x

75% of people globally want unbiased news (Pew Research) but are concerned they're not getting that.

Get balanced coverage with Symby. See how stories are covered across diverse outlets and spot when one side covers a story the other skips.

PODCAST

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

business entrepreneurship

All Episodes

13:48

Ep. #79 | From Operator to Owner: How to Break...

The Long Game by Ryan Richards ·

2026/04/07

Most entrepreneurs don’t actually have a time problem… They have a capacity problem. In this episode of The Long Game Podcast, we break down one of the biggest transitions in business, the shift from being self-employed to becoming a true business owner. Because if everything in your business relies on you, growth will always hit a ceiling. If you’ve ever felt maxed out, overwhelmed, or like you’re doing everything yourself, this episode will challenge how you think about scaling. It’s not ab...

en-us

10:08

Ep. #78 | Stop Chasing Leads and Fix Your Processes

The Long Game by Ryan Richards ·

2026/03/31

Most entrepreneurs don’t actually have a lead problem… they have a process problem. In this episode of The Long Game Podcast, we break down one of the biggest misconceptions in business growth. The idea that more leads automatically fix everything. The reality? Without the right systems in place, even the best opportunities fall through the cracks. If you’ve ever felt stuck trying to “get more business,” this episode will challenge how you think about growth, sales, and scaling. It’s no...

en-us

62:33

Ep. #77 | From Solo Agent to Scalable Business:...

The Long Game by Ryan Richards ·

2026/03/24

In this episode of The Long Game, Ryan Richards sits down with Nate Rock to break down what it really takes to evolve from a solo real estate agent into a scalable business owner. From starting in Boston with zero connections to building and refining a high-performing team, Nate shares the lessons, mistakes, and mindset shifts that fueled his growth. The conversation dives deep into the transition every entrepreneur faces—moving from doing the work to building systems, people, and processes t...

en-us

10:39

Ep. #76 | Artificial Intelligence in the Real Estate...

The Long Game by Ryan Richards ·

2026/03/17

In this solo episode of The Long Game Podcast, Ryan Richards breaks down how artificial intelligence is actually being used today in real estate and mortgage businesses, and where he guesses it’s all heading next. From AI replacing traditional search engines to becoming a fully integrated personal assistant, Ryan shares how these tools are changing the way professionals operate on a daily basis. He also dives into the opportunities and limitations of AI, especially when it comes to data, auto...

en-us

62:01

Ep. #75 | How Authentic Marketing Wins in the AI Era...

The Long Game by Ryan Richards ·

2026/03/10

In this episode of The Long Game, Ryan Richards sits down with Tara Ostromecky, founder and CEO of Makin' It Marketing, for a conversation about what it really takes to grow a business in today’s fast-changing marketing landscape. Tara shares how she turned a passion for creativity and entrepreneurship into a nationally-serving marketing company based in Worcester, serving clients across the country. From building her business at a young age to hiring her first team members, Tara opens up abo...

en-us

8:01

Ep. #74 | Stop Overthinking: A Simple Framework for...

The Long Game by Ryan Richards ·

2026/03/03

In this solo episode of The Long Game, Ryan Richards dives into one of the biggest hidden obstacles for entrepreneurs: analysis paralysis. Ryan shares a mindset shift that has changed the way he approaches decisions in business. As you grow and gain momentum, the fear of making the wrong move can creep in. But inaction is often more damaging than a mistake. He breaks down a simple framework for evaluating decisions by asking one key question: Will this fundamentally change the trajector...

en-us

50:05

Ep. #73 | From “Boots on the Ground” to Building a...

The Long Game by Ryan Richards ·

2026/02/24

In episode 73 of The Long Game, Ryan sits down with Nick Lavallee and Nathan Hoy, the co-owners of Grindstone Sealcoating, to talk about what it really looks like to evolve from solopreneurs doing everything themselves into operators building a business that can grow without them in the field every day. Nick and Nate break down their asphalt maintenance business model, why education is such a big part of winning customers, and the exact inflection point where they realized they were capped on...

en-us

13:27

Ep. #72 | The Operator’s Journey: Understanding...

The Long Game by Ryan Richards ·

2026/02/17

In this solo episode of The Long Game Podcast, Ryan Richards breaks down a concept that every serious entrepreneur needs to understand: business happens in seasons. Ryan walks through the different phases of growth, from grinding it out as a solo operator to hitting the tipping point where revenue is no longer the problem, capacity is. He shares how the skills that get you from zero to your first $100,000 are not the same skills required to scale beyond it, and why recognizing your current s...

en-us

16:40

Ep. #71 | Phases of Entrepreneurship: From Doing the...

The Long Game by Ryan Richards ·

2026/02/10

In this solo episode of The Long Game, Ryan Richards breaks down one of the most important transitions an entrepreneur will ever make: the shift from being the worker in the business to becoming the operator and visionary behind it. Ryan walks through the early phase of entrepreneurship where success is directly tied to effort. More calls, more hours, more hustle. While that phase is necessary, it is not sustainable if the goal is real scale. This episode is a deep dive into what happens next...

en-us

59:54

Ep. #70 | Systems, Partnerships, and the Power Couple...

The Long Game by Ryan Richards ·

2026/02/03

In this episode of The Long Game, Ryan Richards sits down with Tony and Ashley Eisenhauer, a real estate power couple based in Northern Connecticut who are scaling fast across multiple ventures, from fix and flips and long-term rentals to short-term rentals and home staging. This conversation is all about what changes when you stop thinking like a worker and start thinking like an operator. Tony and Ashley break down the systems mindset behind building more without burning out, including how ...

en-us

55:21

Ep. #69 | Manifesting Your Legacy with Ben Carbone

The Long Game by Ryan Richards ·

2026/01/27

On this episode of the Long Game, Ryan sits down with repeat guest Ben Carbone to talk about what it really looks like when an operator starts thinking like a CEO. They dig into the mindset shift from doing everything yourself to building systems, buying back your time, and stacking ventures that actually complement each other instead of draining your focus. Ben shares what he is working on across his real estate portfolio, his sales business, and The Informed Investor, plus how he is tighten...

en-us

3:42

Ep. #68 | Welcome to The Long Game

The Long Game by Ryan Richards ·

2026/01/23

This episode marks a turning point. Welcome to The Long Game Podcast! With the launch of The Long Game, the conversation expands beyond tactics, deals, and transactions and into vision, systems, and long-term thinking. This show is about the evolution from operator to owner, from solopreneur to CEO. We’ll still talk real estate and investing, but the focus shifts to how businesses are built to last. How founders design systems, allocate time, make hard decisions, and think years ahead instead...

en-us

11:24

When Does It Make Sense to Sell a Rental Property?

The Long Game by Ryan Richards ·

2025/12/23

One of the hardest decisions in real estate investing is knowing when to hold and when to sell. In this solo episode of The Real Estate Lens, investor Ryan Richards breaks down how to evaluate whether a rental property is truly performing or if your equity could be working harder somewhere else. Ryan walks through a real-world example of an investor holding a property with a great interest rate but poor returns, and explains why focusing on return on equity, not emotional attachment or low ra...

en-us

15:07

Capital Expenditures: Planning for Unexpected (And...

The Long Game by Ryan Richards ·

2025/12/17

If you own rental properties long enough, it's not a matter of if something breaks - it's when. In this solo episode of the Real Estate Lens, multi-family investor Ryan Richards breaks down the reality of repairs, maintenance, and capital expenditures that come along with rental property ownership. Ryan shares what he is dealing with right now across his own portfolio in early December 2025, including replacing a six-unit boiler system, and explains how better underwriting, early planni...

en-us

59:11

From Nurse to Real Estate Investor: How Abigail...

The Long Game by Ryan Richards ·

2025/12/09

In this episode of The Real Estate Lens, host Ryan Richards sits down with Abigail Chrisafideis with the We Close Deals team at Lamacchia Realty, a registered nurse turned real estate agent and investor, to unpack her journey from healthcare to homeownership and beyond. Abigail shares how she bought her first multifamily property at just 24 years old, guided by mentorship from her uncle, and how that single decision changed the trajectory of her financial future. Together, she and Ryan dive i...

en-us

60:26

How AI and Automation Are Reshaping Small Business...

The Long Game by Ryan Richards ·

2025/12/02

In this episode of The Real Estate Lens, Ryan Richards sits down with Bryce Meizen, Founder and CEO of Jidoka LLC, a Worcester County–based custom software and AI integration agency helping small and medium-sized businesses streamline operations, automate workflows, and scale smarter. Bryce shares how his background in software development and entrepreneurship led him to build a company that designs tailored systems, from CRM integrations and quote automation to full-scale AI assistants that ...

en-us

60:51

From Payroll Sales to Full-Time Real Estate Investor...

The Long Game by Ryan Richards ·

2025/11/25

In this episode of The Real Estate Lens, host Ryan Richards sits down with Wendell Butler - President and Founder of Hammerhead Capital and Flip Fuel Lending - to unpack his journey from the corporate world to full-time real estate investing in Charlotte, NC. Wendell shares how leaving a stable sales career to pursue fix-and-flips and new construction projects transformed his approach to business, risk, and systems. Together, he and Ryan dive into what it really takes to go all-in on investin...

en-us

12:12

Closing Costs 101: What You’ll Really Pay at the...

The Long Game by Ryan Richards ·

2025/11/18

In this solo episode of The Real Estate Lens, Ryan breaks down exactly what closing costs are, how they’re calculated, and why they vary from deal to deal. If you’re budgeting to buy in Massachusetts or Rhode Island and only planning for the down payment, this episode shows you what else to expect so there are no surprises on closing day. Ryan walks through the two big buckets of costs: loan costs tied to your mortgage, and “other” costs like attorney, title, taxes, insurance, and escrows. He...

en-us

21:41

2008 Again? Not in New England.

The Long Game by Ryan Richards ·

2025/11/11

In this solo episode of The Real Estate Lens, Ryan Richards tackles the question on everyone’s mind: are we headed for a housing crash like 2008, or will prices hold firm? Pulling from lending data, supply and demand dynamics, and on-the-ground trends, Ryan explains why today’s market looks very different from the last crash and why outcomes are highly local. He breaks down why the Northeast is behaving differently from many Sun Belt and Western markets, how tighter post-2008 underwriting and...

en-us

12:32

Why Mortgage Rates Went Up After the Fed Cut Interest...

The Long Game by Ryan Richards ·

2025/11/04

In this solo episode of The Real Estate Lens, Ryan Richards unpacks one of the most confusing moments in the financial world: when the Federal Reserve cuts interest rates but mortgage rates still rise. If you’ve ever wondered why those two numbers don’t always move together, this episode breaks it all down in plain English. Ryan explains the real difference between the Fed funds rate and mortgage rates, what drives the 10-year Treasury yield, and how investor sentiment, inflation expectations...

en-us

79 results

Similar Podcasts

TaxTalent.com The Golden Rule Podcast

Adam Golden

TaxTalent.com Podcast

Tony Santiago

Handelsblatt Crime - spannende Streitfälle der deutschen Wirtschaft

Ina Karabasz, Solveig Gode, Sönke Iwersen

Deffner und Zschäpitz – Der Wirtschafts-Talk von WELT

WELT

Black Box - La scatola nera della finanza

Guido Brera e Gian Luca Comandini -...