Growing the Money with Rich Lennon

• Episode 89: Why I’m Hosting a Mastermind in Mexico (And Why You Should Come)

  What if one trip could change the way you think, the way you invest, and the people you surround yourself with? Not through long lectures or packed conference rooms, but through real conversations, real relationships, and real breakthroughs.In this episode, Rich Lennon shares why he’s taking entrepreneurs, investors, and go-getters to Mexico for a four-day mastermind that feels nothing like a seminar,  and everything like the experience that actually moves your business forward. From late-night strategy talks in swim-up suites to early-morning coffee with industry veterans, Rich breaks down exactly what makes this trip so valuable, and why the right environment can accelerate your growth faster than any course or classroom.You’ll Learn How To:Build real relationships with investors, operators, and entrepreneurs doing big thingsLearn directly from experts through casual, small-group conversationsConnect with both up-and-coming investors and seasoned gray hairs who’ve seen it allSpot the right business partners by watching how people interact off the clockGet clarity on marketing, operations, asset protection, and deal structure, without a classroomWho This Episode Is For:Entrepreneurs who want to grow faster through the right relationshipsInvestors are tired of traditional conferences that feel too formal and too scriptedAnyone looking for a community of driven people who openly share what’s workingWhy You Should Listen:If you’ve ever wondered where high-level conversations really happen, this is it. Rich breaks down how these Mexico masterminds have shaped his career, helped him build lifelong friendships, and given him access to strategies he wouldn’t find anywhere else. You’ll walk away understanding why the environment matters, and why the right room can unlock the next level of your business and wealth.What You’ll Learn in This Episode:[00:00] Why Rich chose Mexico and what makes this mastermind different[01:00] What the resort experience is really like[02:00] How the flexible schedule sparks real conversations and connection[03:00] Why younger investors bring fresh marketing and lead-gen insights[04:00] The gray hair wisdom that comes from seasoned operators[05:00] Why learning from people outside your market leads to total transparency[06:00] How casual dinners and downtime turn into real breakthroughs[07:00] What it costs, who should come, and how to bring a spouse or partnerFollow Rich Lennon here:Website: https://richlennon.com/Facebook: https://www.facebook.com/rich.lennon.121Instagram: https://www.instagram.com/richlennon92/

  --------  

  9:39

  --------

  9:39
• Episode 88: Why Signing Away Liability is the New Tipping Culture (And How to Protect Yourself)

  Signing away liability has become the new tipping culture. Professionals often want your signature for their protection, not yours. Attorneys, vendors, and service providers push paperwork that shifts responsibility onto you. What happens when the people you pay refuse to be accountable?In this episode, Rich shares a frustrating real estate closing that shows how common forced liability waivers have become. He explains how attorneys delayed funds, demanded unnecessary documents, and created extra hurdles even after the deed was recorded. Rich breaks down why these signatures matter, how they can strip your rights, and the red flags to watch for. He also covers lender and contractor scenarios, showing how to protect yourself from hidden liabilities.You’ll Learn How To:Spot liability waivers that don’t benefit youPush back when attorneys or vendors demand unnecessary signaturesProtect yourself during closings, payoffs, and lending transactionsIdentify documents that quietly strip your rights as a buyer, seller, or lender Who This Episode Is For:Real estate investors navigating closings, contracts, and vendorsEntrepreneurs looking to protect their rights in business transactionsAnyone tired of signing documents without understanding the risksBuyers, sellers, and lenders who want to avoid getting boxed in by professionals Why You Should Listen:This episode uncovers how routine paperwork can quietly shift liability onto you. Rich shares real scenarios, breaks down hidden risks in common documents, and shows how to protect yourself from unnecessary signatures that cost you money and control.What You’ll Learn in This Episode:[00:00] Why liability waivers are frustrating [03:00] How a simple home sale turned into a mess of extra paperwork[07:00] Why did both attorneys create delays, new demands, and more signatures[10:00] What other liability-shifting documents should investors avoid[13:00] Why certain contracts, assignments, and DSCR clauses can trap buyers and lendersFollow Rich Lennon here:Website: https://richlennon.com/Facebook: https://www.facebook.com/rich.lennon.121Instagram: https://www.instagram.com/richlennon92/ 

  --------  

  15:40

  --------

  15:40
• Episode 87: The Housing Affordability Changes Coming in 2026 (And How to Profit From Them)

  Think housing is already unaffordable? What if the changes coming next actually make things worse for the average buyer, but better for smart investors?In this episode, Rich Lennon breaks down the biggest housing affordability shifts being discussed for 2026, including 50-year mortgages, portable loans, and even no-credit financing. He explains what these changes really mean for everyday buyers, why some of them are dangerous, and how investors can position themselves to win as the market reshapes. If you want to stay ahead instead of getting blindsided, this one’s a must.You’ll Learn How To:Understand why 50-year mortgages sound good, but often trap buyersSee how inflation, not interest rates, is the real housing problemSpot which affordability fixes are actually setting up the next crashUse market shifts to your advantage instead of fearing themAvoid getting stuck with a home you can’t sell later Who This Episode Is For:Homebuyers worried about timing the marketInvestors who want to profit from market shiftsAnyone confused by where housing is headed next Why You Should Listen:Housing rules are changing, whether you’re ready or not. This episode gives you clarity on what’s really happening behind the headlines so you can protect yourself, avoid bad moves, and spot real opportunity while others are guessing.What You’ll Learn in This Episode:[00:00] Why housing affordability is being fixed the wrong way[02:30] How a 50-year mortgage really impacts your wealth[06:00] Why most buyers will get trapped by longer loans[08:30] The truth about portable mortgages and why banks fight them[11:30] Why no-credit loans should scare you[13:00] How today’s policies could trigger the next crash[14:30] What smart investors should be doing right now Follow Rich Lennon here:Website: https://richlennon.com/Facebook: https://www.facebook.com/rich.lennon.121Instagram: https://www.instagram.com/richlennon92/ 

  --------  

  15:03

  --------

  15:03
• Episode 86: Why I Liquidated 100+ Rentals After Building a Real Estate Empire - Part 2

  What do you do when the very thing you spent years building stops giving you the life you actually want? Most investors assume more doors equals more freedom, but sometimes it equals more stress, more risk, and more time away from the things that matter most.In this episode, Rich continues the raw and honest breakdown of why he walked away from a massive rental portfolio he spent years building. From the hidden stress of managing dozens of doors to the financial traps investors overlook, this conversation digs into the real reasons he chose freedom, simplicity, and control over more.You’ll Learn How To:Recognize the signs that your rental portfolio is controlling youSpot the hidden financial risks that come with scaling too fastRebuild your investing strategy around lifestyle, time, and peaceAvoid the burnout cycle that crushes most landlordsShift from managing chaos to creating stability and long-term wealthWho This Episode Is For:Investors who feel overwhelmed by their rentalsAnyone questioning whether scaling is actually improving their lifeEntrepreneurs are tired of stress-filled growth and are ready for real freedomWhy You Should Listen:If you’ve ever felt the pressure to keep adding more doors, more deals, and more revenue, even when it’s costing you your peace, this episode will hit home. Rich opens up about the emotional and financial side of stepping back, simplifying, and rebuilding a business that supports your life instead of consuming it.What You’ll Learn in This Episode:[00:00] The moment Rich realized his portfolio wasn’t giving him the life he wanted [03:30] The real stress no one talks about when owning 100+ rentals[07:45] Why profit on paper doesn’t always equal peace in real life[12:10] The hidden costs that quietly eat away at cash-flowing properties[16:30] How Rich decided what to sell, what to keep, and why[20:55] Rebuilding a business around clarity, time, and lifestyle[26:40] The complete mindset shift that changed everything[31:15] What Rich Lennon is investing in nowFollow Rich Lennon here:Website: https://richlennon.com/Facebook: https://www.facebook.com/rich.lennon.121Instagram: https://www.instagram.com/richlennon92/ 

  --------  

  47:38

  --------

  47:38
• Episode 85: Why I Liquidated 100+ Rentals After Building a Real Estate Empire - Part 1

  Real estate success often appears chaotic, involving flipping houses, managing contractors, and juggling staff. What if there was a smarter way to scale without burning out? Rich did it with innovative systems, a remote team, and relentless problem-solving. Could his approach change how you build wealth?In this episode, the hosts talk with Rich about his path from nuclear engineering to real estate investing. He shares his early ventures, building a rental portfolio, flipping homes, and managing a team of virtual assistants from the Philippines. Rich explains how he scaled his business through direct mail marketing, targeting niche markets, and creative strategies. The conversation offers practical advice, real examples, and lessons for aspiring real estate investors.You’ll Learn How To:Build a real estate business from rentals and flipsScale operations using virtual assistants and efficient systemsGenerate consistent deal flow through direct mail marketingStructure teams and processes for high-volume property managementNavigate cash-flow markets outside your local areaWho This Episode Is For:Aspiring real estate investors looking for practical scaling tipsEntrepreneurs interested in leveraging remote teams effectivelyInvestors exploring rentals, flips, or hybrid strategiesAnyone curious about managing multiple properties without burnoutWhy You Should Listen:This episode shows how to grow a real estate business smartly and sustainably. Rich shares his journey from engineering to real estate, reveals how he built high-performing teams in the Philippines, and breaks down his approach to deal flow, direct mail marketing, and scaling a portfolio while keeping stress low.What You’ll Learn in This Episode:00:00 How Rich enters the episode and early banter about bourbon03:00 What shaped Rich’s background from engineering to entrepreneurship07:00 Why nuclear engineering pushed Rich to rethink his career path10:00 How bartending and online traffic businesses shaped his mindset13:00 What pushed Rich to explore real estate during the 2008 crash16:00 How buying one rental a year grew into major deal volume20:00 Why Rich stopped flipping during the pandemic and changed direction23:00 How scaling to 14 employees affected operations and stress26:00 What inspired Rich to stay private and avoid public visibility31:00 Effective Niches for Mailing Campaigns37:00 Marketing Channels and Personal Preferences Follow Rich Lennon here:Website: https://richlennon.com/Facebook: https://www.facebook.com/rich.lennon.121Instagram: https://www.instagram.com/richlennon92/ 

  --------  

  43:14

  --------

  43:14

More Business podcasts

Trending Business podcasts

About Growing the Money with Rich Lennon