Category Archives: Podcast

400 — Jason Fried

Podcast Summary

WOW! We could not have asked for a better 400th Podcast Episode Guest!

And, Jason delivered. He was super candid about a great many topics that I think you will really enjoy listening about and learning from.

In this interview, Jason discusses:

  1. What he considers to be the harder part of the transition From Founder To CEO.
  2. Why he made this controversial decision: “No more societal and political discussions on our company Basecamp account.”
  3. How the “fallout” from this decision impacted the company.
  4. How the “fallout” personally impacted him.
  5. What he did to get through the stressful and “sad” elements of this decision.
  6. Why this decision is a turning point for the company.
  7. What the future of Basecamp looks like.
  8. How a new COO and Product Leaders will factor into a relatively new structure for Basecamp’s future.
  9. How he envisions being the CEO in the future.
  10. And so much more.

Like many of you, I have been reading Jason’s books and his vulnerable online posts for many years.

You can tell he is a hard-working, kind-hearted man who strives to do the best he can.

I hope you enjoy listening to this very special 400th Founder interview as much as I did.

Click to Tweet Jason Fried: 'This is the most challenging moment I have ever had in the business.'


Name: Jason Fried

Company: Basecamp

Location: Chicago, Illinois

Powerful Promise of Value: Basecamp is the all-in-one toolkit for working remotely. With its project management capabilities and communication tools it is an amazing experience.

Jason’s Books:

Getting Real: The Smarter, Faster, Easier Way to Build a Successful Web Application

Remote: Office Not Required


It Doesn’t Have to Be Crazy at Work


Jason on LinkedIn, Jason Writing, Jason on Twitter

Basecamp’s Website, Basecamp on LinkedIn, Basecamp on Twitter, Basecamp on Facebook

Hey’s Website

399 — Myles Hunter

Podcast Summary

Tutoring is big business. And, Myles and the team figured out how to provide this valuable service for FREE to thousands of students.

It wasn’t easy.

And, it became even harder when he and his co-founder, Victor, realized that two other co-founders may not be in it for the long haul.

What do you do when it becomes clear that a co-founder, or two, need to exit the business and there is not a pre-planned process for this?

Well, as Myles explains in this interview, it was stressful and there was lots of drama.

But, in the end, Myles learned a lot about influence, motivations, and how to speak into the hopes and fears of others.

Click to Tweet Myles: 'It's stressful when it becomes neccessary to exit a co-founder.'


Name: Myles Hunter

Company: TutorMe

Location: Los Angeles, California

Powerful Promise of Value: TutorMe is the world’s leading provider of online tutoring. Their mission is to level the academic playing field for students everywhere.

Contact: Myles on LinkedIn, TutorMe’s website, TutorMe on LinkedIn, TutorMe on Twitter, TutorMe on Facebook

398 — Ashley Drummonds

Podcast Summary

You may remember Ashley from her appearance on ABC TV’s “Shark Tank.”

At the end of the show, Ashley received and accepted an offer from Daymond John.

What you don’t know is the rest of the story.

Unfortunately, like many other deals on the show, this one did not make it through post show due diligence.

Ashley describes what happened and how taking a year off from her business helped her decide the answer to this question:

“Do I want to be the leader that pilots the company to forward growth?”

Click to Tweet Ashley: 'One year off helped me discern my leadership journey.'


Name: Ashley Drummonds

Company: ABS Protein Pancakes

Location: Tampa, Florida

Powerful Promise of Value: ABS is a line of High Protein, Low Carb, All Natural, Gluten Free Premium Pancake mixes, Whey Protein Powders and Vegan Proteins that help people fuel their body with quality nutrition.

Contact: Ashley on LinkedIn, Ashley on Instagram, ABS on Instagram, ABS website

397 — Norman Crowley

Podcast Summary

My draw dropped open when Norman told me how much money in energy costs he saved a Brazilian company.

He and his team take a decidedly business approach to their environmental efforts.

And, Norman is quite articulate about the power of using your “breakdown” as your “breakthrough.”

He details the time his hand went numb as well as when a friend called him for help.

Both stories remind us that Founders are not super human.

We need people and habits that support our wellbeing.

Click to Tweet Norman: 'Your breakdown can be your breakthrough.'


Name: Norman Crowley

Company: Cool Planet Group

Location: Ireland

Powerful Promise of Value: Cool Planet Group uncovers the business opportunities in tackling climate change. They offer exceptional products and services that deliver on both purpose and profit.

Contact: Norman on LinkedIn, Company website