many other topics.

In the episode, I asked him questions such as:

  • When you were in college, you worked in business development for Techweek, a nationwide technology conference company. There, you helped to host the first tech conference ever in Miami, and you booked Pitbull as a keynote speaker. How was that experience?
  • Before you came to Costanoa, you were a consultant at McKinsey, advising consumer and technology companies on strategy and operations projects. How was your experience working at McKinsey? What is your current stance on consulting firms and their role in forecasting and giving their customers insights for the future?
  • One of your biggest investing regrets has been to pass opportunities where growth and team were great but TAM seemed bounded at the time. What are some other non-intuitive truths you learned about investing?

I hope you enjoy the episode as well.

Other blog posts

Start your week on Sundays

The compounding power of putting in an extra 6-10 hours a week for the last decade helped me tremendously on the quest towards Munger/Naval freedom.

Read more

In this episode, we discussed the presidential election in Brazil and the election polls, the Chesa Boudin recall, and much more.

Read more
Paying attention to details of human behavior

At large, I dare you to listen profoundly to signs in front of you. Instead of looking for constant input, look for answers.

Read more

Receive new essays as soon as they're published

You won't receive spam and you can unsubscribe at any time