Michael Bosstick on How to Build and Leverage an Audience
Problem Solvers20 Okt 2025

Michael Bosstick on How to Build and Leverage an Audience

Michael Bosstick, founder and CEO of Dear Media, breaks down the mechanics of audience growth and what smart creators do after they’ve built one. He shares his proven blueprint for turning attention into impact. This conversation will change how you think about the audience as an asset, not just a metric. Learn more about your ad choices. Visit megaphone.fm/adchoices

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Why This CEO Fired Himself

Why This CEO Fired Himself

When Matt Bodnar became CEO of Fresh Technologies, he took over a failing company and saved it from disaster. That felt great. Then he hit a wall: He couldn’t seem to get this company to grow, or to f...

6 Aug 201818min

Her Company Was Growing, So Why Was It Failing?

Her Company Was Growing, So Why Was It Failing?

Just Between Friends is a nationwide franchise that runs consignment events. About a decade ago, it experienced a crazy jolt: It sold more franchise units than it ever had... and that fast growth near...

30 Juli 201823min

Why Freshbooks Launched A Competitor To Itself

Why Freshbooks Launched A Competitor To Itself

Mike McDerment saw the future, and it wasn’t bright. His accounting and invoicing company, Freshbooks, was doing well with customers -- but behind the scenes, its software code was a mess and it wasn’...

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She Raised Millions From Investors... Then Almost Lost It All

She Raised Millions From Investors... Then Almost Lost It All

Raquel Tavares, founder and CEO of a ghee company called Fourth & Heart, had just finished raising a round of funding -- and then her team looked at the company's numbers and realized they were almost...

16 Juli 201815min

How MailChimp's CEO Became the Leader His Company Needed

How MailChimp's CEO Became the Leader His Company Needed

Learn more about your ad choices. Visit megaphone.fm/adchoices

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How to Survive When the Money Runs Out

How to Survive When the Money Runs Out

It's perhaps the most terrifying situation an entrepreneur can face: Suddenly, the bank account is nearly empty. You can't pay your staff. You can barely keep the lights on. What now? This is what Sai...

2 Juli 201818min

What Every Entrepreneur Can Learn From The Bicycle

What Every Entrepreneur Can Learn From The Bicycle

Entrepreneurs must embrace change, or risk becoming outdated. In this episode, we offer a cautionary tale from history: What happened when entrepreneurs of the late 1800s tried to resist a newfangled ...

25 Juni 201837min

Nobody Believed In His Vision. But He Knew Better.

Nobody Believed In His Vision. But He Knew Better.

Everyone who’s experienced setbacks, rejection, and frustration will ask themselves the same inevitable question: “What if the naysayers are right?” Mike Rothman did that. As he built his company Fath...

18 Juni 201821min

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