Pull up a chair and enter the minds of America‘s entrepreneurs with finance entrepreneur Ryan Robbins around his Point Pleasant, New Jersey backyard fire pit.
The Truth about Patriot Payments | Dillion Lockhart - #132
Some partnerships start with a business plan. This one started with trust.
Dillon founded Patriot Payments in 2018 and was out in Arizona building the business from the ground up when he and Ryan first connected through online coaching groups.
After Dillon moved to North Carolina, he made the trip north to one of Ryan’s events. That relationship continued to grow, and eventually they saw an opportunity to bring two worlds together: Dillon’s experience in the payment processing industry and the ecosystem Ryan had spent years building.
This conversation pulls back the curtain on an industry that most business owners know very little about.
They get into the technical side of processing, how the industry really works, where businesses can get taken advantage of, and why transparency matters.
No smoke and mirrors. No hiding behind complicated statements or industry jargon.
Just a different way of doing business, built around transparency, integrity, and actually doing right by the people you work with.
24 Sept 2026
They Built it from Nothing | Michael & Peter Natale #131
Michael Natale has been involved in business since he was 17 years old.
Today, he and his son Pete are part of a serious blue-collar operation on Long Island. Between A Lot Maintenance, Lake Landscape & Mason Supplies, and A Lot Equipment, their businesses cover everything from commercial property maintenance and snow removal to masonry materials, heavy equipment sales, and rentals.
What stood out during this conversation was their mindset.
These guys don’t just talk about growth. They buy equipment, build divisions, reinvest into the operation, and make decisions knowing the move that hurts profitability today might make the entire business stronger tomorrow.
Because a great idea means nothing if you can’t execute.
Michael and Pete gave us an honest look inside the risks, responsibilities, and relentless decision-making required to keep multiple businesses moving forward.
17 Sept 2026
Building on the Family Business | Scott Prendergast - #130
Scott is 26 years old, helping run a pretty damn big landscaping company with three separate divisions: commercial, construction, and residential.
But what I really respect about this story is the father-son dynamic behind it.
His father built this business through hard work, sacrifice, and years of figuring shit out the hard way. And I can only imagine how difficult it is to build something from the ground up and eventually have to loosen your grip and trust that your son truly understands what it took to get there.
One thing Scott’s father has done an incredible job of is over-communicating the difficult parts of running a business like this.
More importantly, he’s put Scott in uncomfortable positions and forced him to figure things out. Whether he realized it at the time or not, he was forcing growth.
Now Scott is 26 years old, boots on the ground helping run all three divisions.
The kid answers his phone. He shows up. He works his ass off. And he’s open-minded enough to take constructive criticism and actually learn from it.
I don’t see many 26-year-olds moving at this pace, especially in a blue-collar business where nothing is handed to you.
The business continues to thrive and grow under his father’s leadership, with Scott becoming a bigger part of carrying it forward.
This is what succession looks like while it’s actually happening.
Who has been a guest on Fireside America with Ryan Robbins
Names identified in recent episode analyses. Showing up to five guests.
Alex Donofrio
Mark Montenero
Dr Joe Marchitelli
Joe
Scott Fairland
Podcast Authority Score: 50 / 100
A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.
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Social presence
97
YouTube
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Engagement
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