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Multifamily Insights

Author: John Casmon

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Each week, John Casmon speaks with real estate pros and marketing specialists to provide useful tips for multifamily investing. Listen and learn insights for market research, finding deals, attracting capital, and growing your portfolio.
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Kolaiah “Fuzzy” Jardine is a real estate developer, author, and co-founder of Hui Mastermind, a Hawaii-based community focused on empowering Native Hawaiians to build generational wealth. His journey took him from serving time in federal prison to creating a multimillion-dollar real estate portfolio and developing affordable housing for local families. As the author of Priced Out of Paradise, Fuzzy is on a mission to teach others how to invest “the Pono way”—with integrity, community, and purpose.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Fuzzy’s transformation from prison to property developer shows the power of mindset and purpose. “The crab in a bucket” mentality, surrounding yourself with the wrong people, keeps you stuck. Taking bold, decisive action (even when broke) can change your trajectory. Investing education is priceless when you’re ready to implement it. “The Pono Way” means people before profit—help others first, and wealth follows.     Topics From Prison to Property Developer Fuzzy grew up in Oahu’s multigenerational households, surrounded by love but also by poverty and addiction. After a prison sentence for drug-related charges, he discovered real estate through a white-collar inmate who taught classes on investing. Determined to change his life, Fuzzy came out of prison with a new mindset and a mission. Finding Purpose and Building Mindset Initial jobs included window washing, surfing instruction, and valet parking—three jobs just to survive in Hawaii. Realized hard work alone wasn’t enough; financial education was key. Discovered Rich Dad Poor Dad and began pursuing real estate investing as a way to create generational wealth. The Turning Point: Fortune Builders While preparing to become a pilot, he heard a radio ad for a real estate training event and pivoted immediately. Borrowed $20K through a native Hawaiian loan and maxed out credit cards to join the program. His conviction came from being “sick and tired of working three jobs” and seeing his parents face foreclosure. Worked for free to gain hands-on experience and eventually became the go-to construction and development partner for other investors. Building Affordable Homes and a Legacy Now leading 60+ projects focused on affordable housing on Hawaii’s Big Island. Emphasizes integrity and “The Pono Way”: helping families in distress before thinking of profits. Sees real estate as a means to restore opportunity for locals priced out of their own communities.     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Kolaiah up for success: Going to prison—being forced to reevaluate his life gave him clarity and purpose. Digital or mobile resource: TruePeopleSearch.com. Great for finding owners of distressed properties to connect directly. Book recommendation: Rich Dad Poor Dad by Robert Kiyosaki. Daily habit: Prayer, expressing gratitude daily for where he is and the opportunities ahead. #1 insight for building generational wealth: Dial in your “why.” Once you know it, nothing can stop you from achieving success. Favorite restaurant in Honolulu, HI: Zippy’s.     Next Steps Get Fuzzy’s book Priced Out of Paradise on Amazon.com Visit fuzzyjardine.com to learn about his projects and mentorship opportunities Follow him on Instagram for real estate education and community impact stories     Thank you for joining us for another great episode! If you’re enjoying the show, please LEAVE A RATING OR REVIEW, and be sure to hit that subscribe button so you do not miss an episode.
In this week’s solo episode, John Casmon steps away from guest interviews to share hard-earned lessons from his own investing journey. After returning to Chicago to speak at the Chicago Multifamily Club—a group he co-founded years ago—John reflects on the recurring questions he heard from investors eager to scale. Drawing on his personal experience building a portfolio from the ground up, he outlines the four pillars that every multifamily investor needs to master: clarity, relationships, process, and resilience.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Clarity creates direction—understand your “why” before chasing numbers or vanity metrics. Building relationships (“Who not How”) is the key to growth—find mentors, partners, and communities. Follow a proven process instead of trying to reinvent the wheel. Resilience and resourcefulness matter more than experience—problems are inevitable but solvable. Scaling isn’t about doing more work—it’s about building the right team to achieve freedom.     Topics The Chicago Multifamily Club Origin Story John co-founded the club in 2015 after attending too many unproductive meetups. Wanted to create an event that truly helped investors learn how to scale portfolios. Returning to speak at the same event years later was a full-circle moment of growth. 1. Get Clarity Understand why you want financial freedom, not just arbitrary goals like “100 doors.” Real success comes from knowing what your investments are solving for—security, time, or impact. Clarity fuels motivation when challenges arise. 2. Identify Your “Who’s” Networking consistency led John to relationships that shaped his trajectory. Relationships create shortcuts that experience alone cannot. 3. Follow a Proven Process Instead of guessing, John invested in mentorship to learn syndication and scale faster. First syndication: a 192-unit deal in San Antonio with partners from his coaching network. Proven processes eliminate guesswork and create predictable results. 4. Be Resilient and Resourceful Real estate is full of surprises: contractors stealing, investors asking tough questions, and deals going sideways. Resourcefulness—not resources—separates those who thrive from those who quit. Learn from setbacks and keep moving forward.     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Next Steps Join John’s investor community at casmoncapital.com Learn more about coaching and the Apartment Investing Mastermind at casmoncapital.com/coaching     Thank you for joining us for another great episode! If you’re enjoying the show, please LEAVE A RATING OR REVIEW, and be sure to hit that subscribe button so you do not miss an episode.
Derek Dombeck is a seasoned real estate investor, national speaker, and international bestselling author who has navigated the ups and downs of real estate since 2003. Known for his expertise in creative deal structuring, private lending, and relationship-based investing, Derek has completed thousands of transactions while helping investors gain control over their financial futures. Today, he leads Generational Wealth, where he teaches others how to build lasting legacies through intentional business and personal vision.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Learn to operate without banks by mastering creative deal structures and private lending. Building relationships—not relying on institutions—provides flexibility and resilience in any market. Investors must prioritize communication and integrity to maintain trust with lenders and partners. Success is rooted in having a clear vision for life first, and building business strategies around that. Control and freedom come from understanding “why” you want wealth, not just “how” to achieve it.     Topics From Losing Everything to Creative Control Derek started in the early 2000s with bank financing but lost nearly everything in the 2008 crash. Learned to rebuild through creative financing and raising private capital instead of relying on institutions. Founded a private lending business averaging 20–25 loans per month, lending over $3 million monthly. Why Relationships Beat Banks Institutional lending is transactional—private lending is relational. Investors who communicate transparently with private lenders can work through tough times and maintain trust. Reputation and reliability are worth more than a few basis points in interest savings. Raising Private Capital Raised over $25 million by building genuine connections and paying investors before himself. Early mistake: not developing a network soon enough. Now teaches investors to focus on building long-term trust and a solid track record. Creating a Vision-Led Life Entrepreneurs often trade a 9-to-5 job for a “5-to-9” grind—without defining what they actually want. Derek emphasizes creating a written life vision first, then building a business to support it. The question isn’t how much money you want, but why you want it—and how it supports the life you envision. Rethinking Goals and Ownership Many chase status symbols (like beach houses or luxury cars) without questioning their purpose. Derek explains how experiences can be enjoyed today without waiting decades—like renting a dream home instead of owning it. True wealth is freedom to live intentionally, not accumulation of “stuff.”     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Derek up for success: Not building a network early in his career—learning that relationships are the foundation of longevity. Digital or mobile resource: ChatGPT and GoHighLevel CRM, used together to automate lead management and client communication. Book recommendation: Pitch Anything and Flip the Script by Oren Klaff. Daily habit: Quiet time at 5:30 a.m. to reset, reflect, and start each day with focus and calm. #1 insight for building a strong network: Meet new people daily—whether at events or local REIAs—and prioritize face-to-face relationships.     Next Steps Visit DerekDombeck.com to explore resources, podcasts, and his books Next Level Your Life and The Transformational Journey.     Thank you for joining us for another great episode! If you’re enjoying the show, please LEAVE A RATING OR REVIEW, and be sure to hit that subscribe button so you do not miss an episode.
Chris Zona is a litigation partner at Mandelbaum Barrett, practicing primarily out of New York City. With nearly 100 trials under his belt, Chris helps investors and businesses turn legal conflict into capital. By leveraging litigation, non-performing loans, and distressed assets, he shows multifamily and commercial real estate investors how to uncover hidden opportunities and generate outsized returns.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Litigation doesn’t have to be a cost center—it can be a source of investment opportunities. Non-performing loans (NPLs) often sell at steep discounts, creating entry points below market value. Attorneys can help investors navigate complex foreclosure timelines and risks. Judicial vs. non-judicial foreclosure states dramatically change the investment timeline. Building strong banking and attorney relationships is essential to sourcing and executing distressed note deals.     Topics Turning Conflict into Capital How Chris reframes litigation as a tool to unlock hidden opportunities. Why distressed debt and litigation finance are increasingly relevant in today’s market. Understanding Non-Performing Loans NPLs often sell at 60–80% of face value, providing opportunities for investors. Secondary markets create deal flow as banks offload risky assets to redeploy capital. The Role of Litigation Attorneys Advising investors on jurisdictional risks, foreclosure timelines, and strategy. Using the threat of litigation to negotiate favorable outcomes without always going to trial. Judicial vs. Non-Judicial States Judicial foreclosures require lawsuits, trials, and long timelines. Non-judicial foreclosures are statutory, faster, and less litigious. Investors must factor timelines into their portfolio strategies. Market Conditions for Distressed Assets Rising interest rates and tighter bank policies have increased the number of NPLs. Why the next 3–5 years may provide significant opportunity for note investors.     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Chris up for success: Missing his D1 football dream taught him resilience and focus, which later fueled his legal career. Digital or mobile resource: ChatGPT and Microsoft Copilot, useful for categorizing thoughts and research preparation. Book recommendation: The Mitch Rapp thriller series by Vince Flynn and Prey series by John Sandford. Daily habit: Morning workouts—cardio and lifting—before tackling the day’s work. #1 insight for investing in NPLs: Be realistic, know your portfolio, patience level, and ability to handle long timelines. Favorite restaurant in Stamford, CT: Towne Parlor.     Next Steps Learn more at Mandelbaum Barrett Connect with Chris on LinkedIn  Explore how litigation strategies can complement your real estate portfolio     Thank you for joining us for another great episode! If you’re enjoying the show, please LEAVE A RATING OR REVIEW, and be sure to hit that subscribe button so you do not miss an episode.
Loral Langemeier is a six-time New York Times bestselling author, world-renowned financial expert, and founder of Integrated Wealth Systems. With over 20 years of experience, she has mentored thousands of entrepreneurs and investors, built multimillion-dollar companies, and partnered with legends like Bob Proctor and Robert Kiyosaki. Known as “The Millionaire Maker,” Loral specializes in teaching people how to sequence their wealth and create financial independence through real estate, business, and smart investing strategies.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Sequencing your wealth: doing the right thing at the right time. The importance of mentors and surrounding yourself with the right team. Why databases and consistent communication are critical assets for raising capital. Real estate investors often make mistakes by chasing deals without having capital and credit lined up. Debt can be a powerful tool—being in “good debt” is essential to scale quickly.     Topics From Farm Life to Financial Expert Grew up in Nebraska, discovered Think and Grow Rich early, and hired Bob Proctor at 21. Transitioned from exercise physiologist at Chevron to working with the Rich Dad team as master distributor of the Cashflow game. Building Wealth Through Sequencing Success comes from taking the right steps in the right order—structure before deals. Real estate investors fail when they do the right things at the wrong time. The Power of Mentorship and Team Mentors open doors, but you must provide value and take action. Success is built with a strong, trusted team—not by going solo. Raising Millions Through Databases Used her database of 18,000 people to raise $16M for projects in Oklahoma. Consistent communication and investor education are essential for long-term success. Debt as a Wealth Tool Don’t fear debt—leverage it wisely for higher returns. Millionaires use “good debt” to accelerate wealth, not avoid it.     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Loral up for success: Breaking her own rules by skipping team members or systems—learned the importance of never cutting corners. Digital or mobile resource: iFlip — an AI-driven stock trading app that automatically manages entries and exits. Book recommendation: Think and Grow Rich by Napoleon Hill and The Road Less Stupid by Keith Cunningham. Daily habit: Living her values—starting the day with God, prayer, and health routines. #1 insight for building wealth: Want it with every part of your DNA—persistence, determination, and surrounding yourself with the right team. Favorite restaurant in Genoa, NV: The Pink House.     Next Steps Download free resources and connect with Loral at askloral.com/podcast Explore Integrated Wealth Systems for guidance on sequencing and wealth-building strategies     Thank you for joining us for another great episode! If you’re enjoying the show, please LEAVE A RATING OR REVIEW, and be sure to hit that subscribe button so you do not miss an episode.
Nathan Schiess is a personal branding strategist and marketing expert who helps real estate professionals build authority, create visibility, and attract aligned relationships through strategic content. With a background in psychology, personal development, and real estate investing, Nathan blends storytelling and strategy to position his clients as trusted leaders in the industry.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways A personal brand is not vanity — it’s a system for communicating credibility to investors. Social media should be treated as a business tool, not a personal diary. High-net-worth individuals invest in people they trust, not just in advertised returns. You don’t need tens of thousands of followers — a small, targeted audience can raise millions. Content should focus on solving your ideal client’s problems, not showcasing yourself.     Topics From Investor to Branding Expert Nathan built a 40-unit portfolio before transitioning to focus on branding. Learned the importance of documenting and marketing expertise after losing everything in a divorce. Why Personal Branding Matters Without a brand, every investor interaction requires retelling your story. A curated online presence creates confidence and trust before the first meeting. Overcoming Objections to Social Media Branding isn’t about you — it’s about your Ideal Client Profile (ICP). Being shy or reluctant isn’t an excuse if your goals require visibility. Branding can be outsourced like any other business function. Content That Builds Trust Define your ICP clearly and tailor content to their problems, questions, roadblocks, and desired results. Consistency and clarity build authority over time. Followers who won’t invest aren’t your audience — focus only on those who will. Monetizing Without Vanity Metrics 1,000 quality followers can generate six figures in deal flow. Followers must know exactly how to work with you — clear calls to action are essential. Avoid content that entertains without converting.     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Nathan up for success: Having to liquidate his 40-unit portfolio without proof of his accomplishments led him to build a branding agency. Digital or mobile resource: The One Page Marketing Plan by Allan Dib. Book recommendation: No More Mr. Nice Guy by Dr. Robert Glover. Daily habit: Daily exercise to strengthen the body and sharpen the mind. #1 insight for building a personal brand: Get clear on what you want, clarity drives strategy. Favorite restaurant in Salt Lake City, UT: R&R Barbecue.     Next Steps Connect with Nathan on LinkedIn or Facebook. Explore how personal branding can accelerate capital raising and investor trust.     Thank you for joining us for another great episode! If you’re enjoying the show, please LEAVE A RATING OR REVIEW, and be sure to hit that subscribe button so you do not miss an episode.  
Ben Michel is the founder and principal of Ridgeview Property Group, a real estate investment firm focused on value-add multifamily properties in the Twin Cities. After a decade as a multifamily broker, Ben transitioned into investing during the pandemic and has since grown Ridgeview’s portfolio to $25 million in assets. He specializes in heavy-lift renovations using construction debt, transforming underperforming properties into long-term holds that generate stable returns.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways A decade as a broker provided Ben with credibility and deal-analysis skills that investors trusted. Raising capital requires confidence, credibility, and broad connections—not just a handful of close contacts. Expanding his outreach from 50 contacts to thousands transformed his ability to raise funds. Coaching and mentorship were critical for learning construction loans, renovations, and repositioning strategies. Long-term success depends on planning for market cycles with reserves, staggered debt maturities, and strong operations.     Topics From Broker to Investor Ten years as a multifamily broker built experience analyzing deals and observing operators. First investment came from converting a failed listing into a purchase with an investor partner during Covid. Early Capital Raising Lessons First deal funded by a single $1 million investor—a stroke of luck. Learned the hard way that a tiny investor list made future raises difficult. Expanded his outreach by adding thousands of past contacts to his newsletter, enabling a $2.2M raise. Mentorship and Scaling Immediately hired a mentor to learn construction debt, repositioning, and property branding. Shifted from “softball” deals to larger renovations requiring professional systems. Twin Cities Market Strategy Avoids restrictive areas like St. Paul (rent control) and focuses on stable suburbs. Considered Nashville and Bentonville but doubled down locally due to his network and knowledge. Value-Add Execution Renovates 1960s–70s properties with $18–25K per-unit budgets. Upgrades include flooring, cabinets, granite, stainless appliances, dishwashers, and modern lighting. Strategy creates long-term, easier-to-manage assets with better tenant profiles.     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Ben up for success: Jumping into his first duplex without guidance or capital taught him the value of mentorship. Digital or mobile resource: X (formerly Twitter) — bookmarking threads from operators sharing multifamily insights. Book recommendation: Elon Musk by Walter Isaacson. Daily habit: Visualizing goals, from office setup to portfolio growth, to drive daily focus. #1 insight for scaling a multifamily portfolio: Market cycles are inevitable—plan ahead with reserves and staggered debt maturities. Favorite restaurant in Minneapolis, MN: World Street Kitchen.     Next Steps Connect with Ben on LinkedIn Subscribe to his newsletter for multifamily updates and deal insights     Thank you for joining us for another great episode! If you’re enjoying the show, please LEAVE A RATING OR REVIEW, and be sure to hit that subscribe button so you do not miss an episode.
Nicole Handy is a chemical engineer turned real estate powerhouse and co-owner of Braden Real Estate Group. After more than a decade in corporate America, she transitioned into full-time real estate, where she has become one of Houston’s top-producing agents. Today she leads a brokerage of 75 agents across Houston and Dallas while investing in residential and commercial real estate, building generational wealth, and mentoring the next wave of agents.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Nicole leveraged her corporate income to build her real estate business before transitioning full-time. Real estate investing runs deep in her family, shaping her views on generational wealth and long-term ownership. Building a personal brand through consistency and education has helped her stand out in a competitive market. Even during downturns, she has achieved her best years by focusing on adding value and solving client needs. Scaling from agent to brokerage owner requires documented systems and processes.     Topics From Corporate Engineer to Real Estate Entrepreneur Nicole’s early real estate exposure through her grandparents’ investments. Buying her first property out of college and realizing the power of appreciation. Using corporate income as a foundation before leaving to grow her brokerage. Building a Personal Brand Established her presence through consistent education and social media. Focused on being the most valuable resource to her audience, not just following trends. Braden Real Estate Group is rooted in excellence, values, and polished presentation. Navigating Market Shifts 62% of agents may have exited in 2023, but Nicole had her best year. Positioned herself as a trusted expert during slower markets. Duplexes in Houston are currently trading at discounts, providing investor opportunities. Giving Back Through Nonprofits Active supporter of Move-In Day Mafia, a nonprofit helping foster children transition into college. Provides dorm essentials, monthly care packages, and mentorship to set students up for success.     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Nicole up for success: Nearly losing her brokerage early on due to poor business management—saved by hiring coaches. Digital or mobile resource: AI tools — using ChatGPT to build strategies, processes, and systems. Book recommendation: How to Win Friends and Influence People by Dale Carnegie. Daily habit: Wakes up at 4:30 a.m. to clear emails, follow-ups, and priorities before the day begins. #1 insight for scaling a brokerage: Document every process so that new team members can execute flawlessly. Favorite restaurant in Houston, TX: Pappadeaux.     Next Steps Connect with Nicole on Instagram: @mrsnikkihandy Learn more about Braden Real Estate Group in Houston and Dallas     Thank you for joining us for another great episode! If you’re enjoying the show, please LEAVE A RATING OR REVIEW, and be sure to hit that subscribe button so you do not miss an episode.  
K Trevor Thompson is a real estate investor and active syndicator based in Austin, Texas. After a long career in attractions and entertainment—including Ripley’s Believe It or Not!, Guinness World Records, and iFly Indoor Skydiving—he transitioned into multifamily real estate in 2018. Since then, Trevor has invested in 34 syndications (20 as a limited partner and 14 as a general partner) and is on a mission to help 100,000 people invest in commercial real estate to achieve financial independence.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Why starting as a limited partner (LP) can provide invaluable perspective before becoming a general partner (GP). How transparency and communication from operators builds trust—and what happens when it doesn’t. Lessons Trevor learned from losing $75,000 on his first GP deal. The importance of vetting the “who” in syndications, not just the numbers. Why compounding is critical: leverage makes you money, but compounding makes you wealthy.     Topics From Attractions to Real Estate Spent decades in the attractions industry before entering real estate. Always wanted to invest but mistakenly thought commercial real estate was only for millionaires. Starting as a Passive Investor Began as an LP while working full-time and traveling extensively. Learned what investors value most: responsiveness, transparency, and consistent communication. Lessons from Early Deals Experienced the downside of poor operator communication during a property fire. Gained conviction that the operator’s character and competence are more important than deal marketing. Transition to GP Moved into the GP role after running out of personal capital. Lost $75,000 on his first GP deal, a setback that taught him discipline and risk awareness. Found traction by joining Massive Capital and leveraging the power of a strong, diverse team. The Importance of the “Who” Syndications succeed or fail based on the people leading them. Trevor emphasizes building partnerships with operators who think long-term and act with integrity.     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Trevor up for success: Losing $75,000 on his first GP deal forced him to double down on diligence and secure partnerships. Digital or mobile resource: Social media platforms — his main tool for networking, learning, and sharing opportunities. Book recommendation: 10X Rule and Be Obsessed or Be Average by Grant Cardone. Daily habit: Morning fitness while listening to audiobooks to sharpen both body and mind. #1 insight for multifamily investing: “People don’t care what you know until they know you care.” Favorite restaurant in Austin, TX: North Italia.     Next Steps Connect with Trevor on LinkedIn to follow his investing journey. Explore opportunities with Massive Capital. Start as a passive investor to learn the ropes before transitioning to active syndication.     Thank you for joining us for another great episode! If you’re enjoying the show, please LEAVE A RATING OR REVIEW, and be sure to hit that subscribe button so you do not miss an episode.
Ryan Sudeck is the CEO of Sage Investment Group, where he leads a team focused on addressing the affordable housing crisis through hotel-to-apartment conversions. With a background in mergers and acquisitions at Amazon, Samsung, and Redfin, Ryan has overseen more than 24 successful adaptive reuse projects nationwide. Under his leadership, Sage operates an evergreen fund with over 400 investors, creating high-quality, naturally affordable housing at scale.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Hotels are valued differently than apartments, creating a 40%+ value lift when converted to residential use. Sage Investment Group has completed 24 hotel-to-apartment conversions across six states, with 100–200 units per property. Units are typically 300-square-foot studios with full kitchens and modern amenities. Strong diligence on entitlements, construction, and lease-up is critical for success. Patience in acquisitions—sometimes two years per deal—is key to meeting return thresholds.     Topics From M&A to Affordable Housing Ryan’s career in corporate acquisitions prepared him to lead Sage. Joined as CEO to scale a mission-driven approach to solving the housing shortage. Why Hotel Conversions Work Hotels trade at higher cap rates than apartments, creating built-in arbitrage. Conversion costs average $100K per unit—about half the replacement cost of new builds. Final product: fully renovated studios with fitness centers, coworking, and community amenities. Execution Risks and Lessons Learned Entitlements: converting from commercial to residential requires local approvals. Construction: inspections, sewer scopes, and cutting open walls before purchase to avoid surprises. Lease-up: conservative rent assumptions and regional property managers ensure stabilized occupancy. Capital Stack and Returns Evergreen fund supplies 25–35% of equity alongside LPs. Senior debt from community banks or private debt funds covers 60–75%. Renovation costs run $35K–$45K per unit; recent refis have returned significant equity. Why Not Ground-Up or Value-Add? Ground-up costs 2x more per unit and faces supply delays. Value-add multifamily is overpriced with thin margins post-2021. Conversions provide stronger risk-adjusted returns.     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Ryan up for success: Holding on to tasks too long instead of delegating, learning that hiring the right people unlocks scale. Digital or mobile resource: Superhuman (email client), OpenSpace AI for construction tracking, and Athena for executive support. Book recommendation: Buy Back Your Time by Dan Martell. Daily habit: Starting each morning with a Kanban board review of personal, professional, and delegated tasks. #1 insight for commercial real estate conversions: Basis is everything. Be patient, buy right, and don’t compromise on return thresholds. Favorite restaurant in Seattle, WA: Mbar.     Next Steps Learn more at sageinvestment.com Explore opportunities to invest through Sage’s evergreen fund Follow Ryan and his team’s projects to see how adaptive reuse can scale affordable housing     Thank you for joining us for another great episode! If you’re enjoying the show, please LEAVE A RATING OR REVIEW, and be sure to hit that subscribe button so you do not miss an episode.
Pascal Wagner is a former venture capitalist turned real estate investor who has built a $250,000 annual passive income portfolio through over 30 investments. As a VC at Techstars, he deployed $150 million into 300 companies, where he learned how top institutions analyze deals and manage risk. Today, he applies that same institutional approach to passive real estate investing while coaching others to invest with clarity and confidence.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Most passive investors make the mistake of analyzing deals in isolation instead of starting with a clear investment thesis. Institutional investors use a scientific method—macro themes first, then micro criteria, then deal selection. Diversification is essential: Pascal built co-living homes in Atlanta but realized his mom’s retirement couldn’t rest on one asset class or city. Following institutional or family office investors can provide a safer entry point for LPs. Separate your “cash flow bucket” from your “equity growth bucket” to align investments with goals.     Topics From Techstars to Real Estate Built early wealth through co-living rentals before joining Techstars as an investor. Learned institutional-level due diligence by reviewing thousands of deals. After his father’s passing, managed his mother’s retirement income and shifted focus to reliable passive strategies. How Institutions Invest Define a thesis first, then filter deals that fit. See hundreds of opportunities before investing in a few. Don’t chase returns—find inevitable long-term trends and align investments accordingly. Developing Guardrails for LP Investing Criteria like vintage, roof types, and market selection come from experience and costly lessons. Partnering with operators who have already learned those lessons is critical. Institutional investors demand reporting, audits, and controls—retail investors can “follow” their lead. Buckets of Cash Flow vs. Equity Growth Co-living homes and private credit provide stable cash flow. High-risk equities (tech stocks, crypto) are placed in long-term equity growth buckets. Structured his mother’s long-term holdings for inheritance tax advantages while using his own portfolio for near-term cash needs.     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Pascal up for success: Investing in Jamba Juice stock as a teenager and losing most of his savings, pushing him to become a smarter, disciplined investor. Digital or mobile resource: Passive Investing Starter Kit, a free weekly email with curated deal flow. Book recommendation: Atomic Habits by James Clear. Daily habit: Planning his day the night before. #1 insight for building a passive income portfolio: Find someone who is already doing it, and learn from them. Favorite restaurant in Miami, FL: Shiso.     Next Steps Download the Passive Investing Starter Kit to access Pascal’s curated deal flow. Connect with Pascal on LinkedIn. Listen to him Thursdays on The Best Ever CRE Show.     Thank you for joining us for another great episode! If you’re enjoying the show, please LEAVE A RATING OR REVIEW, and be sure to hit that subscribe button so you do not miss an episode.
Michael Gifford is the CEO and co-founder of Splitero, a financial technology company helping homeowners unlock home equity without adding more debt or monthly payments. A longtime real estate investor and licensed broker, Michael has flipped hundreds of properties across the West Coast and now focuses on scalable solutions that solve the challenges of trapped equity for homeowners and investors alike.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Splitero provides homeowners cash upfront—up to $500K—without monthly payments. Instead of debt, the product shares in a portion of the home’s future value. Qualification is simple: as low as a 500 FICO and minimal documentation. Investors can also benefit by unlocking equity from investment properties without disturbing low-rate mortgages. Consumer protection and transparency are central to making the product accessible and trustworthy.     Topics From Fix-and-Flip to FinTech Michael started in 2009 buying foreclosures, scaling to 100+ transactions a year from San Diego to Seattle. Realized fix-and-flip was not scalable due to construction demands. Shifted focus to lending and eventually to building Splitero. How Splitero Works Homeowners receive a lump sum of cash today in exchange for sharing a portion of their home’s future value. No monthly payments; repayment happens at maturity or sale. A homeowner protection cap ensures fair repayment limits. Why It’s Different from Traditional Debt Unlike HELOCs or cash-out refinances, Splitero doesn’t require high credit scores, income documentation, or DTI ratios. Qualification is faster and simpler—just a driver’s license and mortgage statement. Works for both homeowners and investors with trapped equity. Adoption Challenges and Consumer Education Biggest hurdle: awareness of a non-debt equity option. Splitero emphasizes education, disclosures, and licensed staff to explain the product. State-level work underway to provide additional guidelines and oversight.     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Michael up for success: Buying a mid-construction deal where the developer walked away taught him invaluable lessons about risk and due diligence. Digital or mobile resource: Using Siri voice commands to create notes and reminders while on the go. Book recommendation: The Comfort Crisis by Michael Easter. Daily habit: Self-care—lifting, Peloton rides, or walking the dogs to clear mental blocks. #1 insight for scaling a business: Hyperfocus on one or two goals across the organization to avoid distractions and accelerate growth. Favorite restaurant in San Diego, CA: Taco Surf in Pacific Beach.     Next Steps Learn more at splitero.com Explore how Splitero can unlock home or investment property equity without monthly payments Follow Michael’s updates on LinkedIn for fintech and real estate insights     Thank you for joining us for another great episode! If you’re enjoying the show, please LEAVE A RATING OR REVIEW, and be sure to hit that subscribe button so you do not miss an episode.
Jessie Dillon is a Massachusetts-based beauty salon owner turned real estate investor and mentor. Since starting in 2021, she has built a portfolio of over 50 units, primarily long-term rentals, while also managing short- and mid-term rentals. Jessie specializes in partnerships, scaling through collaboration after quickly realizing the limitations of investing solo.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Jessie transitioned from solo investor to partnerships after running out of capital. Attending conferences like BP Con shifted her mindset and opened doors to strategic relationships. She uses a clear, intentional process for identifying and attracting capital partners. Building a portfolio requires patience—sometimes long stretches of “no deals” precede major breakthroughs. Aligning partnerships and balancing equity-building with cash flow are key to long-term success.     Topics From Beauty Salon Owner to Real Estate Investor Began investing in 2021 with three small multifamily properties. Quickly tapped out of capital and realized the need for partnerships. Overcoming Resistance to Partnerships Initially hesitant due to her solo entrepreneurial background. A breakthrough at BP Con 2022 reframed partnerships as essential for scaling. Building Partnerships Intentionally Created an avatar of her ideal partner and listed 50 potential connections. Sent messages asking for referrals, which led to her first successful capital partner. Replicated this process to form additional partnerships. Deal Criteria and Strategy Focused on value-add multifamily between 8–15 units, ~$80K per door. Looks for proforma rents at least 1.5% of purchase price. Now pivoting toward more cash-flow-heavy assets like self-storage and short-term rentals. The Role of Mentorship and Community Found mentors through BiggerPockets and Women Invest in Real Estate (WIIRE). Attends retreats and conferences to stay surrounded by action-takers. Emphasizes balancing education with taking action.     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Jessie up for success: A deal fell apart when a capital partner pulled out last minute, forcing her to be more selective and intentional with partnerships. Digital or mobile resource: Apple Podcasts app: accessible, free learning on the go. Book recommendation: In the FLO by Alisa Vitti. Daily habit: Using the Reminders app for everything to stay focused. #1 insight for building partnerships: Only pursue partnerships that feel aligned and mutually beneficial; both sides should feel like they’re winning. Favorite restaurant in Hopkinton, MA: Arcos.     Next Steps Follow Jessie on Instagram: @jessiedillon_ Connect through Women Invest in Real Estate for resources and mentorship opportunities. Check out our previous episode with Jessie: Link     Thank you for joining us for another great episode! If you’re enjoying the show, please LEAVE A RATING OR REVIEW, and be sure to hit that subscribe button so you do not miss an episode.
Chris Naugle is America’s #1 money mentor, a former pro snowboarder turned entrepreneur and founder of The Money School. He has built and managed multiple businesses, authored books on wealth, and now teaches people how to take back control of their finances using the infinite banking concept. Through his methods, Chris has helped thousands of investors and entrepreneurs rethink how money really works.     📢 Announcement: Get 25% off your first two months with Hemlane’s property management software — visit hemlane.com and use the promo code: multifamilypodcast25.     Key Takeaways Why traditional banking keeps people trapped in financial dependency. The power of infinite banking and using specially designed whole life policies to grow wealth. How Chris recovered from financial failure during the 2008 crash by changing his money mindset. Why controlling the flow of money is more important than chasing higher returns. Common myths about money and investing that keep people stuck.     Topics From Snowboarding to Finance Chris’ transition from professional snowboarding to financial advising. Lessons learned from losing everything during the 2008 crash. The Infinite Banking Concept How whole life insurance can be structured as your own personal banking system. Why borrowing against your policy allows you to keep your money growing while using it elsewhere. Why Control Beats Returns Most people focus on rate of return, but controlling cash flow is more powerful. The wealthy don’t work harder for money—they make money work harder for them. Breaking Money Myths Common misconceptions about banks, debt, and retirement accounts. Why conventional financial advice often benefits institutions more than individuals.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Round of Insights Failure that set Chris up for success: Losing everything during the 2008 market crash forced him to relearn how money truly works. Digital or mobile resource: Money Multiplier calculator tools. Book recommendation: Becoming Your Own Banker by Nelson Nash. Daily habit: Visualization and affirmations every morning. #1 insight for creating financial freedom: It’s not about how much you make, it’s about how much control you have over your money. Favorite restaurant in Buffalo, NY: Two Nines.     Next Steps Learn more at chrisnaugle.com Watch Chris’ educational videos on YouTube: The Chris Naugle Channel Explore resources at The Money School Check out his previous Multifamily Insights Podcast episode     Thank you for joining us for another great episode! If you’re enjoying the show, please LEAVE A RATING OR REVIEW, and be sure to hit that subscribe button so you do not miss an episode.
Derrick Barker is the co-founder and CEO of Nectar, a flexible capital platform for experienced real estate operators. He began buying property from his Harvard dorm room, later traded structured bonds at Goldman Sachs while scaling to 500+ units, and now oversees thousands of units while helping operators unlock growth with portfolio-backed capital.     📢 Announcement: Get 25% off your first two months with Hemlane’s property management software — visit hemlane.com and use the promo code: multifamilypodcast25.     Key Takeaways Think portfolio, not “one deal”—build proof of concept and a differentiated pitch to attract capital. Scaling exposes new constraints: you may outgrow property managers, contractors, and partners as you level up. Nectar provides flexible capital (mezz/pref-style) backed by low‑leverage, cash‑flowing assets to bridge gaps without full refis or capital calls. Flexible capital can be faster and cheaper (all‑in) than recapitalizing the entire first mortgage just to plug a small shortfall. Business is continuous problem‑solving—focus on which fires to put out, which ones to let burn, and don’t quit.     Topics From Harvard Dorm Room to 500+ Units Started with a $40K house in southwest Atlanta and raised small checks by offering higher cash yields vs. NYC cap rates. Used early wins as proof of concept to expand into small multis and portfolios. Scaling Pains and People Problems Outgrew managers and construction partners mid‑project; learned to replace teams to match new scale. On‑site staffing quality and leadership turnover can make or break results. What Nectar Does Portfolio‑backed, flexible capital for seasoned operators (often 10+ years experience, $50–$100M+ AUM). Typically structured as mezzanine capital or preferred equity attached to stabilized assets. Use cases: finish an over‑budget reno, buy out a partner, plug a small gap without a full refinance. Flexible Capital vs. Refinancing Rather than refinance a $10M first to $10.5M (fees, timing, higher rate), place a targeted $500K slice behind the first. Often cheaper all‑in than rescue capital or capital calls—and much faster. Case Study Snapshot Northeast owner stabilized at home market; ran over budget on a Southeast value‑add. Nectar capital, secured by the stabilized NE portfolio, finished the work; repayment came from cash flow.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Round of Insights Failure that set Derrick up for success: A land‑plus‑construction deal died during the pandemic; selling the land at a loss taught him to only place debt on cash‑flowing assets. Digital or mobile resource: ChatGPT — loaded with core docs to act as a context‑aware thought partner. Book recommendation: Principles by Ray Dalio. Daily habit: Weekly written priorities to define what makes the week a success. #1 insight for scaling in business: Don’t quit—decide which fires to put out and which to let burn so you can keep moving. Favorite restaurant in Atlanta, GA: Muchacho.     Next Steps Explore Nectar’s flexible capital solutions for experienced operators: usenectar.com  Audit your current partners (management, construction, lenders) and upgrade where your scale demands it Document weekly priorities to keep focus as you grow     Thank you for joining us for another great episode! If you’re enjoying the show, please LEAVE A RATING OR REVIEW, and be sure to hit that subscribe button so you do not miss an episode.
Dave Kotter is the CEO and President of Hybrid Debt Fund and Integrity Capital LLC, with over $2 billion in funded loans. He specializes in private credit solutions that bridge the gap between traditional bank financing and equity, offering innovative stretch senior loans that provide higher leverage while allowing sponsors to retain more control and equity upside.     📢 Announcement: Get 25% off your first two months with Hemlane’s property management software — visit hemlane.com and use the promo code: multifamilypodcast25.     Key Takeaways Hybrid Debt Fund’s stretch senior loan structure can finance up to 90% LTC, reducing equity needs. The fund is designed to fill the lending gap left by banks tightening credit in recent years. Dave evaluates deals based on the asset’s fundamentals and the sponsor’s track record. Higher leverage is paired with strict underwriting and active risk management. Building a first-time $50M fund required patience, strong investor relationships, and clear communication.     Topics Bridging the Gap Between Debt and Equity How Hybrid Debt Fund’s stretch senior loans combine aspects of senior debt and mezzanine financing. Why this model helps sponsors retain more equity without giving up control. Filling the Financing Void Traditional banks have pulled back on CRE lending, especially for transitional assets. Private credit has stepped in to offer flexible capital for well-underwritten deals. Evaluating Deals and Sponsors Asset quality, location, and market trends are weighed alongside the sponsor’s experience. Emphasis on proven operators who communicate transparently and have a track record of execution. Launching and Growing a Private Debt Fund Challenges in raising and deploying $50M for a first-time fund. The importance of selecting the right investor channels and delivering consistent reporting. Risk Management at High Leverage Strong covenants, active monitoring, and conservative stress testing help mitigate downside risks. Dave’s approach balances creative structuring with disciplined underwriting.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Round of Insights Failure that set Dave up for success: Lessons from the 2008 downturn on managing debt and keeping margin in deals. Digital or mobile resource: ChatGPT & PodPitch. Book recommendation: Atomic Habits by James Clear. Daily habit: Evening journaling to review the day, note wins, and set priorities for tomorrow. #1 insight for launching a fund: Learn from experienced operators before you start—plan, then execute with discipline. Favorite restaurant in Scottsdale, AZ: True Food Kitchen.     Next Steps Visit hybriddebtfund.com to learn more about Dave’s lending model. Connect with Dave on LinkedIn for updates and insights on private credit and commercial lending.     Thank you for joining us for another great episode! If you’re enjoying the show, please LEAVE A RATING OR REVIEW, and be sure to hit that subscribe button so you do not miss an episode.
Jason Kenney is a real estate investor and founder of Novo Capital Management. After a career in financial services and multiple corporate relocations, he launched his investing company in 2019 and left corporate in 2023 to focus exclusively on real estate. Jason now invests primarily in multifamily syndications and creates education for aspiring passive investors on YouTube.     📢 Announcement: Get 25% off your first two months with Hemlane’s property management software — visit hemlane.com and use the promo code: multifamilypodcast25.     Key Takeaways “Passive” single‑family rentals often become a second job without systems and scale. Start with market fundamentals first—job growth, supply and demand, and barriers to homeownership—before evaluating a property. Vet the operator as thoroughly as the deal; team quality is the biggest risk lever for LPs. Clarify your goals and your “why” so investments match the life you want, not just returns. Education and community help shorten the learning curve and avoid costly mistakes.     Topics From Corporate Careers to Real Estate Launched a real estate investment company in 2019 and exited corporate in 2023. Early single‑family approach created “passive” income that still demanded nights and weekends. Shifted to multifamily syndications for scale, professional management, and true passivity. How Jason Underwrites Markets Looks first at macro drivers: jobs, quality of life, and cost of living. Studies submarket supply pipelines and rent/occupancy trends to avoid oversupplied pockets. Prefers markets with high barriers to homeownership and a strong rent‑vs‑buy spread. Choosing Operators and Deals Prioritizes track record, communication, and alignment of interests. Evaluates assumptions, downside plans, and capital preservation before upside. Diversifies across sponsors and markets to manage risk. Education and Content Shares passive‑investing fundamentals and case studies on his YouTube channel “Hassle Free Wealth.” Encourages new investors to define outcomes first, then pick strategies that fit.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Round of Insights Failure that set Jason up for success: Withdrawing from college and starting again taught him discipline and grit that now guide his investing journey. Digital or mobile resource: CREXI — for market comps, property records, and demographic insights. Book recommendation: Never Eat Alone by Keith Ferrazzi — a playbook for building authentic relationships. Daily habit: Starts each day by revisiting his “why,” using it to stay focused and navigate setbacks. #1 insight for passive investors: Know the team behind the deal and how they manage risk—operator quality drives outcomes. Favorite restaurant in Murfreesboro/Franklin, TN: Herban Market.     Next Steps Check out Jason’s educational videos on YouTube. Clarify your investment goals and risk tolerance before evaluating opportunities. When reviewing a deal, start with the market and the operator’s track record, then dig into assumptions.     Thank you for joining us for another great episode! If you’re enjoying the show, please LEAVE A RATING OR REVIEW, and be sure to hit that subscribe button so you do not miss an episode.
Mark Kohler is a bestselling author, entrepreneur, attorney, CPA, and the founding and senior partner at KKOS Lawyers. Specializing in tax, legal, wealth, estate, and asset protection planning, Mark has helped thousands of small business owners and investors align their tax strategies with their real estate and business goals. He is also the host of The Main Street Business Podcast and Directed IRA Podcast, educating entrepreneurs on practical ways to build wealth and save taxes.     📢 Announcement: Get 25% off your first two months with Hemlane’s property management software — visit hemlane.com and use the promo code: multifamilypodcast25.     Key Takeaways The difference between an accountant, tax advisor, and tax lawyer—and why you need all three working together Four main “lanes” of real estate investing and the tax advantages for each Why turnkey real estate can be risky without proper oversight The benefits of using retirement accounts for real estate investing Common mistakes investors make with self-directed IRAs     Topics From Entrepreneur to Tax and Legal Strategist Mark’s journey from lemonade stand kid to CPA, attorney, and business owner Why having a business mindset matters in tax and legal advising His personal investing experience in multifamily, commercial, and other asset classes Four Lanes of Real Estate Tax Benefits Active real estate professional: S corporations and daily operations Retirement account investing for tax-free or tax-deferred growth Passive ownership for cash flow and deferred depreciation benefits Self-rental and short-term rental strategies for tax advantages Aligning Tax and Real Estate Strategies Importance of starting with a tax lawyer to build a plan Coordinating between lawyer and accountant to avoid conflicting advice Examples of combining asset protection, tax benefits, and investment goals Self-Directed IRAs and Retirement Accounts How to use retirement accounts to invest in real estate and alternative assets Prohibited transactions and common pitfalls Pooling accounts and using leverage for larger deals From Compliance to Advisory Why most accountants are stuck in compliance mode How tax advisors elevate your strategy beyond tax preparation The role of education and continuous planning in saving taxes     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Round of Insights Failure that set Mark up for success: Reinvesting all profits back into his business instead of buying real estate—until he began allocating annual profits to property acquisitions. Digital or mobile resource: iTunes — to find and follow podcasts that educate and inspire. Book recommendation: Traction by Gino Wickman. Daily habit: Reading scriptures every morning. #1 Insight for maximizing your tax strategy: Regular conversations and planning about taxes. Favorite restaurant in Utah: Dairy Keen.     Next Steps Visit markjkohler.com Listen to the Main Street Business Podcast and Directed IRA Podcast Explore services at kkoslawyers.com and directedira.com     Thank you for joining us for another great episode! If you’re enjoying the show, please LEAVE A RATING OR REVIEW, and be sure to hit that subscribe button so you do not miss an episode.
Brandon Rickman is a seasoned real estate investor and entrepreneur who has flipped over 500 houses and owned both short- and long-term rentals. He has raised private money for multiple projects, operates a private lending business, and is currently developing a three-story A-class self-storage facility outside of Atlanta. With over two decades of experience, Brandon has scaled from small residential projects to multimillion-dollar commercial ventures.     📢 Announcement: Get 25% off your first two months with Hemlane’s property management software — visit hemlane.com and use the promo code: multifamilypodcast25.     Key Takeaways How starting small—and with a clear vision—paved the way to a $20M flipping business Why mentorship and outbound marketing were the keys to scaling to 100 flips a year The shift from transactional real estate to building generational wealth through multifamily and self-storage How diversifying across multiple asset classes creates income stability Why the right operator matters more than the perfect-looking deal when investing passively     Topics From Teacher and Employee to Full-Time Investors Brandon and his wife started flipping homes while working full-time jobs Learned early lessons by doing much of the work themselves and making mistakes on their first project Quickly realized the importance of mentorship and outbound marketing strategies Scaling to 100 Flips a Year Mentorship revealed the systems needed for high-volume flipping Built a 15-person acquisitions and operations team Implemented CRM, call tracking, direct mail, cold calling, texting, PPC, and more Transition to Multifamily and Self-Storage Flipping and new construction were profitable but highly transactional Multifamily and self-storage offered long-term cash flow and generational wealth potential Began developing a large self-storage facility while investing passively in other deals Diversification for Stability Operates flipping, lending, multifamily, and self-storage businesses Invests both actively and passively in multiple asset classes Uses diversification to balance market fluctuations Advice for Passive Investors Prioritize trust and track record when selecting operators Perform due diligence but avoid chasing unrealistic returns Never get emotionally attached to a single deal—there will always be another opportunity     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Round of Insights Failure that set Brandon up for success: Investing with the wrong people early on without proper vetting—learning to prioritize trust and due diligence. Digital or mobile resource: CRM platforms, CallRail for call tracking, and InvestNext for investor management. Most recommended book: Courage Required by John Richie. Daily habit that keeps him on track: Morning prayer and scripture reading, plus annual goal-setting with his wife for 1-, 3-, and 5-year plans. #1 Insight for scaling in commercial real estate: Partner with experienced operators on a project-by-project basis to avoid paying the “stupid tax” of costly mistakes. Favorite restaurant in Marietta, GA: Moxie Burger.     Next Steps Send an email to Brandon: brandon@theflipgenius.com Visit his website: theflipgenius.com     Thank you for joining us for another great episode! If you’re enjoying the show, please LEAVE A RATING OR REVIEW, and be sure to hit that subscribe button so you do not miss an episode.  
Gary Harper is the founder and CEO of Sharper Business Solutions and co-creator of the Rise Business Framework. After a successful career as a corporate executive, Gary transitioned to real estate and later business coaching, helping over 4,000 entrepreneurs grow and systematize their operations. His work blends deep business strategy with a purpose-driven mission to empower others while supporting meaningful causes.     📢 Announcement: Get 25% off your first two months with Hemlane’s property management software — visit hemlane.com and use the promo code: multifamilypodcast25.     Key Takeaways Why corporate success alone didn’t create fulfillment for Gary How Lyme disease shifted his life and pushed him back into entrepreneurship The four reasons businesses don’t scale successfully Why real estate was never his passion—but a tool for impact How the Rise Business Framework helps entrepreneurs grow and lead with intention     Topics From Fortune 500 to Real Estate Investor Gary started investing in real estate while climbing the corporate ladder By 2006 he had multiple rentals but was hit hard during the 2008 crash Filed bankruptcy after tax reassessments and underwater properties Health Crisis and Purposeful Reinvention Diagnosed with Lyme disease, suffered from panic attacks and mental regression Forced to step away from corporate and slowly returned to real estate through wholesaling Eventually realized his calling was not real estate itself, but helping others succeed through business coaching Four Reasons Entrepreneurs Struggle to Grow Fear – needs to be replaced with knowledge and faith Mindset – people who ask questions grow faster than those who make statements Connections – a key to growth and unexpected opportunities Systems – without structure, chaos prevents scale The RISE Business Framework A four-quadrant system: Resources, Inspire, Systems, Engage Helps entrepreneurs move through the 5 phases of business growth Guides owners on how to delegate, lead, and implement systems Focuses on sustainable growth, not just expansion     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Round of Insights Failure that set Gary up for success: The 2008 crash and resulting bankruptcy—though painful—became the foundation for his next chapter and mission. Digital or mobile resource: Coach Gary (an AI tool trained on his content) and Asana for business task management Book recommendation: The Dream Manager by Matthew Kelly Daily habit: Wim Hof breathing followed by a morning walk and review of a one-page vision plan #1 Insight for business success and growth: Surround yourself with the right people—growth is never a solo journey Favorite restaurant in Northwest Indiana: Umi.     Next Steps Visit: sharperbusiness.com Explore: Coach Gary AI     Thank you for joining us for another great episode! If you’re enjoying the show, please LEAVE A RATING OR REVIEW, and be sure to hit that subscribe button so you do not miss an episode.
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Comments (4)

George Evans

John consistently has top notch experts on his podcast and great content whether you are an experienced investor or just starting out.

Dec 27th
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Shelby Washington

Great show! I love the non-common real estate investing ideas.

Sep 23rd
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Adam Lacey

one of the best real estate podcasts out there.

May 29th
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