Ryan Richards
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...
Author
Ryan Richards
Category
Podcast website
Latest episode
Jul 7, 2026
Where to listen?
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Episodes
Ep. #17 | Real Estate Wholesaling with Ben Simon: Sourcing Leads Tactfully and Key Tips for Success 07.01.2025 1:00:54
In this episode, we’re diving into the dynamic world of real estate wholesaling—a high-potential strategy for investors looking to build capital quickly without ever owning property. Whether you’re a seasoned investor or new to the game, this episode unpacks how to tactfully source leads and avoid common pitfalls that can derail your success. We’ll guide you through proven methods for sourcing hig...
Ep. #16 | Breaking Down Value-Add: How to Increase the Value of Your Investment Property featuring Ben Carbone - The Long Game by Ryan Richards 24.12.2024 33:25
Are you ready to unlock the hidden potential of your investment property? In this episode, Ben Carbone and I dive deep into our experiences, strategies, and insights to maximize the value of your real estate investments. Whether you’re managing a multi-family complex, a commercial property, or a single-family rental, adding value is the key to maximizing your return on investment. But where do y...
Ep. #15 | Understanding the Different Types of Financing: Pros, Cons, and When to Use Them - The Long Game by Ryan Richards 11.12.2024 23:56
Financing is one of the most critical aspects of real estate and homebuying, yet it can often feel overwhelming with all the options available. In this solo episode, Ryan Richards, Branch Manager at Northpoint Mortgage, takes a deep dive into the various types of financing, breaking down the advantages and disadvantages of each option. From traditional mortgages to creative financing solutions, Ry...
Ep. #14 | Books That Changed My Real Estate and Entrepreneurial Journey - The Long Game by Ryan Richards 27.11.2024 11:42
The right books can transform your mindset, improve your skills, and inspire you to reach new heights. In this solo episode, Ryan Richards shares the books that have had the greatest impact on his journey as a real estate professional and entrepreneur. These titles offer powerful lessons on time management, resilience, and the practicalities of managing rental properties—essential tools for anyone...
Ep. #13 | How to Qualify for a Mortgage: Key Factors and Smart Strategies - The Long Game by Ryan Richards 12.11.2024 15:54
Qualifying for a mortgage can feel like a complex puzzle, especially when it comes to managing debt and credit decisions. In this solo episode, Ryan Richards, Branch Manager at Northpoint Mortgage, breaks down what you need to know about qualifying for a mortgage—from the basics to the finer points of how certain financial decisions can impact your eligibility. Ryan shares his expert insights into...
Ep. #12 | From Corporate Ladder to 175 Doors This Year: How Andrew Freed Achieved Real Estate Success Through Syndication - The Long Game by Ryan Richards 29.10.2024 53:04
In this episode, Ryan Richards welcomes Andrew Freed, a real estate investor and team leader at Candor Realty, who has successfully acquired over 175 doors in multi-family properties so far this year alone. Andrew’s journey began in the corporate world, where he worked his way up as a project manager. But after reading Rich Dad Poor Dad , he realized that true financial freedom couldn’t be found i...
Ep. #11 | Road to 312 Units: Zack Gray's Journey from Food Stamps to Financial Freedom - The Long Game by Ryan Richards 15.10.2024 51:01
In this episode, Ryan Richards sits down with Zachary Gray, a multi-state real estate investor and entrepreneur, to discuss his incredible journey from growing up on food stamps to owning and managing 312 units across Massachusetts, Rhode Island, and South Carolina. As an ex-military member and owner of Gray’s Anatomy Academy, Zack has built a thriving business and achieved financial independence...
Ep. #10 | What I Wish I Knew Starting Out: Key Lessons for Homebuyers, Investors, and Aspiring Real Estate Professionals with Ryan Richards - The Long Game 01.10.2024 21:21
Hindsight is 20/20. When you're just starting out in real estate—whether as a homebuyer, investor, or new professional—there are plenty of things you learn the hard way. In today's solo episode, Ryan shares the key lessons he wishes he had known from the beginning. He breaks down what you need to know to navigate the mortgage process, avoid common mistakes, and set yourself up for succes...
Ep. #9 | Demystifying the Mortgage Process: A Comprehensive Guide with Ryan Richards - The Long Game 17.09.2024 27:40
Buying your first home can feel overwhelming, especially when you're faced with countless options, confusing jargon, and conflicting advice. Understanding the mortgage process, knowing what programs are available, and setting yourself up for success are all critical steps that can make your home-buying journey much smoother. In this solo episode, Ryan Richards, Branch Manager at Northpoint Mo...
Ep. #8 | Creative Financing, Subto Deals and Fix-and-Flips Featuring Tony Eisenhower - The Long Game by Ryan Richards 04.09.2024 51:04
In this episode, we dive deep into the art of creative financing, particularly "subject-to" (Subto) deals, with Tony Eisenhower—a seasoned real estate investor and entrepreneur who has mastered fix-and-flips and innovative financing methods. Tony Eisenhower started with a single fix-and-flip project and has since scaled up to managing three simultaneous projects and overseeing eight rent...
Ep. #7 | How to House Hack Your Way Up with Gabby Demac & Ryan Richards - The Long Game 21.08.2024 50:56
Buying your first home or stepping into real estate investing can be daunting, especially when you're not sure where to start. However, with the right guidance and a clear plan, you can navigate the complexities of the market with confidence. Education and personalized advice are key to making informed decisions that align with your goals. Gabby Demac, a dedicated realtor with the Jim Black G...
Ep. #6 | First Time Homebuying in Rhode Island with Brooke Buckett & Ryan Richards - The Long Game 06.08.2024 52:59
Buying or selling your first house is intimidating, and many people don’t know where to begin or how to approach it so they never start. However, with the right team around you, the focus gets put on laying out a concrete plan tailored to your individual needs. Education becomes a critical part of feeling confident in the decision to buy or sell your first home. As a top 2% agent in RI, Brooke Buc...
Ep. #5 | Principles of Commercial Real Estate with Ben Cabone & Ryan Richards - The Long Game 23.07.2024 59:03
Commercial real estate has long been a mystified topic in the world of real estate investing. There are many different avenues to pursue, and many get lost researching and never take the first step. Waiting for the “right time” may never come. Surrounding yourself with the right team and taking consistent action are the keys to unlocking your real estate investing journey. These are the exact pr...
Ep. #4 | Breaking down trusts, LLC's, and estate planning with Attorney Joshua Cali - The Long Game 28.11.2022 39:33
Attorney Josh Cali and I breakdown; What is a trust? What is an LLC? What does it mean to hold a property in trust vs LLC? What are the differences between a trust and an LLC for liability protection? Should you put your investment property in a trust or an LLC? How do you properly transfer a property into LLC or trust? How do you properly run an LLC to prevent the entity from being pierced in a l...
Ep. #3 | Inside the current Real Estate Market with Steve Pizzarella - The Long Game 02.11.2022 36:14
Steve and I discuss the current real estate market in Massachusetts. Steve is a real estate agent with Lamacchia Realty who serves the Worcester County and Greater Boston areas. I am a residential mortgage loan officer with Northpoint Mortgage who serves all of New England . We discuss the most commonly asked questions regarding the current conditions in the real estate market; Is now a good time...
Ep. #2 | Inside the Rhode Island housing market with Ryan Richards and Brooke Buckett - The Long Game 04.10.2022 25:43
Residential mortgage loan officer and real estate agent discuss the Rhode Island housing market. Brooke is a realtor with ReMax River's Edge who specializes in working with first time homebuyers. She is an expert on all things Rhode Island real estate. We talk about the 2022 real estate market, how to be a successful homebuyer in 2022, the differences between renting vs buying, a mortgage pay...
Ep. #1 | Inside the Worcester Real Estate Market with Kyle Josephs - The Long Game 27.09.2022 36:36
Take an inside look into all things Worcester Real Estate. Massachusetts real estate agent Kyle Josephs breaks down investor sentiment, value add tips, basics of investing in Worcester, market predictions, market news, how to get started in real estate investing, what to look for when touring a potential investment property, where to invest in Worcester, the rental market, qualifications for renti...
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