Growing the Money with Rich Lennon

Think your job is secure just because you’ve been there a long time? Think again. What’s happening across corporate America right now is a wake-up call for anyone still relying on a paycheck to fund their future. Loyalty doesn’t protect you. Tenure doesn’t protect you. And benefits disappear faster than most people expect.In this episode, Rich Lennon breaks down why the traditional W-2 path is far more fragile than people realize, and what you can do before it’s too late. Using real-world examples, Rich explains why counting on a job for long-term security is risky, how companies actually make decisions, and the mindset shift that helped him take control of his financial future.You’ll Learn How To:Understand why job security is mostly an illusionSee the warning signs before layoffs and cuts happenStop relying on one income sourceThink differently about retirement and long-term stabilityStart building income you actually controlWho This Episode Is For:W-2 employees worried about layoffs or job stabilityProfessionals who feel behind on retirementAnyone who wants control over their financial futureWhy You Should Listen:If you’re counting on your job to always be there, this episode will challenge that belief in the best way. Rich keeps it real and walks through why building your own income streams matters now more than ever.What You’ll Learn in This Episode:[00:00] Why recent corporate layoffs should concern every W-2 employee[01:30] The myth of long-term job security[03:00] How companies really think about payroll and profits[04:30] Why relying on one income source is dangerous[06:00] What taking control of your financial future actually looks likeFollow Rich Lennon here:Website: https://richlennon.com/Facebook: https://www.facebook.com/rich.lennon.121Instagram: https://www.instagram.com/richlennon92/ 

What if your money could work harder than you do, and you only had to put in a few hours a week? Sounds unrealistic, right? That’s exactly why most people miss this strategy.In this episode, Rich Lennon joins Jay Conner on Raising Private Money to break down how Rich consistently earns 30–50% returns by arbitraging what he calls ‘lazy money’ no hype. No complicated systems. Just a simple, asset-backed approach that puts real estate and private lending together in a smart way.Rich shares how he went from flipping hundreds of homes to lending millions, why he stopped buying houses altogether, and how he now focuses on growing money instead of managing properties. If you’ve ever felt burned out by active investing or are curious how private lenders really make their money, this episode pulls back the curtain.You’ll Learn How To:Turn private money into consistent, high returnsStructure deals where your downside risk is protectedEarn lender-level profits without doing the rehab workUse real estate to grow retirement money fasterThink like a money manager instead of a house flipperWho This Episode Is For:Investors are tired of active flips and rentalsPrivate lenders looking to increase returns safelyProfessionals with capital who want passive incomeAnyone curious how money-making really worksWhy You Should Listen:You don’t need more deals; you need a better model. This episode shows how shifting from operator to lender can dramatically improve your time, lifestyle, and returns. Rich explains it in plain English, with real numbers and real examples, so you can decide if this approach fits your goals.What You’ll Learn in This Episode:[00:00] How Rich went from flipper to full-time lender[04:00] Why he stopped buying houses in 2020[07:00] How he underwrites deals in just a few hours[12:00] Using real estate, not people, to reduce risk[17:00] The simple math behind 30–50% returns[21:00] What ‘lazy money’ is and how it really works[26:00] Using self-directed IRAs to grow money fasterFollow Rich Lennon here:Website: https://richlennon.com/Facebook: https://www.facebook.com/rich.lennon.121Instagram: https://www.instagram.com/richlennon92/Follow Jay Conner here:Website:https://www.jayconner.com/YouTube: https://www.youtube.com/@raisingprivatemoneyrealestateFacebook:https://www.facebook.com/jay.conner.marketingTwitter: https://twitter.com/JayConner01 

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/

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/ 

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/