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#779 The 3 hats of bootstrapping + Insights from DCBKK 2024
#779 The 3 hats of bootstrapping + Insights from DCBKK 2024

Dan and Ian discuss the importance of three key executive roles—CEO, COO, and CFO—within bootstrapped businesses, emphasizing the need for founders t…

1 year, 4 months ago

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#778 - Agencies vs. Products + What Happened in the Amazon Aggregator Space?
#778 - Agencies vs. Products + What Happened in the Amazon Aggregator Space?

This week’s episode is for the business finance and idea nerds.

We’re joined this week in a business breakdown session with Alexej Pikovsky of Alpha…

1 year, 4 months ago

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#777 Create and Communicate an Offer (That Doesn’t Suck) in 30 Minutes
#777 Create and Communicate an Offer (That Doesn’t Suck) in 30 Minutes

Selling your product or service requires using words to convey what you offer. But words alone don’t convert on-the-fence prospects into paying custo…

1 year, 4 months ago

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#776 The 4 Most Eye-Opening Lessons I’ve Learned From My Coaching Clients
#776 The 4 Most Eye-Opening Lessons I’ve Learned From My Coaching Clients

Dan and Ian talk to 100s of listeners a year via 1:1 coaching. In this episode they distill those calls into 4 breakthrough ideas that can change you…

1 year, 4 months ago

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#775 A Business Idea That Might Actually Work
#775 A Business Idea That Might Actually Work

Dan considers why many of us are resistant to a certain type of business idea even when it’s been proved time and time again.

He’ll also explore that…

1 year, 5 months ago

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#774 “You’re Gonna Mess It Up The Way Everybody Messes It Up”
#774 “You’re Gonna Mess It Up The Way Everybody Messes It Up”

Dan paid big money for a business coach who only gave him one piece of advice. Listen to the episode to find out what it was and if it worked.

Conne…

1 year, 5 months ago

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#773  6 Keys to a Successful Bootstrapped Business
#773 6 Keys to a Successful Bootstrapped Business

Dan & Ian get real about what it takes to create and maintain a successful business. They’ll walk you through their Goals/Plans/Systems (GPS) workshe…

1 year, 5 months ago

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#772 “When is my LTV good enough?” + Founder Mode for Bootstrappers
#772 “When is my LTV good enough?” + Founder Mode for Bootstrappers

“Manager mode is so tempting…” Dan & Ian discuss Paul Graham’s most recent essay titled “Founder Mode”, and how lifestyle bootsrappers can harness th…

1 year, 5 months ago

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#770 You Don’t Have an Operations Problem. You Have a Sales & Marketing Problem.
#770 You Don’t Have an Operations Problem. You Have a Sales & Marketing Problem.

Many founders think they have an operations problem - delivery, trust, staffing, leadership. But Dan thinks you might actually have a sales & marketi…

1 year, 6 months ago

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#770 $30K a Month on Upwork in Less Than 2 Years
#770 $30K a Month on Upwork in Less Than 2 Years

This founder started an Upwork agency less than 2 years ago and is making $30K a month… JUST on Upwork alone. We talk about how to take it to $80K a …

1 year, 6 months ago

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