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Bootstrapped and sold in 2 years

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Mar 8, 2021
Joining me is a bootstrapper who built yet another email marketing company. There are so many and yet the demand was there. He built it up and sold it in just two years. I want to find out how he did it. Shawn Finder is the co-founder of Autoklose, a sales automation platform.

What makes you “Backable”

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Mar 5, 2021
I recently read the book written by today’s guest. It’s called Backable: The Surprising Truth Behind What Makes People Take a Chance on You. I thought it was incredibly helpful because he gave clear steps for how to be “backable,” the type of person that people like, that...

Monetizing empty retail space?

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Feb 22, 2021
Tristan Pollock is the co-founder of Storefront, which allows vendors to find and book pop-up shops, showrooms, galleries, and other event venues. It was a great freaking idea. He ended up selling. I want to ask him about that, his AngelList syndicate, and why, after founding and selling a...

Fixing the e-commerce value chain

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Feb 17, 2021
Joining me is Paul Palmieri. He’s someone who has done it all. He built a company, took it public, sold it to AOL, the whole thing. I want to find out how he did it and I also want to talk to him about the big, hairy, audacious challenge he’s taking on today in e-commerce. Paul...

The Hustle acquired! Here’s the founder.

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Feb 4, 2021
HubSpot acquired The Hustle. So I’m republishing the interview I did with its founder, Sam Parr, about how the company was founded and grew. It’s an exciting story.

Motion Array sells for $65M

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Feb 3, 2021
I’m so excited to have today’s guest on the show but I’m sensing that he’s incredibly nervous. Tyler Williams is the founder of Motion Array, a membership based resource for downloading premium After Effects templates, stock music, stock motion graphics, and stock video...

Going public through SPAC

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Jan 15, 2021
Joining me is someone who’s become essentially famous for being one of the first Silicon Valley companies that went public through a SPAC. George Arison is the co-founder of Shift which makes it easy to buy and sell cars online. I want to find out how he built his company and about his...

Killing repetitive tasks in PR

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Dec 14, 2020
Today I have a founder who just sold her company to SEMRush. She was running her own PR agency and was looking for a solution to make her team more efficient. When she couldn’t find what she was looking for, she created it. Joanna Drabent is the founder of Prowly, PR and Media Relations...

Edtech Series: Eruditus

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Oct 26, 2020
Joining me is a guy who went to Harvard Business School and said, “This is really helpful, but it’s available to a limited number of people.” So he decided to make online top tier education available to more people. He created a company called Eruditus which makes really high...

How Levels got a 37,000-person waitlist

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Oct 21, 2020
Today I’m talking to the founder of Levels, Sam Corcos. He created a device that people actually want to wear. It tracks your glucose  in real time so you can maximize your diet and exercise. I want to know what he did to get people to even know that Levels exists and how he got so much...

HeyZap cofounder launches bank for startups

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Sep 28, 2020
Four years ago today’s guest sold HeyZap for $45M. It was a long journey which we’ll talk about in this interview but I also want to find out about what he’s building now. Immad Akhund is the founder of Mercury, a bank that helps startups scale. I tweeted out before this...

Making voicemail sexy again

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Aug 14, 2020
Joining me is an entrepreneur who back in the very first internet boom said, “You know what? It doesn’t have to just be about computers.” What if we could take all this knowledge that’s being generated by the internet and make it available to people by phone?” I...

The $900M flip of Answers.com

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Jul 29, 2020
Joining me is an entrepreneur who bought a public company and sold it just three years later. The company he bought was Answers.com. I want to find out what he did in those three years that allowed him to sell it for over $900M. My guest today is David Karandish. He is currently the co-founder...

Timing is everything–here’s how regular people can have incredible success

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May 22, 2020
Joining me is an entrepreneur said, “I created a good product, but if you’re going against trends, you’re rolling a boulder up a mountain.” But if you’re capitalizing on a topic or you happen to be in a topic that people are excited by, suddenly everything seems...

Case Study: TOMS Shoes and the One for One model

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May 18, 2020
Today’s guest is Blake Mycoskie, the founder of TOMS shoes. He made the slip on shoes that got everyone’s attention because every time somebody bought a pair of shoes, he donated a pair of shoes to somebody in need. The company has donated 86 million pairs of shoes over the years....

Meet the entrepreneur who got the GIF keyboard on your iPhone

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May 15, 2020
One of the things that today’s guests noticed was how people were communicating visually with the introduction of the iPhone. I’m talking about GIFs. Well, today’s guest said, “This is a new way for people to express themselves.” And he created a company whose goal...

KeVita Case Study: The kombucha beverage company launched in a recession (that PepsiCo bought for $230,000,000)

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Apr 8, 2020
Joining me today is an entrepreneur who created a beverage company and sold it to PepsiCo. I want to find out how he sold his company but I also want to tear into this story, especially considering what’s going on in the world today. His name is Bill Moses. The company I’d like to...

How to exit a “sleepy” business 10 years in (with zero regrets)

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Mar 16, 2020
Today’s guest is someone who, in the 1990s, felt that car auctions could be brought online. It was a rollercoaster which we’ll get into in this interview. But he sold the company 10 years in for $250M. I want to hear the whole story. Peter Kelly is the co-founder of OPENLANE (now KAR...

How Acuity Scheduling grew 5X in 3 years (and was acquired by Squarespace)

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Mar 11, 2020
Joining me is someone who was a Mixergy listener and whose software runs our entire booking process for guests. I love what he built for so many reasons but about a year ago I read that he sold it to Squarespace! He bootstrapped the company so I want to find out his motivations for exiting. I...

What should you know before buying or selling a software business?

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Feb 10, 2020
A few of the founders I have interviewed have either bought or sold businesses through today’s guest. Thomas Smale is the founder of FE International, a website broker. They started with small deals but are now brokering $50M deals. I want to ask him about growing this type of company as...

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