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Burning The Ships

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Burning the Ships is more than just a podcast—it’s a battle cry for those who refuse to settle. Brought to you by 608B Capital hosted by Jason Seward, we dive deep into the journeys of relentless entrepreneurs, high-performers, and risk-takers who have gone all in—leaving behind safety nets, doubts, and excuses to forge their own path.

Each episode unpacks the mindset, strategies, and raw determination it takes to break free from the ordinary and build something extraordinary. Whether it’s leaving a comfortable career, pushing physical and mental limits, or overcoming impossible odds, our guests prove that greatness comes to those who commit fully.

If you’re ready to burn the ships and bet on yourself, you’re in the right place. Let’s get after it.

211 Episodes
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In this episode of Burning the Ships, I sit down with Lisa Ferris — investor, private money expert, Deal Maker Central Texas leader, and author of How to Find and Fund Any Real Estate Deal Without Cash or Credit. Lisa’s story is one of the most relatable we’ve had on the show.She was a stay-at-home mom for 18 years. No Wall Street background. No big pile of capital. No “perfect” timing. Just a mindset shift, a willingness to ask, and the courage to figure it out in real time. What started with one uncomfortable offer on a house she didn’t want to list turned into a full-blown investing business built entirely on private money — without using her own cash or credit.We talk about imposter syndrome, asking for money without feeling like you’re begging, why good deals always find funding, and how introverts can still win big in networking rooms. Lisa opens up about writing her first book, stepping into leadership with Deal Maker, and why she’ll never retire — because she genuinely loves the game.If you’ve ever thought, “I don’t have the money,” or “I’m not that person,” this episode will challenge that narrative.Key Talking Points of the Episode00:00 “I’ll never retire — this is just a passion.”01:12 Introducing Lisa Ferris and Deal Maker Central Texas02:13 JJ’s Joke of the Week03:12 From stay-at-home mom to licensed Realtor03:37 The first deal: making an offer with no money04:14 Asking the seller to take payments — and wholesaling the deal04:36 McDonald’s meeting that launched her private money journey05:23 Writing her book: How to Find and Fund Any Real Estate Deal Without Cash or Credit06:33 “I don’t want to be 70 years old opening doors.”07:43 Ready, fire, aim — learning on the fly09:20 Why good deals always get funded10:12 When lenders say no, it might not be a deal11:28 Understanding you’re offering opportunity — not begging for money13:39 Thinking outside the box as her superpower14:22 “Everything is figureoutable.”15:10 Shifting from introvert wallflower to intentional networker17:52 Writing the book despite being a “starter, not a finisher”21:24 Overcoming imposter syndrome22:58 “Just ask. The worst they can say is no.”24:32 Showing up on social media despite fear and insecurity31:37 Being visible creates opportunity35:39 Loving the journey more than the destination37:33 Why integrity drew her to Deal Maker41:19 Struggling to balance work and life in a retirement community43:40 Core principles from her book44:00 Relationship-based investing44:30 You are offering an opportunity, not asking for a favor46:55 Presenting professional reports to lenders (Rehab Valuator)48:08 Find a mentor and split your first deal52:07 Introvert strategy: identify three people to meet at every event55:26 Pull new attendees into conversations to break their comfort zoneQuotables“What’s the worst that can happen? They say no.”“If it’s a good deal, the funding is the easy part.”“You’re not begging for money. You’re offering an opportunity.”“Everything is figureoutable.”“I’ve always been scared to ask — I just do it anyway.”“The rooms you put yourself in matter.”LinksLisa Ferris – Instagram@lisajferrisinvestsDeal Maker Central Texas(Find on Facebook)608B Capitalhttps://608bcapital.com
In this episode of Burning the Ships, I sit down with someone whose work has impacted not just my life, but the lives of millions around the world — Sharon Lechter, co-author of Rich Dad Poor Dad and a global pioneer in financial literacy.This conversation is personal for me. Back in 2016, while I was still in my W-2 career, a single book lit a fire that eventually led to me burning the ships on corporate America. Since launching this podcast, more than half of my guests have referenced that same book as a pivotal moment in their journey. So getting the chance to sit down with Sharon — the powerhouse behind that movement — was something special.We go far beyond Rich Dad Poor Dad. Sharon shares stories about growing up in a family that talked about assets at the dinner table, becoming one of the first women in public accounting in the 1970s, burning the ships on her own career, building the Rich Dad brand globally, serving on presidential advisory councils, partnering with the Napoleon Hill Foundation, and continuing to “refire” instead of retire at 72.We also talk about marriage, adversity, losing a child, faith over fear, mentorship, legacy, and what true wealth really means. If you’ve ever felt called to something bigger, questioned retirement as the ultimate destination, or wondered what lasting impact really looks like — this episode is for you.Key Talking Points of the Episode00:00 “I’m not retiring — I’m refiring.”01:06 The book that changed my life and so many of my guests’ lives03:50 How David Richter connected me with Sharon05:00 Growing up discussing assets, liabilities, and cash flow at the dinner table07:30 Becoming one of the first women in public accounting in the 1970s08:33 The “Why not?” philosophy that shaped her career09:56 Leaving a secure W-2 to become an entrepreneur11:02 A failed business decision that led to meeting her husband of 46 years12:23 Building a global children’s publishing company through Disney licensing14:17 Dedicating her life to financial literacy after her son’s college debt wake-up call16:21 Meeting Robert Kiyosaki and turning a board game into Rich Dad Poor Dad18:57 Realizing the book had taken on a life of its own22:52 The power of association and building authority24:36 Sharon’s personal success equation (Passion + Talent × Association × Action + Faith)29:15 “When was the last time you did something for the first time?”31:13 Why she chooses to refire instead of retire33:17 Introducing her new book: Old Wealth, New Wealth, True Wealth36:49 Losing her son in 2012 and choosing to move forward39:16 Turning fear into faith and purpose41:00 Marriage advice after 46 years together44:12 Why the journey is the destinationQuotables“Why not? Why not take the road less traveled?”“We can control three things: our thoughts, our words, and our actions.”“True wealth is not what you accumulate — it’s who you become along the way.”“I’m not going to retire. I’m going to refire.”“Respect your spouse even more than you love them.”“Turn fear into focus, and focus into fuel.”LinksSharon Lechterhttps://sharonlechter.comOld Wealth, New Wealth, True WealthAvailable wherever books are sold608B Capitalhttps://608bcapital.com
In this episode of Burning the Ships, I sit down with Chris Lloyd — a young but incredibly sharp real estate investor and broker who built serious momentum in a very short period of time. From selling sunglasses out of his lunchbox in high school to running a high-volume real estate team and leading a Coast-to-Coast brokerage in Virginia, Chris’s story is all about action.We talk about what it really looks like to leave a “safe” W2 job, grind through six months of zero results, reinvest your first commission instead of upgrading your lifestyle, and build a real estate business around investors instead of retail buyers. Chris breaks down why working with investors supercharges an agent’s career, how to build systems instead of burnout, and why most people fail simply because they won’t take consistent action.If you’re an agent, investor, or entrepreneur stuck in analysis paralysis — this episode is your reminder that the only difference between where you are and where you want to be… is action.Key Talking Points of the Episode00:00 Why working with investors supercharges a real estate career01:03 Introducing Chris Lloyd and his background02:00 JJ’s Joke of the Week04:00 Selling sunglasses in high school and building a “mini CRM” in a lunchbox05:50 Learning high-ticket sales at a bicycle shop07:20 Taking the “safe” job at Newport News Shipyard08:11 Realizing performance doesn’t equal promotion in corporate America09:40 Reading Rich Dad Poor Dad and the lightbulb moment11:00 Buying a duplex, house hacking, and living for free13:00 The $6,000 sewer repair as “cost of tuition”15:00 Taking action when others don’t17:59 Why courses don’t matter if you won’t act21:00 Accountability vs. lone wolf entrepreneurship29:22 Getting his license and grinding six months with zero results31:00 Reinvesting his first commission instead of upgrading lifestyle32:00 Quitting his W2 job after proving the math34:00 Time blocking, discipline, and earning his spouse’s support44:00 Burnout from doing everything alone — and building a team47:00 Connecting with David Greene through Instagram Live49:00 Raising your hand when opportunity appears53:00 Why most agents avoid investors (and why that’s a mistake)54:00 Building recurring business through investor clients57:00 Telling clients NOT to buy bad deals58:00 Playing the long game with investor relationshipsQuotables“Information means nothing unless you take action.”“My $6,000 sewer bill was cheaper than my college tuition — and way more valuable.”“I wasn’t happy being restricted by tenure instead of performance.”“You don’t need more clients — you need better ones.”“Choose the work you want to do. Real estate is going to be work either way.”LinksCoast to Coast Brokerage (David Greene)https://coasttocoastbrokerage.com608B Capitalhttps://608bcapital.com
In this episode of Burning the Ships, I sit down with Ray Burkhalter from Tuscaloosa, Alabama—founder of RBI Funding Partners and a seasoned private lender who’s been through multiple market cycles, business models, and personal growth seasons. Ray’s journey spans nearly two decades, from engineering and real estate rehabs to private lending, coaching, and now building a scalable lending business with legacy in mind.We talk about what it really looks like to leave a stable career, navigate the 2008 crash while holding private money, manage stress inside a marriage when you’re building together, and eventually shift from “doing deals” to running a true business. Ray shares powerful lessons on discipline, faith, savings, tone in relationships, and why most people underestimate the importance of systems until it’s too late.This episode is equal parts business strategy and life wisdom. If you’re in real estate, lending, entrepreneurship—or you’re considering burning the ships on a career path—Ray’s story offers clarity, caution, and encouragement all at once.Key Talking Points of the Episode00:00 “Your network is your net worth” and the Deal Maker creed00:28 Welcoming Ray Burkhalter from Tuscaloosa, Alabama01:09 How we met at a hard money lending mastermind02:14 Ray’s background: mechanical engineering and international travel04:12 Discovering Rich Dad Poor Dad and a new way of thinking07:17 Learning business the hard way in early real estate years08:17 The ripple effect of Rich Dad Poor Dad across entrepreneurs10:09 Leaving a W2 without fully replaced income—but with runway11:29 The role of faith, saving, and discipline in risk-taking18:37 Getting stuck with a dozen rehabs when lending froze19:28 Creative exits: lease options, rentals, and survival mode20:17 Working full-time with a spouse and managing stress22:08 Introvert vs. extrovert energy—and building around it23:36 How Ray and his wife’s personalities complemented each other25:07 Trusting intuition in borrower selection26:29 The reality of working with your spouse—and learning respect28:16 How tone matters more than words in marriage and business34:10 Learning finance, capital stacks, and public speaking36:22 Discovering EOS and turning lending into a real business37:12 Making the first hire during COVID41:46 Tripling investor capital through compounding relationships42:08 Deal-by-deal lending vs. fund model challenges47:08 Shifting from founder vision to shared leadership49:46 Launching a local Deal Maker meetup50:39 The power of curating rooms and facilitating relationships52:14 Networking as the source of deals, hires, and growth53:54 Legacy isn’t deals—it’s people succeeding because you built the room55:45 Final advice: think like a business owner, not just an investorQuotables“Your network is your net worth—but only if you actually invest in it.”“Savings don’t eliminate risk, but they buy you time to think clearly.”“Sacrifice the business before you sacrifice the marriage.”“Tone matters more than words—especially with the people you love.”“The biggest shift is when you stop thinking like an investor and start thinking like a business owner.”LinksRBI Funding Partnershttps://rbifundingpartners.com608B Capitalhttps://608bcapital.com
In this episode of Burning the Ships, I sit down with David Richter—real estate investor, founder of Simple CFO Solutions, and author of Profit First for Real Estate Investing. This conversation goes deep into a problem I see constantly in our industry: people who look wildly successful on the outside but feel stressed, broke, and out of control behind the scenes.David shares his journey from cutting his teeth inside a high-volume real estate operation doing 25 deals a month, to realizing they were spending more than they were making—and that deal count means nothing without financial clarity. We unpack why so many entrepreneurs are incredible at generating revenue but terrible at keeping it, how shame and avoidance keep people stuck, and why most investors are unknowingly playing the wrong game with money.This episode is tactical, psychological, and honest. We break down the Profit First framework in a way that’s approachable for non–numbers people, talk about slowing down to build real foundations, and connect money systems back to what actually matters—family, time, peace of mind, and freedom. If you’re building a business that looks good on paper but doesn’t feel good to live in, this episode is for you.Key Talking Points of the Episode00:00 Why many entrepreneurs are great at making money—but terrible at keeping it01:13 Introducing David Richter and why this episode gets more tactical02:01 JJ’s Joke of the Week02:53 David’s early real estate career and learning every seat in the business04:31 Doing 25 deals a month while spending 26 worth of revenue05:24 The illusion that deal volume equals success06:38 Discovering that numbers tell the real story of a business12:23 The impact of Rich Dad Poor Dad and early money mindset shifts14:17 Why thinking through problems is an entrepreneur’s real superpower16:21 Moving to Richmond and helping an investor clean up chaotic books17:53 The moment clarity changed everything for that investor18:57 The lightbulb moment that led to Simple CFO Solutions26:19 Why more deals don’t equal financial freedom27:56 Shame, fear, and avoidance around finances29:05 The emotional cost of 20 years stuck in the rat race30:48 Using income growth to avoid financial discipline38:26 The envelope system and separating bank accounts39:30 The three most important accounts every investor should have41:13 Starting small—even with 1%—to build healthy habits44:21 Does Profit First slow growth—and why that can be a good thing45:39 The story of doing fewer deals and making more money46:29 Scaling from reserves instead of revenue47:48 Recognizing when growth outpaces infrastructure49:56 Healthy paranoia and disciplined growth51:08 Defining success beyond money52:00 Why time with family is the real currencyQuotables“Deal count doesn’t matter if you don’t know where the money is going.”“Most entrepreneurs are playing defense with money instead of offense.”“You don’t fix money problems by making more money—you fix habits.”“Profit shouldn’t be an event. It should be a habit.”“A business should fund your life, not consume it.”LinksSimple CFO Solutionshttps://simplecfosolutions.comProfit First for Real Estate InvestingAvailable wherever books are sold608B Capitalhttps://608bcapital.com
In this episode of Burning the Ships, I sit down with Daniil Kleyman—one of the most respected real estate developers and educators in the Richmond market and someone whose name has come up repeatedly on this podcast over the years. This was our very first conversation, and it did not disappoint.Daniil shares his powerful journey from growing up in the Soviet Union, standing in line for hours at government-run grocery stores, to immigrating to the U.S. at 12 years old and eventually building a multi–eight-figure real estate portfolio. We talk about adversity, immigration, resilience, getting fired from Wall Street, moving back into his parents’ spare bedroom at 28, and deliberately burning the ships to build something meaningful.This conversation goes far beyond real estate. It’s about discomfort, ethics in capital raising, why experience matters before scale, how development actually works, and the tension parents feel when trying to raise resilient kids in a comfortable life. If you’ve ever questioned your career path, struggled with playing it safe, or wondered whether hardship is a prerequisite for growth, this episode will hit home.Key Talking Points of the Episode00:00 Why you can’t be afraid to fail—especially in real estate development01:19 Introducing Daniil Kleyman and why his name kept coming up on the podcast02:50 Daniil’s childhood in the Soviet Union and living through real scarcity05:21 Standing in line for hours for bread and milk at government grocery store11:02 Why his family immigrated to the U.S. as Jewish refugees12:50 Watching his parents rebuild their careers from scratch in America20:09 Fighting, adversity, and character formation in middle school22:24 Academics, discipline, and immigrant expectations around education23:47 Choosing UVA over NYU for value, focus, and survival25:58 Studying finance for the wrong reason: chasing money over meaning32:11 Why “financial engineering” felt meaningless33:28 The danger of waiting “one more bonus” before chasing your dream34:54 Getting fired—and why it was the best thing that happened39:10 Burning the ships and refusing to apply for another job40:27 Moving into his parents’ spare bedroom at 2841:58 Cutting expenses to zero to think long-term43:22 Why financial pressure kills good decision-making51:25 Managing ~$70M in assets without syndication hype52:46 His frustration with misleading “unit count” claims55:05 Responsible vs. irresponsible syndication56:36 Creating Rehab Valuator out of personal necessity59:01 Helping investors analyze deals and raise capital ethically1:00:15 Coaching, Inner Circle, and building real community1:02:13 Launching Cash Flow Developer Academy1:03:13 Parenting, privilege, and the fear of raising soft kids1:04:19 The shared struggle of successful parents everywhereQuotables“You can’t be afraid to fail. Especially if you want to build something meaningful.”“I wasn’t building anything on Wall Street—I was just moving money around.”“It’s very easy to postpone your dreams for one more bonus.”“Raising money without experience is incredibly dangerous.”“To build something long-term, you have to cut your expenses so you can think long-term.”LinksRehab Valuatorhttps://rehabvaluator.com608B Capitalhttps://608bcapital.com
In this solo episode of Burning the Ships, I’m breaking down one of the most powerful forces behind everything I’ve built in business and life: networking. This conversation was recorded the morning after hosting our very first Deal Maker Hampton Roads event, and it gave me a fresh perspective on just how differently people experience rooms full of strangers.I share why networking has always been my biggest strength, how it’s shaped my career, and why being “resourceful” often just means knowing who to call. But more importantly, I talk about introverts—the anxiety they feel walking into events, the courage it takes just to show up, and a simple question that can completely change the experience. If you’ve ever avoided networking because it feels uncomfortable, intimidating, or draining, this episode is for you.This isn’t about collecting business cards or forcing sales conversations. It’s about creating environments, building real relationships, extracting value, and giving value—no matter your personality type.Key Talking Points of the Episode00:00 Why networking events don’t have to be big or expensive01:15 Why this is a solo episode after hosting our first Deal Maker event02:03 JJ’s Joke of the Week02:54 Why networking has been my biggest professional advantage04:16 How networking both energizes and drains me05:13 Being resourceful by knowing who to call—not how to do everything06:08 Building trust by doing what you say you’ll do07:18 The power of long-term relationship building08:16 Why curating environments brings me the most joy12:08 Hosting events—from backyard cookouts to 60-person meetups13:53 The introvert moment that changed my perspective14:27 Half the room identifying as introverts15:15 Understanding anxiety through someone else’s lens16:41 Vulnerability required just to show up17:11 The simple question that breaks the ice: “Where are you from originally?”23:59 Extracting value without chasing money25:25 Why avoiding networking limits opportunity26:14 Bill Phillips as the introvert example—and why it still works27:26 Joining our first mastermind and jumping into the deep end33:10 How Amanda Holbrook became our financial strategist34:15 Building our brand through relationships, not transactions35:45 How every major piece of our business came from networking36:48 Two mindsets to bring into every event: give value + extract value38:08 The junk removal example—and why showing up matters39:35 Why free local events can change everything40:39 How real conversations actually build trust41:21 The joy of watching connections happen42:47 Why facilitating relationships is the real reward44:12 Why impact matters more than direct profit46:16 Gratitude after seeing it all come together47:04 The (true) mom story and empty brewery joke51:35 Final encouragement to get in the room—even if it’s uncomfortable52:38 Closing thoughts on networking, perspective, and growthQuotables“Networking isn’t about being the smartest person in the room—it’s about knowing who to call.”“Half the room is uncomfortable, even if it doesn’t look that way.”“If you’re an introvert, ask one question and let curiosity do the rest.”“Go to events with the intent to give value and extract value.”“The best opportunities in my life came from rooms I almost didn’t walk into.”Links608B Capitalhttps://608bcapital.com
In this episode of Burning the Ships, I sit down with Bryce Matheson—founder of Lender, a fast-growing software platform built specifically for private and hard money lenders. Bryce’s story is a perfect example of how real businesses are built: through trial and error, painful lessons, and the willingness to take action before everything feels “ready.”We walk through Bryce’s journey from house hacking and rentals, to flipping homes, to losing money on a deal that changed everything—and ultimately to becoming a lender himself. Along the way, Bryce explains how his tech background naturally led him to build systems to solve his own problems, why most lending software misses the mark, and how Lender was born out of pure necessity rather than some grand startup vision.This conversation goes deep into entrepreneurship, resilience, capital raising, lending risk, family sacrifice, and building tools that actually serve real operators. If you’re in real estate, private lending, tech, or trying to build a scalable business without losing your sanity, this episode is packed with real-world insight.Key Talking Points of the Episode00:00 The internal struggle every entrepreneur faces: work vs. family guilt01:16 Introducing Bryce Matheson and his move from Idaho to Arizona02:52 How Bryce and I first connected through private lending04:19 Early entrepreneurial instincts and selling candy as a kid05:21 Starting the “traditional” path: college, tech job, and early rentals06:21 Buying his first house in 2016 and accidentally house hacking07:17 Scaling rentals, then burning out as a landlord07:55 Transitioning into flipping houses—and why they loved it08:38 The flip that went wrong during COVID and lost $50K09:59 The moment Bryce realized: “I need to be the bank”11:05 Moving into private lending with his own capital12:32 Why underwriting is easier when you’ve flipped houses yourself14:21 Seeing operational gaps and naturally building software to fix them15:32 Building and selling an early QuickBooks-style tool17:02 Are entrepreneurs born or built? Bryce’s take18:59 The role of resilience in every successful entrepreneur37:27 Managing loans with phone notes—and why that couldn’t last38:42 Demoing existing lending software and deciding to build his own40:07 Launching Lender as an MVP—and letting customers shape it41:28 Our experience transitioning 60+ active loans into Lender44:26 How customer feedback directly drives product development45:15 Growth strategy, conferences, and expanding the team49:13 Using AI to automate document review and insurance tracking50:14 The future of AI-powered underwriting52:23 How Lender replaces full-time employees and reduces risk53:28 Building trust with investors through systems and safeguardsQuotables“You can’t fail if you don’t quit.”“If I’m going to live in a system all day, it better be built well—and built for real operators.”“Most people underestimate how important underwriting experience is in lending.”“Capital always finds a home if you keep your marketing turned on.”“Every business starts messy. The ones that survive are the ones that build systems.”LinksLender Softwarehttps://lender.com608B Capitalhttps://608bcapital.com
In this solo episode of Burning the Ships, I talk about something that drives nearly every decision I make: the example I’m setting for my kids. This isn’t about parenting hacks, discipline strategies, or telling your kids how to live—it’s about modeling the life you hope they grow into by how you show up every single day.I walk through how my wife and I think about love, gratitude, kindness, health, work ethic, independence, and emotional safety inside our home—and why actions will always matter more than words. From how we treat strangers, to how we handle adversity, to how we take care of our bodies and pursue non-traditional paths, this episode is a reflection on what kids really absorb when they’re watching us closely.If you’re a parent (or planning to be one), this episode will challenge you to take a hard look at whether your behavior aligns with what you’re asking your kids to become.Key Talking Points of the Episode00:00 Why my kids never see me be rude to anyone01:48 Why this is another solo episode to close out the year02:54 JJ’s Joke of the Week03:22 Introducing my kids: Emma (14) and JJ (9)04:22 The reality of parenting: none of us get it exactly right05:15 Why kids model behavior more than they follow instructions05:59 Making our home the safest place on the planet07:06 Modeling emotional safety, vulnerability, and expression07:59 Why “I love you” is said constantly in our house09:36 The long-term impact of growing up in a loving home11:12 Teaching kids that love should be expressed, not withheld12:00 Gratitude as a daily practice, not a concept13:13 Why gratitude protects against a “woe is me” mindset14:49 Avoiding a culture of complaining inside the home16:36 Turning negative situations into positive reframes17:57 Why modeling behavior doesn’t guarantee outcomes—but it increases the odds18:38 Natural traits vs. behaviors I have to work at19:42 Why health and wellness are non-negotiables for me as a dad25:53 The difference between coaching and leading by example27:13 Why my wife models health through constant movement29:23 Changing my own habits so I could set a better example31:09 Modeling healthy eating through moderation, not restriction33:24 Showing kids there’s more than one path in life34:58 Why I want my kids to see both corporate success and entrepreneurship38:53 Modeling generosity, tipping, and respect for service workers40:11 The danger of preaching what you refuse to practice41:20 Why kids follow examples—not expectations42:32 Closing thoughts on intentional parenting and personal accountabilityQuotables“Your kids won’t become what you tell them to be—they’ll become what you show them.”“I don’t preach kindness. I model it.”“If you want your kids to be healthy, loving, and disciplined, you better be those things first.”“Our house is their safest place—and everything starts there.”“You can’t ask your kids to live a life you refuse to live yourself.”Links608B Capitalhttps://608bcapital.com
In this solo episode of Burning the Ships, I’m wrapping up the year with a raw, unfiltered conversation about the single most powerful skill that has shaped my life, my business, and this podcast: consistency. This episode also marks a milestone I didn’t even realize we had hit—200 episodes over two years—and that realization sparked a deeper reflection on why showing up matters more than talent, metrics, or motivation.I talk about why I intentionally avoid obsessing over podcast numbers, rankings, and downloads, how chasing attention early on pulled me off track, and why I ultimately came back to doing this podcast the only way I know how—authentically. From mindset and positivity, to business adversity, fitness, and long-term habits, this episode is about how consistency compounds quietly in the background and eventually changes everything.If you’ve ever struggled with staying the course, felt frustrated by slow progress, or questioned whether showing up really matters when results aren’t immediate—this episode is for you.Key Talking Points of the Episode00:00 The mindset that nothing can ruin my day01:36 Why this is the final episode of 202502:08 JJ’s Joke of the Week03:00 Why I intentionally avoid podcast metrics and rankings05:05 Realizing we quietly crossed 200 episodes06:24 Why chasing numbers can sabotage authenticity07:28 The temptation to chase “big” guests and social media reach09:30 Why I stopped trying to game growth and refocused on being myself11:13 Why I’ve refused outside sponsors (so far)12:22 Why consistency is the most underrated human skill13:53 Skills vs. consistency—and why consistency wins15:21 Obsession, focus, and staying consistent until interest fades16:12 Positivity as a learned, practiced habit18:08 How adversity in childhood shaped my mindset19:46 Why daily problems don’t knock me down anymore20:45 A real-time business challenge—and how I approach it21:55 “Good.” Turning problems into puzzles23:35 Why positivity becomes automatic through repetition24:04 Consistency as the reason this podcast still exists25:05 Beating 99% of podcasts by simply not quitting26:25 How fitness became a daily non-negotiable27:05 Working out every single day since September 1, 202128:11 The compounding effects of health and energy29:07 How consistency masks weaknesses and creates “luck”30:06 Why most people quit right before results show up31:28 Final thoughts on consistency and carrying it into 2026Quotables“Consistency is the number one skill a human being can have.”“Nothing is going to ruin my day—I won’t allow it.”“I don’t win because I’m the best at things. I win because I show up longer than most people.”“Consistency masks all the things I’m not good at.”“You don’t need motivation. You need repetition.”Links608B Capitalhttps://608bcapital.com
In this episode of Burning the Ships, I sit down with Joe Jones—the inventor of the Roomba and one of the most fascinating engineers and thinkers I’ve ever had on the show. Joe’s story isn’t just about robotics; it’s about curiosity, patience, resilience, and spending decades chasing meaningful work without ever obsessing over fame, money, or an “exit.”Joe walks through his journey from growing up in a small rural town, to discovering robots at MIT’s AI Lab, to getting fired for building a robot vacuum cleaner—twice—before finally helping launch what would become one of the most successful consumer robots of all time. We talk about why most ideas are bad, why passion matters more than payoff, why price matters more than technology, and why Joe has never believed in the concept of retirement.This conversation goes far beyond Roomba. It’s about building things that matter, sticking with ideas for years when there’s no guarantee of success, filtering out shiny distractions, and finding work so meaningful you never want to stop doing it.Key Talking Points of the Episode00:00 Joe’s philosophy on ideas: assume they’re bad until proven otherwise01:00 Introducing Joe Jones, inventor of the Roomba02:00 Growing up in rural Missouri with a passion for the future03:30 Discovering robotics at MIT’s AI Lab in the early 1980s05:00 Building the first robot vacuum cleaner as a personal side project08:50 Rebuilding the robot vacuum concept years later—and getting buy-in10:20 Launching Roomba in 2002 and creating the first affordable home robot12:00 Why price—not technology—was the real breakthrough14:30 Managing creativity vs. economics when building products17:30 Why most robotics attempts failed before Roomba succeeded20:00 The importance of leadership that understands creative people29:45 Joe’s contrarian take on humanoid robots and AI hype32:00 Why demos are easy—and real products are brutally hard33:30 Passion, persistence, and working for decades without guaranteed payoff35:30 Why Joe never planned for retirement38:00 Writing Dancing with the Roomba and telling the untold story41:00 The danger of chasing shiny ideas49:00 Advice for parents raising curious, future-focused kids51:00 What Joe wants to build next—and why the work never endsQuotables“Almost all ideas are bad. Your job is to kill them as quickly as possible.”“People don’t want robots. They want clean floors.”“It’s easy to make a demo. It’s incredibly hard to build a product that earns its keep every day.”“I never thought about retirement. I just want to keep doing fun, meaningful work.”“If there’s a cheaper, simpler way to solve the problem than using a robot, that way will win.”LinksJoe Jones – Dancing with the Roombahttps://dancingwiththeroomba.com608B Capitalhttps://608bcapital.com
In this episode of Burning the Ships, I sit down with my business partner and longtime friend, Bill Phillips, for a candid, behind-the-scenes look at what the last year has really been like inside 608B Capital Funding. Bill has been buried deep in the operational trenches—underwriting loans, managing the chaos of fast growth, and keeping the machine running while we’ve scaled from “hoping for one good loan a month” to consistently funding fifteen at a time.We recorded this at the end of 2025, which gave us the perfect chance to reflect on everything: our transition from corporate life, the mindset required to survive those quiet early months, the hockey-stick moments of growth, the pressure of supporting our families through uncertainty, and the honest realities of partnership. If you’ve ever wondered what it actually looks like to leave a stable career, build a business from scratch, raise capital, build systems, hire a team, and keep your sanity—this episode is for you.Key Talking Points of the Episode00:00 Introduction01:13 Welcoming Bill back on the podcast after months behind the scenes01:33 Why Bill has been buried in loan processing for most of 202506:03 Managing the deceiving quiet of the early operational days07:07 What our revenue graph would really look like from day one09:29 Hiring Ted through a military transition program & scaling operations11:33 The realization that inefficiencies were costing time and growth12:16 Brandon joining the team & why it changes everything12:33 The “800 steps a day” problem: grinding so hard you don’t move17:28 Explaining our business model for new listeners: how 608B works18:08 The simple structure: we raise money from investors & lend to flippers20:32 The unseen complexity: legal work, protection, servicing, and underwriting24:40 The difference between having runway and becoming complacent25:21 How family responsibility created healthy pressure to succeed26:22 The fear of giving your kids a better life…and then losing it31:36 Why afternoons/evenings are Jason’s highest-energy work time35:32 Hitting the pause button at $20M in capital to strengthen operations36:31 Making the company more efficient before raising another dollar39:47 Creating a foundation strong enough to scale vertically42:31 Shutting down capital raising even when ego wanted to keep going47:24 Why renewals aren’t part of our growth metric47:52 Dividing the company into two teams: Operations vs. Sales/Marketing48:43 Breaking down KPIs for daily and weekly action52:13 Understanding growth through efficiency, not just more capital53:21 Increasing profitability without raising a single extra dollar54:15 Transitioning into partnerships & why most fail before they begin1:01:00 Leaving corporate life & losing the social environment of coworkersQuotables“Growth is easy—you just keep pouring gas on the fire. But responsible growth? That’s where real business discipline shows up.”“We never once let the thought cross our minds that we might have to go back to work. That belief is what kept us moving.”“Raising capital is great, but raising too much capital too fast will put you out of business.”“Our kids are proud of 608B, and that alone keeps the fire lit every single day.”“Partnerships work when adversity shows you who the other person really is.”Links608B Capitalhttps://608bcapital.com
In this solo episode of Burning the Ships, I’m breaking down one of the most important topics in our business: raising capital. Instead of interviewing a guest this week, I’m pulling back the curtain on how we built 608B Capital Funding from an idea to a $20 million debt fund in under two and a half years—without sales gimmicks, without shortcuts, and without ever losing sight of consistency.I walk through the real story of how we started from zero, why we spent four months preparing before taking in a single investor, and what it really took to build a pipeline that compounds. If you’ve ever wanted to understand how private lending works, how to attract investors, or how to scale a business by simply doing the fundamentals extremely well, this episode gives you the playbook I’ve lived by.Whether you’re in real estate, sales, entrepreneurship, or just trying to level up your consistency and belief, this is a transparent look at how I’ve raised capital, how we’ve grown 608B, and how you can apply these same principles in your own ventures.Key Talking Points of the Episode00:00 Welcome back + why this week is a solo episode00:29 Sponsor reminder: 608B Capital01:13 Why I cut back to one episode per week03:24 What 608B Capital actually does05:23 How Bill and I started the company eight years ago06:39 Leaving our W2 careers & shifting into lending08:00 Bringing on consultant Kelly Garrett and launching the fund09:19 How our lending model works & how investors earn10:03 Why raising capital became my primary role11:09 Taking on our first investor in July 202312:27 Lessons learned from moving from sales to capital raising13:46 Hitting $20M in under 2.5 years14:27 Why I don’t use conventional sales tactics16:12 Belief + genuine passion as the foundation of effective selling17:34 The mattress shopping analogy: selling without passion vs. selling with purpose22:06 The pipeline analogy that changed everything23:50 Why most people fail: inconsistent pipeline activity25:32 Understanding long decision cycles in capital raising27:15 Why our pipeline kept growing even when people weren’t funding yet31:25 The moment of “pipe pressure” when capital began pouring in36:14 Hitting pause to stabilize the business38:49 Tactical day-to-day: how I fill the pipeline41:28 Social media, networking, wearing the brand everywhere44:15 How constant visibility brings daily inbound interest46:01 Why follow-up is the ultimate lever47:59 Lessons from Amanda Compton: follow up until the hard no49:44 How I track every conversation, every touchpoint50:07 The compounding effect of consistency in action52:22 Why this process works for anyone—if they believe in the product53:45 Visualizing the pipeline and knowing every next step54:55 Final thoughts and what’s coming nextQuotables“People don’t invest because you’re slick—they invest because you believe in what you’re doing.”“If your pipeline runs empty, your business runs empty.”“I’ve never had a week—not one—where I didn’t put new people into the pipeline.”“If you’re passionate and consistent, you don’t need sales tactics.”Links608B Capitalhttps://608bcapital.com
DescriptionIn this episode of Burning the Ships, I sit down with my friend and mentor, Mary Hart—retired attorney, real estate investor, and founder of Fair Oaks Funding to talk about private lending, abundance, and legacy. We unpack how Mary went from practicing law to running a zero-foreclosure lending company, why she believes collaboration beats competition, and how she’s helping investors all over the country build true financial freedom.We get into the nuts and bolts of private lending, self-directed IRAs, and raising capital the right way, but we also go deep on purpose—what it means to be “rewired, not retired,” to teach what you’ve learned, and to leave more in people than you leave to them. If you’re serious about real estate investing, wealth building, and doing it all with integrity and empathy, this conversation is going to hit home.Key Talking Points of the Episode00:00 Introduction01:15 JJ’s Joke of the Week02:49 Collaboration over competition: Bringing people together to collaborate04:34 Why collaboration is important to your success07:38 Mary’s backstory: from North Carolina to Alaska to the courtroom10:35 The meaning behind the name “Fair Oaks” and how it ties to her mentor and values 13:15 Why conservative underwriting and doing good deals matter more than doing more deals15:40 How Mary went from a handful of loans to millions in originations 17:55 Debt Funds vs. Equity Funds: What’s the difference?20:45 How 30+ years as an attorney gave Mary an edge in lending 23:55 The danger of over-lawyering deals and overcomplicating documents 25:29 Teaching, self-directed IRAs & learning from Dyches Boddiford27:46 Passion for helping investors use retirement accounts to do deals, lend money, and build wealth 31:05 Mary’s plans for evergreen content: Estate law and lending33:01 AIM Higher Academy: Alternative Investing Movement34:49 The importance of staying in your zone of genius36:04 Rewired, not retired: The difference between working for money and working from purpose 38:15 Shutting down the law practice to focus on passion and spontaneity44:30 Wealth, giving, and redefining legacy48:47 How empathy changes the way you do deals, handle conflict, and build a team50:31 The reminder that everyone is carrying a story you can’t see 53:12 How to get in touch with MaryQuotables“Legacy is less about what you leave to people and more about what you leave in their hearts and in their minds.”“I’m not retired; I’m rewired into doing things I love.”“Private lending, done right, is about creating real win-wins for both the borrower and the investor.” LinksMary Hartmary@fairoaksfunding.com(828) 618 - 4442Fair Oaks Fundinghttps://www.fairoaksfunding.com/608B Capitalhttps://608bcapital.com
In this episode of Burning the Ships, I sit down with my friend and one of the most encouraging humans I know, Chuck Glover—a former school teacher and administrator who didn’t find his true calling in real estate and private lending until his late 60s.Chuck spent decades doing things “the right way”: 27 years in education, a handful of “solid but stagnant” businesses, and a consulting career that never quite broke through. Then, at around 69–70 years old, everything came crashing down. He had mounting debt, dwindling income, and a marriage that ultimately ended in divorce. Chuck found himself at 70 years old with the financial outlook of a 20-year-old and the weight of starting over when most people are winding down.Instead of quitting, Chuck rebuilt from rock bottom to financial freedom using mindset, connection, and a very specific strategy: wrap lending. If you’ve ever told yourself “it’s too late” or “I’ve missed my shot,” this episode is your permission to burn that ship and start writing a new story.Key Talking Points of the Episode00:00 Introduction01:26 Who is Chuck Glover?02:55 JJ’s Joke of the Week03:42 “Five-time loser” & government employee turned educator07:18 A lifetime diet of mindset books (that didn’t fully sink in yet)09:31 Learning that “consultant” often means “unemployed”11:12 Poor financial habits, credit card debt, and income drying up 12:29 70 years old with 20-year-old finances & a collapsing marriage16:28 Depression, COVID, and survival mode18:35 The mindset seeds from decades of reading quietly keeping him from giving up19:35 The book that changed everything: Cashflow Quadrant21:53 Rich Dad seminar & the first step into real estate meetings22:50 The meetup moment: only one private lender in a room of investors24:39 Mentorship over money: lunch with Fred & Marie26:48 The divine appointment: discovering wrap lending29:36 The energy shift when you truly walk the talk instead of just talking it 32:25 Service-first lending philosophy35:18 From survival to significance: speaking, teaching & books39:32 How saying yes to Deal Maker led to multiple speaking invites41:25 Be in the room: the power of saying yes44:20 77 and just getting started: financial freedom & travel46:44 The leverage formula: OPM, relationships, and no excuses50:52 Do more with different, not more with less52:20 From “survival” to the $5,000 millionaire54:07 Abundance over competition & collaboration in lending56:47 What is wrap lending?59:47 How this structure allowed him to get 30–70% returns on his capital in 6–9 month loans 01:01:28 How to connect with Chuck & apply what you just heard01:03:33 Signature lesson: never hold a thought that weakens youQuotables“Never hold a thought that weakens you. Only hold thoughts that strengthen you.”“My definition of networking was finding someone to do something for me.”“I’ve learned that if something scares you and it’s a positive, powerful thing, you do it.”Links608B Capitalhttps://608bcapital.com
In this episode of Burning the Ships, I sit down with Nathan Janocka, a Central Virginia investor who went from nearly losing everything in construction to flipping over 80 properties a year and building a thriving real estate company rooted in discipline, systems, and humility.Nathan shares how he learned to rebuild after early failure, what it really takes to scale a flipping operation, and how he’s using that momentum to move into infill new construction and build-to-rent development. We also dig into the mindset behind sustainable growth—why bigger isn’t always better, how to stay in control as your business expands, and the importance of building something that fits your life, not the other way around.If you’re an investor ready to grow your real estate business without losing balance or burning out, this episode is packed with honest lessons, practical systems, and the real numbers behind building a lasting investing operation.Key Talking Points of the Episode00:00 Introduction01:36 JJ’s Joke of the Week02:45 From construction to entrepreneurship: starting a company in 2010 and failing fast07:19 Leaving the W-2 job and going all in on real estate in 202210:20 How Nathan’s previous project management experience helped his flips12:20 Lessons from early mistakes and the importance of financial systems13:53 Building proper accounting, QuickBooks, and understanding balance sheets15:14 Scaling from a few flips to 15+ active projects while holding a full-time job17:13 Finding deals through realtors, networking groups, and consistent follow-ups21:06 Surviving market shifts and adjusting strategies when margins tighten23:40 The buy-and-hold formula that works: how Nathan decides which rentals to keep25:31 Using cost segregation, depreciation, and long-term planning for tax advantages27:07 Growing 100% year-over-year and setting limits before things spiral30:02 Building a lean but effective team: project managers, subs, and systems32:53 The struggle to delegate and why backend operations matter most36:02 Finding balance: enjoying the business but learning to let go of tasks38:21 Shifting into infill construction and using marketing to source land deals39:02 The power of telling everyone what you’re looking for in real estate41:47 Using reputation, referrals, and relationships to drive deal flow43:05 Building long-term partnerships with realtors and paying full commissions47:04 Setting realistic goals and recognizing that bigger isn’t always better50:20 Learning when to slow down, control growth, and focus on efficiency53:11 The importance of tracking every deal and learning from every miss56:15 Embracing AI and automation to streamline repetitive processes59:50 Where Nathan is operating and what projects are coming down the pipeline Quotables“The more you pull that lever and the harder you pull it, the more stuff just comes at you.”“I failed miserably. I had construction experience, but I didn’t know how to run it as a business.”“You don’t need a hundred different deal sources. You need five good ones and consistency.”Links608B Capitalhttps://608bcapital.com
In this episode of Burning the Ships, I sit down with Lisa Englehart, a powerhouse real estate investor, developer, and mentor from Richmond, Virginia whose story is a masterclass in perseverance, grit, and reinvention.Lisa shares how she went from working in banking to selling REO properties after the 2008 crash, and how one life-changing event with mentor Jim Ingersoll completely transformed her path. Today, she’s known for developing land, building small communities, and helping other investors break through their limiting beliefs.We dive deep into how Lisa sources off-market deals through “driving for dollars,” funds her developments using private money, and balances business with a purpose – creating neighborhoods where families thrive. She also opens up about what it really takes to succeed in real estate investing: learning from failure, finding the right mentors, and remembering that everything is figureoutable.If you’ve ever struggled with burnout, self-doubt, or fear of starting over, Lisa’s journey will inspire you to push through, find your purpose, and bet on yourself no matter where you are in your story.Key Talking Points of the Episode00:00 Introduction01:58 JJ’s Joke of the Week02:46 Lisa’s early years in Richmond and her first steps into real estate05:02 The first land deal that sparked her passion for development06:37 Surviving the 2008 crash and pivoting into REO properties09:28 Meeting mentor Jim Ingersoll and attending her first investor bootcamp10:37 Walking away from burnout and “burning the ships” to go all-in on investing12:48 Lisa’s first flip: learning through mistakes and earning through resilience15:36 Building confidence, using private money, and changing her mindset about borrowing19:07 How Lisa found off-market deals with zero marketing budget21:18 The power of handwritten letters and personal connections in seller outreach24:48 “Find the deal, the money will come”—how this mindset changed everything25:25 Shifting from flips to land development and small community building27:12 How Lisa structures her deals with private money and layered financing33:05 Creating communities, building legacy, and being her buyers’ “neighbor”36:05 Why she avoids red tape and focuses on shovel-ready land with clean zoning39:15 “Everything’s Figureoutable”: turning obstacles into opportunities41:08 The power of mentorship and surrounding yourself with the right people43:57 Networking, relationships, and how Lisa overcame being an introvert49:33 Grit, purpose, and why Lisa will never “retire” from doing what she lovesQuotables“Get a mentor. You’ll get further along if you have somebody to help you—but you have to give back to that person too.”“Everything is figureoutable. I had to learn that if I wanted to stop sitting on the porch watching everyone else succeed.”“You have to show up. Go to the events, go to lunch with people, build relationships—that’s where the power is.”Links608B Capitalhttps://608bcapital.com
In this solo episode of Burning the Ships, I dive deep into the BRRRR strategy for real estate investing—the exact method my business partner, Bill Phillips, and I used to build a profitable rental portfolio, create long-term wealth, and eventually leave our W-2 jobs behind.I walk you through each stage of the BRRRR method—Buy, Rehab, Rent, Refinance, and Repeat—the proven framework popularized by BiggerPockets investors Brandon Turner and David Greene. You’ll learn how we applied this strategy to scale from single-family rentals to multifamily properties, all while building equity, cash flow, and financial independence.But this episode isn’t just about numbers, it’s about mindset and grit. I share the story of how one podcast episode sparked my journey toward financial freedom, why mental toughness is the real secret weapon of successful investors, and how anyone from new investors to experienced flippers can master the BRRRR strategy to build generational wealth through real estate.If you’re ready to grow your rental portfolio, learn how to leverage the BRRRR method for passive income, and gain the confidence to take control of your financial future, this episode is your step-by-step roadmap to financial freedom through real estate investing.Key Talking Points of the Episode00:00 Introduction01:05 How the BRRRR strategy became the foundation of Jason and Bill’s portfolio02:15 A story of grit: Jason’s mom’s birthday gift and how it set the tone for the episode05:33 JJ’s Joke of the Week06:27 The origins of the BRRRR strategy08:05 Breaking down the BRRRR acronym: Buy, Rehab, Rent, Refinance, Repeat11:18 How one podcast changed Jason’s mindset on wealth and financial independence15:07 Discovering financial independence and mapping out an early retirement plan19:27 Finding the BRRRR strategy through BiggerPockets and realizing the path to true freedom21:26 The math behind early BRRRR deals and building to 100 rental units24:22 The reality of cash flow: why it’s not as simple as it sounds27:52 Long-term wealth through principal paydown, appreciation, and tax advantages30:33 Knowing your numbers: why ARV, rehab costs, and refinance terms matter32:53 Common mistakes in the BRRRR process and how to protect your capital34:37 How to make BRRRR work in today’s market, even with higher interest rates37:38 Scaling responsibly: Building lender relationships and finding the right deals40:41 Educating yourself on the strategy and resources to execute your own deals45:04 Why persistence and resilience matter more than perfection46:27 How to develop grit through discomfort and daily discipline47:38 The “small wins” that rewire your mind to embrace hard things52:36 Developing grit and being intentional about taking actionQuotables“Equity looks great on paper, but it doesn’t pay the light bill.”“You don’t need to be born gritty. You can decide to become gritty.”“If everything stopped tomorrow, I could start over and build it all again using BRRRR.”Links608B Capitalhttps://608bcapital.com
In this episode of Burning the Ships, I sit down with Leah Coleman, a powerhouse realtor, investor, and connector from Richmond, Virginia, who’s redefining what it means to build wealth and resilience, one relationship and one property at a time.Leah’s story spans decades of transformation: from working in finance and retail management to mastering wholesaling in her 20s, navigating the 2008 crash, and reinventing herself as a realtor and investor in a shifting market. She shares her lessons on grit, recalibration, and leading with faith even when life forces you to pivot.We talk about how she’s learned to balance being a single mom and entrepreneur, the power of time-blocking and hiring help, and her philosophy of “biting off more than you can chew—and figuring out how to chew it.” Leah also introduces her newest project, Brick by Brick, a TV and podcast show highlighting local entrepreneurs, investors, and community leaders making waves in Richmond.If you’re navigating transition, burnout, or self-doubt, Leah’s journey will remind you that your capacity grows in the stretch and that the recalibration seasons often bring the biggest breakthroughs.Key Talking Points of the Episode00:00 Introduction01:27 Who is Leah Coleman?03:47 JJ’s Joke of the Week05:16 Reconnecting with your own story: How revisiting her journey re-inspired Leah during challenging market cycles06:33 Early career in banking and retail management: Learning leadership, sales, and systems11:30 The crash of 2008–2009: What happens when your buyers vanish overnight and how to pivot fast14:21 Meeting mentors Jim and Rhonda Ingersoll, Daniel Clayman, and learning through community16:50 Restarting her business after marriage challenges: Buying five properties in her first three months back in 201818:07 The impact of building your network and nurturing the right relationships23:05 Hard work over luck: Why “beginner’s luck” is really the product of consistency and showing up24:30 “Bite off more than you can chew”: Leah’s bold approach to growth and the lessons behind the chaos32:42 Managing burnout and mental recalibration: how to build capacity for disappointment and still move forward35:08 Rebuilding after loss: Navigating single motherhood, rebuilding a portfolio, and trusting divine timing36:40 “Delays equal dollars”: The powerful mindset shift that turned setbacks into profits40:30 Balancing motherhood and entrepreneurship: The reality of being a woman in a male-dominated space42:09 Time-blocking, hiring help, and redefining success: how a $1,680/month nanny changed everything48:06 Introducing Brick by Brick: Leah’s new show celebrating Richmond’s entrepreneurs and creatives53:20 Giving first, serving others, and leading with connection over extraction when networking55:02 How to get in touch with Leah and her team58:58 How investors can use AI technology to evaluate and optimize assetsQuotables“Sometimes you just have to have hard conversations and develop the capacity to disappoint others and yourself when things don’t go the way you planned.”“Bite off more than you can chew—and figure out how to chew it.”“Delays equal dollars. Every setback is just divine timing in disguise.”LinksLeah Colemanhttps://www.instagram.com/leahreneecolemanleahcolemanglobal@gmail.com(804) 484-2018608B Capitalhttps://www.608bcapital.com
In this episode of Burning the Ships, I sit down with Kyle Doriety, a South Carolina investor who just did what most people only dream about: quit his job after 11 years to go all-in on entrepreneurship.Kyle’s journey started on a family farm, where he learned the value of hard work from his parents and grandparents. He spent more than a decade in a secure, well-paying corporate job before deciding that comfort wasn’t the same as calling. What started as a single rental property turned into a growing real estate portfolio, multiple business ventures, including ice vending machines and ice delivery services and, most importantly, the freedom to work for himself.We talk about what it really takes to walk away from the W-2 world, how faith and persistence played a role in his journey, and the power of having a supportive spouse who believes in your vision even before the results show up.If you’ve ever thought about burning the ships yourself, this episode is a playbook in courage, resourcefulness, and grit.Key Talking Points of the Episode00:00 Introduction03:10 Leaving the corporate world: Kyle’s last day at his job and how it really felt05:10 Growing up on a South Carolina farm and learning the value of hard work08:04 How early independence and a “contrarian” spirit led to entrepreneurship10:01 The moment he realized a 9-to-5 wasn’t his path13:35 Hitting career milestones but feeling unfulfilled and recognizing when “success” isn’t enough17:23 The turning point: deciding to take control of his future through real estate18:50 The power of a supportive spouse and why belief matters more than money23:10 Building confidence through evidence24:37 $15K saved, $5K in renovations: lessons learned from the first deal27:22 Leveraging a 401(k) withdrawal to invest in passive income assets28:02 The ice vending business: turning a simple idea into steady cash flow30:12 Scaling through innovation: adding credit card readers and ice delivery33:11 Finding a niche in construction and industrial ice delivery36:11 Balancing marriage, a full-time job, and side hustles without burning out41:35 Fix-and-flip vs. buy-and-hold strategy: how Kyle structures his business today44:20 Understanding buy boxes, market focus, and why he’s targeting small multifamily46:44 Long-term vision: freedom, travel, and the dream of owning a Cirrus SR22 airplane51:13 How family values and hard work shaped Kyle’s resilience56:53 The mindset of constant improvement and never “arriving”59:01 Mentorship and masterminds: how surrounding yourself with the right people changes everythingQuotables“You just got to be persistent. You got to keep going. You got to have faith. I don’t know how people do it without faith.”“My wife’s got more confidence in me than I do. She told me for years, ‘Kyle, quit your job. I don’t care. I know you’ll figure it out.’”“Grit built my business, but faith sustains it.”Links608B Capitalhttps://608bcapital.com
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