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The Long Game by Ryan Richards
The Long Game by Ryan Richards is a podcast about how real operators think, decide, and build for the long term — and what actually happens behind the scenes when the stakes are real.
Narrated and hosted by Ryan Richards, the show pulls back the curtain on business, real estate, and investing through unfiltered conversations with operators, investors, and builders who have earned their perspective. You’ll hear what worked, what didn’t, and the decisions most people never see or talk about publicly.
This isn’t surface-level advice or polished success stories. It’s a fly-on-the-wall look at high-caliber conversations — the mental models, systems, mistakes, and tradeoffs that shape durable success over time.
Through solo reflections and deep conversations, The Long Game gives listeners proximity to real operators and the clarity that comes from understanding how the best actually think, judge risk, and execute.
If you’re an ambitious builder who wants to learn from real experiences — not shortcuts or hype — this is an invitation inside.
Welcome to The Long Game.
The Long Game by Ryan Richards
Latest Episodes
AI Tools That Actually Work with David Hill - The Long Game - Ep. #98
AI won't replace the human touch. But it will replace the humans who ignore it.In this episode of The Long Game Podcast, Ryan sits down with David Hill, serial entrepreneur, sales trainer, marketer, and real estate agent, to talk about ...
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My first rental was a disaster... but worth it | The Long Game Podcast
Burning down your shed can be a strong deterrent for first time rental owners… here’s what you can learn from it.In this episode of The Long Game Podcast, Ryan shares what his first rental property actually taught him, starting with a f...
What Building a $200M/year Team Can Teach You with Ben Carbone - The Long Game - Ep. #96
You don't truly understand your business until you start building a team around it.In this episode of The Long Game Podcast, Ryan sits down with his business partner Ben Carbone, team lead of We Close Deals, co-owner of We Stage Homes, ...
Stop Defending the Plan, Start Improving It - The Long Game - Ep. #95
The plan you start with is rarely the plan that works. That's not failure, that's how it's supposed to go.In this episode of The Long Game Podcast, Ryan shares what he's learned in the 60 to 90 days since bringing on his two most rec...
8 Networking Tips for Introverts & Extroverts - The Long Game - Ep. #94
Most people leave networking events with a stack of business cards and nothing to show for it. Here's why.In this episode of The Long Game Podcast, Ryan breaks down how he built his network intentionally across Worcester, Providence, an...
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