What if 90 days from now, your business was sharper, more focused, and positioned for real growth? This simple but powerful 10-question framework is designed to help you identify your biggest challenge, clarify your team’s focus, and uncover new opportunities to stand out in your market.

We’re back from a week of hanging out with rockstars in NYC. Not just figurative rockstars in the form of 25 DC BLACK members and Scott Heiferman of Meetup.com, but also literal rockstar Keith Murray of We Are Scientists.

From “friendly” acquisitions to hiring frameworks and thoughts on leadership, this is what’s top of mind for 7 and 8-figure location independent founders going into 2026.

With so many ways to make money online, many founders and creators have lost sight of the most powerful one: email marketing. John Ainsworth, founder of Data Driven Marketing, says you’re leaving tons of money on the table if you’re not doing it well.

John is back on the pod to share his best tips and tactics on landing pages, upsells, lead magnets, and more. You might want to take some notes for this one!

Sticking rigidly to your sales scripts, hiring and firing sales reps, and positioning yourself as a freelancer instead of the expert: these mistakes will cost you in 2026 if you don’t address them now.

6-figure fractional sales manager, Jeff Pecaro, joins us once again to reveal his best sales insights and call us out on the mistakes we need to leave behind in 2025.

Plus, we get into how he and other 6-7 figure businesses inside Dynamite Circle are scaling with just one human and multiple bots.

Whether you're a solopreneur or you've got a large team and millions of dollars in revenue, this simple process can help you plan for 2026 in just a few hours. Get ready for your best year in business yet, with clarity and intention.

One of the stickiest things you can do for marketing and retention in your business… host events. We’ve been doing this for our community over the last 12-ish years, and we feel like we’ve finally (sorta) cracked the code.

Our Senior Community Manager at Dynamite Circle, Alex Harling, walks us through the guiding principles for hosting a 10/10 event. Apply these to your next sales call, group onboarding session, webinar, or in-person event.

Considering a pivot to an online business but not sure where to start? A listener wrote in with the same dilemma, and we’re giving our best tips in this week’s episode of the pod.

We also discuss a listener who exited for multi-7 figures, a new offer we’re working on for business owners, key learnings from Vercel’s journey to a $9B valuation, and some community news from Dynamite Circle.

There’s something magical about being at a 5-star hotel in Bangkok to talk business nerdery with 300+ location- and time-flexible founders. Actually, scratch magical and replace that with “not normal.”

We’re back from DCBKK, our annual founder pilgrimage to Thailand. Here are 5 insights that made us go “hmmm” all week long.

Could your biggest strength also be sabotaging your success? This week Itamar Marani, ex-Special Ops turned mindset coach, reveals how he turned resilience into revenue, scaled from $2K clients to 6-figure programs, and used battlefield lessons to transform founder performance.

Most founders are saving time with AI, but few are actually making money with it. In this episode, Juan Montero of Flowgrama reveals how bootstrappers can build practical AI agents and automations that actually drive revenue.

Chasing numbers can actually destroy what made your business great. In this episode, Dan and Ian unpack Goodhart’s Law — the idea that once a measure becomes a target, it stops being useful — and how founders accidentally turn smart goals into bad incentives. Plus, you’ll hear six ways to build healthier systems, lead better, and stop metrics from running your company off the rails.

Dan and Ian share 5 money tips for bootstrappers—from prioritizing personal finance and investing to getting in the company of other entrepreneurs. Follow this playbook and you could build wealth without a 7-figure exit (spoiler: only about 5% of businesses achieve this.) Free resource below!

This week, Dan and Ian continue the “Get Rich on X” saga with fresh updates, and a reality check. From hiring $4K ghostwriters to creating a new online persona, is X really worth the hype for growing fast—and getting rich—in 2025?

Most founders are leaving money on the table without realizing it. Are you one of them?

This week, Dan and Ian break down how a tiny shift in how you handle leads can completely change your pipeline. Plus, a counterintuitive approach to networking and why big brands are paying founders to create content.

It’s another mixed bag of business topics on this week’s episode of the pod: X’s Head of Product shares the suspiciously simple playbook to getting rich on the platform, Google’s “Photoshop Killer” is officially on the loose, emerging thoughts on pivoting away from the Philippines for outsourcing remote talent, luxury lifestyle for a fraction of the cost in Thailand, and more.

This week, Dan and Ian crack open the reality behind location-independent entrepreneurship—from sipping wine in Europe (and still gaining weight) to navigating whether your side hustle cash flow can really replace that W-2 paycheck.

Why are so many chasing $10M exits when $3–4M plus a paid-off house might be the real freedom number? Should you be betting big on Bitcoin in 2025—or doubling down on cash flow? And if you’re “unemployable,” is that a badge of honor... or a red flag?

If you’ve been living under a rock, you might have missed Alex Hormozi’s record-breaking launch of his latest book $100M Money Models (yep, reps from Guinness World Records were there to verify.)
One of the most prominent internet business gurus of our time, Alex’s marketing and launch strategies paint a vivid picture of the power of “the influence equation.” Love him or hate him, his journey is inspiring for all entrepreneurs. Here are 5 takeaways from the launch, specifically for bootstrappers in the trenches.

In this week’s episode, Allen Walton (SpyGuy) shares how he’s using AI to build custom tools with almost zero coding experience, and how founders can turn everyday business spending into first-class flights.
From AI-powered inventory forecasting to unlocking elite travel perks, this episode is packed with practical tips for bootstrapped entrepreneurs ready to work smarter and travel better.

Organic traffic is getting weird… and kinda looks like an alligator’s mouth (you’ll have to listen to the episode to see what we mean).

SEO expert Sean Markey joins Dan to break down 5 strategies still working in 2025: from parasite SEO to aged domains and Reddit "hacks." If you’re trying to cut through the LLM noise, this episode is the ultimate SEO rabbit hole.

How are legit 7- and 8-figure founders leveraging AI in their businesses? Spoiler alert: they’re not just handing it off to their teams.

From cutting high level consultants to redefining metrics and leadership, Dan shares 7 takeaways from our recent DC BLACK event in Barcelona for million-dollar founders.