Multifamily Insights

Phil DePaul is a home-services entrepreneur and the CEO of Boom Zell Enterprises, which includes United Water Restoration Group of Long Island and 1-Tom-Plumber Long Island. Raised in a blue-collar household with a father who was a plumber, Phil spent more than a decade helping scale a family-owned plumbing wholesale business before leaving to build companies of his own. Today, he focuses on restoration, plumbing, and related services, with a leadership philosophy centered on action, accountability, and restoring people before properties.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Understand why restoration is about restoring people before repairing property Learn how action and momentum matter more than perfect planning in entrepreneurship See why plumbing is the leading cause of water damage in multifamily properties Recognize the importance of proactive vendor relationships for property managers     Topics From Blue-Collar Roots to Entrepreneurship Grew up with a plumber father but pursued a different path early on Spent 14 years helping scale a plumbing wholesale business Hit a ceiling and chose to leave to build something of his own Becoming a "Visionary With No Vision" Entered entrepreneurship without a clear end goal Learned by taking action rather than over-planning Emphasized momentum, adaptability, and execution What Restoration Really Means Restoration addresses sudden, accidental property damage Common causes include water, fire, smoke, and mold Mitigation focuses on reducing damage before it spreads Restoring the Person First Homeowners are often panicked and overwhelmed during a loss Effective restoration starts with empathy and trust The goal is to restore peace of mind before rebuilding property Multifamily Complexity and Stakeholder Management Multifamily losses involve tenants, owners, and property managers Conflicting priorities create tension during emergencies Restoration providers must balance empathy with business realities Why Proactivity Matters in Multifamily Plumbing failures are the leading cause of water damage Preventative maintenance reduces catastrophic losses Strong vendor relationships help property managers respond faster     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Phil up for success: Chasing too many opportunities at once. Phil learned that trying to climb multiple mountains simultaneously slowed progress and reinforced the importance of prioritization and focus. Digital or mobile resource recommended: Audible for audiobooks, Blinkist for condensed book summaries, and Alex Hormozi's business content for practical frameworks. Book recommended most in the last year: 100 Million Dollar Money Models for building scalable businesses, along with Think and Grow Rich for mindset and perspective. Daily habit that keeps him focused: Practicing stillness in the morning, even when it feels uncomfortable, to regain clarity and presence. #1 insight for running multiple businesses: Get one business fully stabilized before launching another, and let it mature before expanding further. Favorite restaurant in Long Island: A local gourmet deli and bagel shop near his home, valued for convenience and quality.     Next Steps Check out Phil's company, BoomZeal Evaluate emergency preparedness plans for your multifamily properties Build proactive relationships with restoration and plumbing partners Review preventative maintenance strategies to reduce water damage risk Prioritize empathy and communication during tenant emergencies     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 don't miss an episode.  

In this solo episode, we break down the most common ways investors lose money in apartment investing. And, more importantly, how to avoid them. While multifamily is a powerful wealth-building vehicle, it's not foolproof. We walk through real-world examples from my own portfolio to highlight where deals go wrong, from negative cash flow and over-leverage to bad partners and poor business planning. This episode is a practical guide for investors who want to protect capital, reduce risk, and build durable multifamily portfolios.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Understand how negative cash flow quietly erodes deals over time Learn why conservative underwriting matters more than optimistic projections See how improper insurance coverage can magnify catastrophic losses Recognize how leverage, partners, and market selection impact long-term outcomes     Topics Negative Cash Flow and Poor Underwriting Cash flow equals income minus expenses, debt service, and CapEx Renovations, rising expenses, and miscalculations can quickly create losses Trailing 12-month statements often understate true operating costs Investors must model realistic expenses and conservative income assumptions Catastrophic Events and Insurance Coverage Fires, storms, and other disasters can shut down buildings for months Insurance must cover both property damage and lost business income Understanding deductibles, exclusions, and coverage details is critical Proper insurance makes unavoidable events survivable from a business standpoint Over-Leverage and Loan Risk High loan-to-value ratios reduce flexibility during refinancing or sale Properties that fail to create value can become impossible to exit Conservative leverage (around 65% LTV or lower) preserves options Loans must match the business plan and hold strategy Bad Partners and Weak Teams Poor property managers, contractors, or partners can destroy deals Fraud, negligence, or lack of accountability creates hidden risk Due diligence, references, and checks and balances are essential Quality partners cost more, but reduce long-term losses Market Selection and Long-Term Growth Cash-flow-only markets may lack appreciation Aging properties require reinvestment over time Markets and submarkets must support long-term value growth Cheap properties without upside can become capital traps Over-Improving and Flawed Business Plans Renovations must align with market rent ceilings Over-improving units doesn't guarantee higher returns Class B and C properties have natural rent limits Staying disciplined with budgets and numbers protects returns     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Next Steps Stress-test cash flow assumptions with conservative expense models Review insurance policies to confirm full loss-of-income coverage Reevaluate leverage levels and loan terms before committing capital Vet partners, vendors, and markets with the same rigor as the deal     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 don't miss an episode.  

Yosef Lee is a full-time litigation attorney based in New York who pivoted into multifamily real estate investing to gain greater control over his time and legacy. Driven by his desire to be more present for his two daughters, Yosef began his investing journey in 2019, joining mastermind communities and building a network from scratch. Since then, he has become a general partner in 17 syndications, participated in 5+ joint ventures, and successfully exited multiple deals—including a 3X equity multiple from his first investment. He now shares his journey to help others take purposeful action, emphasizing relationships, self-education, and long-term vision.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Join the right masterminds and network consistently to accelerate your learning and deal flow. Learn the language of multifamily investing before pitching yourself or underwriting deals. Focus on people first, trustworthy partnerships are more important than proximity in out-of-state investing. Multifamily value-add deals are often won through rent increases, not just renovations. Being honest about where you are in your journey builds authentic trust with your network.     Topics From Legal to Legacy Yosef shares how his role as a litigation attorney conflicted with his values as a father. Realized that financial success wasn't enough without freedom of time, place, and occurrence ("TPO"). Accidental Discovery of Multifamily Found BiggerPockets in 2019 and stumbled into multifamily after exploring other investment options. Chose multifamily for its scalability and team-based structure. First Deal Breakdown: 44 Units in Kansas Partnered with others through a mastermind group to buy off-market. Pushed rents by $150–$200 and executed a cash-out refinance before ultimately selling for 3X returns. The Power of Masterminds and Community Did 200+ Zoom calls in 2020 to build relationships. Contrasts 80% of people who said "don't join" masterminds vs. the 20% who helped him scale. Emphasizes that education is free, but access to the right people is worth paying for. Authentic Branding and Thought Leadership Recalls a 2019 comment from John Casmon that gave him the confidence to start showing up online, even before his first deal. Encourages investors to be real about where they are and build in public.     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Yosef up for success: Jumped too quickly into a deal where the seller used their PSA draft to raise the price and sell to another buyer. Learned to vet sellers and protect documents early on. Digital or Mobile Resource: iPhone Notes, Reminders, and Calendar for managing tasks and prioritizing top three items daily. Book Recommendation: Think and Grow Rich by Napoleon Hill. Daily Habit: Morning prioritization using reminders and selecting three must-do tasks. #1 Insight for Starting in Multifamily: Focus on E — Education, N — Networking, and A — Action. Know the lingo, meet the right people, and don't delay taking intentional steps forward.     Next Steps Get in touch with Yosef on his website, yosefhlee.com Audit your current community and support system, are you networking with active investors? Evaluate if your time, place, and occurrence are truly under your control. Don't wait to build your platform. Share your story now, honestly and consistently.     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 don't miss an episode.

Nadav Schnall is the co-founder of ProSentry, a proptech startup focused on real-time risk mitigation for multifamily and commercial buildings. With a decade of experience at First Service Residential as VP of Luxury Properties and New Development, Nadav saw firsthand the operational challenges that property managers face. His venture addresses those pain points through sensor-based monitoring that's already helped prevent thousands of potential insurance claims.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Understand how real-time risk mitigation can lower insurance premiums and prevent property damage Learn the top causes of water-related insurance claims and how they can be proactively addressed Discover how smart sensors and LoRaWAN technology are being applied to multifamily assets Hear how investors can use tech to boost tenant satisfaction and NOI     Topics Why Nadav Started ProSentry Saw repeated property issues in his role at First Service Residential Reconnected with a veteran builder to launch the company Wanted to solve systemic building problems using tech How Risk Mitigation Impacts Insurance Non-weather water damage is among the top insurance claims Sensors help avoid or minimize these issues Lower risk profile = potential savings on premiums or deductibles What ProSentry's Sensors Actually Do Water, gas, temperature, humidity, smoke, vape, and rodent detection Uses LoRaWAN, not Wi-Fi, for stronger building-wide coverage Real-time alerts via app, text, call — including live operator calls Cost and ROI for Investors Approx. $300–$400 per unit installation Ongoing cost: ~$1–$1.50/month per sensor Helps improve tenant experience, reduce damage, and boost NOI Proactive Alternatives and Why They're Not Enough Preventative maintenance is still important But sensors catch things no one can manually inspect Especially helpful for high-turnover or under-staffed buildings     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Nadav up for success: Incorrect sensor placements due to improper floor pitch early on. Led to better tutorials and installation guidance. Digital or mobile resource recommended: Fitness apps. Used for daily 15–20 minute physical activity to start the day with focus. Book recommended most in the last year: The Zig Zag Kid by David Grossman and Betsy Rosenberg. Daily habit that keeps him focused: Morning review of daily priorities and tasks. Flexibility and focus based on operational urgencies. #1 insight for managing multifamily risk: Water damage is the top preventable issue. Staff training and emergency response plans can significantly reduce incidents. Favorite restaurant in New York: Cosme.     Next Steps Evaluate your current risk management and insurance costs Explore LoRaWAN-based sensor technology Contact ProSentry to discuss customized solutions Factor in potential insurance savings when calculating ROI     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 don't miss an episode.

Dr. Tudor Francu is a Romanian-born anesthesiologist and real estate investor with over 15 years of experience. After immigrating to the U.S. at age 28 and building a successful medical practice, Tudor began investing in real estate—starting with single-family homes before transitioning into multifamily syndications. He has managed 30+ properties, overseen operations on multifamily assets, and now serves as a general partner in large-scale apartment deals. Tudor is the founder of Stellar Multifamily and host of the Stellar Success Podcast.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways: Investing with the right people is more important than the projected returns Being a passive investor first can be a strategic way to learn syndication before becoming a general partner Vertically integrated operators are more likely to succeed than those who outsource key roles Clear, frequent, and transparent communication is the hallmark of a great sponsor Taking action—even imperfectly—is essential for success in real estate     Topics From Romania to Real Estate How Tudor transitioned from anesthesiologist to real estate investor The financial mindset inherited from growing up in a communist country How Robert Kiyosaki's Rich Dad Poor Dad shaped his investment journey Starting Small, Scaling Smart Why he began with single-family homes What prompted the leap into multifamily How he built comfort through small wins before scaling Passive Investing as a Learning Strategy Tudor's reasons for starting as an LP What he learned from both good and bad operators Why passive investing is crucial for risk-aware growth Becoming a General Partner What it took to make the transition The critical role of transparency and communication A candid story about walking away from a deal days before closing Vertically Integrated Teams Why vertical integration improves success rates The operational advantages of in-house management Lessons from bad deals with third-party vendors Lessons on Leadership and Communication Why leasing agents are the most important people on-site Structuring compensation to align with asset performance What investors should really ask sponsors before committing     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Tudor up for success: Backing out of a deal days before closing after uncovering unreliable financials; another failure involved a dishonest business partner hiding accounting data. Digital or mobile resource recommended: Social media accounts of credible real estate influencers like Pace Morby; books and interviews by Robert Kiyosaki. Book recommended most in the last year: Tools of Titans by Tim Ferriss. Daily habit that keeps him focused: Waking up early and following a structured morning routine to set the tone for the day. #1 insight for transitioning into a general partner: Partner with people who are transparent, honest, and communicate well. Success hinges on trust and character. Favorite restaurant in Baltimore, MD: Romilo's.     Next Steps Learn more about Tudor at stellarmultifamily.com Check out the Stellar Success Podcast Follow Tudor on LinkedIn and social media platforms     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 don't miss an episode.  

Sharon Karaffa is the President of Multifamily Debt and Structured Finance at Newmark. With over two decades of experience, she's built her career advising on agency lending, capital markets strategy, and multifamily finance. From starting in corporate finance at Fannie Mae to shaping lending strategies during volatile market cycles, Sharon brings a rare lens on long-term trends and real-time insights. She has led teams through critical transitions, including Fannie Mae's restatement period and the public launch of Newmark's multifamily platform, giving her a comprehensive view from both the borrower and lender perspective.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways How Sharon transitioned into multifamily lending during a corporate finance shake-up at Fannie Mae Why mentorship and sponsorship play a crucial role in long-term success The ongoing conservatorship of Fannie and Freddie—and what it means for agency lending How current interest rate volatility is reshaping investor and lender behavior The role of AI in the future of multifamily debt underwriting     Topics Covered Falling Into Multifamily by Taking a Chance Sharon shares how she unexpectedly landed in multifamily finance after being offered three career tracks at Fannie Mae—and choosing the one she knew the least about. Navigating the Conservatorship Era A look at how Fannie and Freddie's placement under conservatorship in 2008 changed the structure of agency lending, from Treasury sweeps to regulatory capital planning. How Volatility Affects Lending Decisions Sharon explains how rate volatility has impacted investor confidence and what lenders consider when advising clients during market uncertainty. Bridge Loans vs. Agency Debt Sharon breaks down where potential distress may appear in the market and why deals underwritten with aggressive bridge debt may be more vulnerable. Lender Advice: Don't Wait for the 'Perfect Rate' Insight on why now may still be the right time to execute a deal—and how waiting on the sidelines may mean missing key opportunities. Tech and AI in Multifamily Lending Sharon shares how Newmark is experimenting with a proprietary GPT tool for internal underwriting and predictive analytics—and where AI still needs work.     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Sharon up for success: Forgetting to deliver highly sensitive Monday-morning meeting materials to the CEO and executives during her early years in corporate finance. The incident pushed her to prioritize preparation and rethink broken processes. Digital or mobile resource recommended: LinkedIn. Book recommended most in the last year: Not Impossible by Mick Ebeling. Daily habit that keeps her focused: Using her calendar religiously to manage both professional and personal obligations with clarity. #1 insight for selecting the right loan: Partner with a trusted loan originator who understands your long-term strategy and can help tailor the right financing structure to meet those goals.     Next Steps Connect with Sharon Karaffa via Newmark or reach out to her via sharon.karaffa@nmrk.com. Learn how agency lenders assess market risk and borrower fit Understand why building broker and lender relationships matters—especially in fast-changing markets Evaluate your own loan terms against your long-term investment goals     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 don't miss an episode.

In this guest appearance on the Investor Fuel – Real Estate Mastermind podcast, John Casmon shares his journey from working in corporate advertising to building a $150M multifamily portfolio. He opens up about his employer filing bankruptcy during the 2008 financial crisis, house hacking in Chicago, and discovering the power of mentorship and raising capital. With clarity, honesty, and strategic insight, John lays out a realistic roadmap for transitioning from W-2 work to full-time real estate investing—and how mindset and mission can elevate your ability to serve others through multifamily.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways How the 2008 financial crisis sparked John's journey into real estate House hacking a duplex and scaling to an eight-unit with personal savings The financial trap of saving to buy—why John pivoted to raising capital The value of mentorship and how one post on BiggerPockets changed everything John's 3 Cs framework for raising capital: Confidence, Credibility, and Connections How to build trust with passive investors by educating, not convincing     Topics Corporate Roots and a Harsh Wake-Up Call John's early career in advertising at General Motors How the 2008 financial crisis sparked the need for a financial plan B From House Hack to Portfolio Growth Buying a three-unit with his wife in Chicago Scaling to an eight-unit using all of their savings—and realizing it wasn't scalable Discovering the Power of Mentorship Finding a coach via BiggerPockets and lunch in Cincinnati Why mentorship helped shift his mindset, strategy, and results Learning to Raise Capital Moving beyond the myth of needing wealthy friends or family The mental shift from "asking for money" to "offering a service" Education as a Tool for Connection Building trust with passive investors through consistent education How one friend declined to invest nine times—then came back for the tenth The 3 Cs of Raising Capital Confidence: Built through preparation and market knowledge Credibility: Leaning on your experience and team Connections: Expanding beyond friends and family to reach aligned investors     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Next Steps Clarify your goals before you start raising capital or choosing strategies Focus on education and service—not pressure—when building investor relationships Use the 3 Cs: Confidence, Credibility, and Connections Don't go it alone—mentorship can accelerate everything     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 don't miss an episode.

This episode features a solo session with John Casmon, where he draws on personal investing experience in markets like Chicago, Cincinnati, Louisville, and San Antonio to share a deep-dive framework for evaluating which markets to invest in, and how to spot the signs of long-term growth. From understanding economic indicators and infrastructure to aligning your personal investing style with neighborhood dynamics, this episode is packed with strategic guidance on identifying the right market — and the right moment — to make your move.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Start by investing in your own backyard, local familiarity and access outweigh national trends early on. Use "path of progress" logic to spot adjacent neighborhoods with similar fundamentals but lower prices. Look for population growth, industry diversification, infrastructure investment, and pro-development policies. Understand your own investing goals to determine what kind of markets and submarkets align with your criteria. Ride the coattails of developers and large employers, when they commit to a market, opportunity follows.     Topics Why Market Selection Matters Why investing close to home gives you an advantage How John evaluated neighborhoods like North Center, Avondale, and Hermosa in Chicago Expanding Beyond Your City Lessons from shifting to Cincinnati and using family ties to anchor new market exploration The importance of clarity on investor criteria before analyzing new areas What Makes a Market Attractive Key indicators: population growth, job diversity, geographic accessibility Red flags: rent control, oversupply, misaligned development Case Studies: Cincinnati, Louisville, San Antonio The impact of infrastructure and corridor development in Cincinnati How recession-resistant industries shaped John's decision to invest in Louisville Why San Antonio's "quiet strength" made it a strategic move Using Public Data to Guide You Sites John uses: census.gov, bls.gov, datausa.io How to track local chambers of commerce, development plans, and funding incentives What to Avoid or Watch Closely Risks of relying on government subsidies or unstable funding Importance of local political climate and long-term planning by municipalities     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Next Steps Research your backyard market before expanding elsewhere Align your criteria (cash flow vs. appreciation, investor type) before evaluating a market Track macro indicators (population, jobs) and micro conditions (local policy, neighborhood dynamics)     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 don't miss an episode.  

Chris Wise is a Navy veteran, attorney, and founder of Wise Capital—a property technology company focused on upgrading Class C multifamily housing through in-house AI, IoT, and data systems. By combining real estate ownership with smart software development, he's redefining operations and improving tenant experiences across older multifamily assets. Based in Louisville, Kentucky, Chris brings a unique blend of military discipline, legal expertise, and tech innovation to the multifamily investing space.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways How Chris transitioned from Navy to law to real estate The North Star guiding his career pivots: social impact Why predictive maintenance is essential in Class C properties Using IoT and internal tech to reduce costs and extend asset life Real examples of tracking power and water consumption to prevent failures How in-house product development helps maintain affordability     Topics From the Navy to Real Estate: A Career of Purpose Chris's path from Navy service to law school and legal practice How his passion for social impact shaped his professional pivots Solving Problems Through Technology Founding a software and marketing firm to solve internal inefficiencies Learning to code and build tools to reduce costs for small businesses The Rise of Wise Capital How Chris combined real estate and tech to launch Wise Capital Why Class C properties were the ideal target for smart upgrades IoT and Predictive Maintenance in Action Identifying failing systems before they break: water, power, HVAC Using public product data and power consumption to monitor appliances Replacing $0.10 fuses instead of full appliances Reducing Costs Without Raising Rents Keeping rent stable by slashing expenses through innovation Why many "smart" solutions don't make sense financially—and how to build better Vertically Integrated Operations and Property Management Why Chris keeps property management in-house Hidden costs in third-party management that eat into NOI Common Missteps in Value-Add Projects Misplaced renovation priorities (e.g., ignoring plumbing or sinks) Focus on function, pride of living, and true ROI over cosmetic updates     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Chris up for success: A marketing collapse at his former law firm pushed him to learn coding and product development. Though the failure cost mid six-figures, it laid the foundation for his current proptech innovations. Digital or mobile resource recommended: Time-tracking or auditing tools—anything that helps buy back time, provided it's actually reviewed and used intentionally. Book recommended most in the last year: Buy Back Your Time by Dan Martell. Daily habit that keeps him focused: Wakes up at 4:30 AM to get centered—no screens, focuses on personal health, calendar prep, meditation or prayer before engaging with others. #1 insight for managing your expenses: Track everything down to the penny. Understand your P&L deeply, including the small charges and hidden costs across all line items. Favorite restaurant in Louisville, KY: Kern's Corner.     Next Steps To learn more, check out Chris' LinkedIn page. Audit your expenses before chasing higher rents Explore internal data solutions before investing in overpriced sensors Re-evaluate your property management structure for hidden fees Focus on functional, meaningful upgrades—not just cosmetic ones     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 don't miss an episode.

Joe Rinderknecht is the founder of Upgrade Partners Capital and Cowboy Capital, a real estate investment firm specializing in acquiring and operating value-add multifamily properties. With deep roots in ranching and a background in construction, Joe brings a hands-on approach to real estate, backed by years of entrepreneurial experience. His journey from working blue-collar jobs to managing complex multifamily assets reflects his drive to create generational wealth and live intentionally. In the past year alone, Joe and his partner Levi have closed on 419 units across several states—all while keeping family and values at the center of their mission.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Learn why having a strong partnership can unlock rapid portfolio growth Understand how hands-on experience helps overcome construction challenges Discover the importance of aligning business strategy with personal values Get practical advice for vetting contractors and managing budgets Hear how transparent communication saved a struggling project     Topics Joe's Ranching Roots and Entry Into Real Estate How Joe's upbringing on a ranch and construction background shaped his work ethic Transitioning from manual labor to entrepreneurship and finance Hands-On Multifamily Management Lessons from managing an 80-unit property with high vacancy and crime Building operational skills through property management and acquisitions The $3M Renovation Journey What went wrong on a 1951 property rehab—and what saved it Learning to navigate capital calls and manage contractor relationships Lessons in Construction Oversight Why multiple contractor bids are essential Realizing cheaper isn't better when scaling projects Building a Powerful Partnership How Joe found a long-term partner after multiple failed ones Dividing responsibilities and scaling with aligned values Family First, Empire Later Why Joe and his partner are intentionally staying lean Long-term vision to build a bigger business after their kids are older     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Joe up for success: Under-communicating with investors during a major renovation project. The experience taught him the importance of having difficult conversations early, which ultimately strengthened his investor relationships and led to repeat capital commitments. Digital or mobile resource recommended: Podcasts (especially for cutting down learning curves), including Multifamily Insights. Book recommended most in the last year: Best in Class by Gary Lipsky Daily habit that keeps him focused: Every night, Joe shares his daily wins and top three tasks for the next day with a coach to stay accountable. #1 insight for overcoming obstacles: Action cures anxiety. Make decisions quickly and move forward—inaction only makes problems worse. Favorite restaurant in Idaho: Red Net Sushi (a go-to spot for Joe, who loves sushi).     Next Steps E-mail Joe at joe@cowboycapital.us Check out Joe's website, cowboycapital.us     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 don't miss an episode.

In this week's solo episode, John Casmon steps away from guest interviews to break down one of the most misunderstood topics in multifamily investing: underwriting. After speaking at the Big Deal Summit in Columbus, John shares the real-world framework he uses to analyze deals—not just in spreadsheets, but in practice. From setting clear investment criteria to identifying operational inefficiencies, John walks through how successful investors combine vision, market insight, and execution to drive lasting results.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Underwriting isn't about the spreadsheet—it's about the vision, people, and execution Always define your buy box and end goals before analyzing numbers Focus on markets with both macro strength and micro-level renter desirability Investors don't pay premiums for plumbing or electric—focus on visible value Operational inefficiencies are gold if you know how to identify and fix them Don't assume you can operate better than a seasoned owner without proof Stress test your assumptions: What happens if the plan breaks?     Topics The Real Goal of Underwriting Spreadsheets don't reflect operations—real estate is about people, not numbers Get clarity on what kind of asset and community you're trying to build Defining Your Buy Box Understand your own criteria before chasing ROI or IRR Why Cincinnati and surrounding markets meet John's standards for long-term growth Macro and Micro Market Selection How renter desirability shapes submarket selection Population growth ≠ renter demand—context matters Value-Add the Right Way Tenants won't pay more for new pipes—focus on kitchens, lighting, appliances Target properties with updated mechanicals so your upgrades actually add value Operational Inefficiencies to Look For Low occupancy, slow turn times, bloated expenses, and misaligned staffing Why seasoned operators aren't always "mismanaging"—stay humble Creating vs. Assuming Value Ask questions before opening a spreadsheet—what is the business plan? Don't guess your way through the numbers; know what levers create value Stress Testing the Deal Underwrite break-even points and failure scenarios Real story: How one business plan unraveled when resident profiles clashed Final Thoughts on Strategy Vision before budget—start with what you want to create IRR matters, but timing and exit assumptions often fail Know your buyer—plan your renovations around future investor demand     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Next Steps Join John's investor community at casmoncapital.com Download the free guide: 7 Questions Every Passive Investor Should Ask Revisit your underwriting process using John's value-first framework     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 don't miss an episode.

Nitzan Mosery is a serial entrepreneur, coach, investor, and host of the Traveling Investor radio show. With decades of experience across diverse industries—including renovation, hospitality, and jewelry—Nitzan eventually found his calling in multifamily real estate. Through firsthand trial and error, he built a powerful investing career focused on passive income, team scalability, and creative financing strategies. Nitzan is the founder of Multifamily Empire and teaches others how to build long-term wealth through value-add multifamily assets in emerging U.S. markets.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Always verify tenant quality, market conditions, and neighborhood dynamics before acquisition Don't fall in love with the property, fall in love with the numbers Build systems and hire around your own zone of genius to scale effectively Trust is built by consistent visibility, social proof, and delivering real hands-on performance Capital raising only works if you've invested time building authentic investor relationships     Topics From Restoration to Rentals How Nitzan transitioned from flipping houses and restoration to multifamily rentals The cash limitation problem that pushed him toward syndication and scaling Hard-Earned Lessons from Early Deals His early duplex in Chicago and fourplex in West Palm, and what went wrong Why failing to verify tenants, management, and neighborhoods cost him What Passive Investors Really Care About How he used mistakes to refine screening, team-building, and due diligence The red flags with PMs who own local units, and how to ask smarter vetting questions Demographics, Market Research, and Value-Add That Actually Works Why Nitzan relies on a dedicated demographer to track population flows How his team validates value-add returns by examining proven rent comps Raising Capital with Intent Why "money will come if the deal is good" is only half true Why educating and nurturing your network before a deal is critical to raising capital Positioning Yourself for Institutional or Family Office Capital The exact conversation that unlocked a relationship with a family office Why showing up consistently (online and in-person) builds trust over time     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Nitzan up for success: The duplex and fourplex deals early in his career. He broke even but learned key lessons on market due diligence, tenant screening, and vetting teams. Digital or mobile resource recommended: Opus Clip (for content creation), ChatGPT (for caption writing), GoHighLevel (for automation), and Audible (to read and listen simultaneously). Book recommended most in the last year: Flip the Script and Pitch Anything by Oren Klaff. Daily habit that keeps him focused: Nightly task review and scheduling. In the morning, he practices silent breathing meditation and begins his day with intention. #1 insight for scaling a multifamily portfolio: Use other people's money, time, skill sets, and track records. Build your team around complementary zones of genius, success is a team sport. Favorite restaurant in Florida: Boca Grill.     Next Steps Follow Nitzan at MultifamilyEmpire.com Try his 55-question "Multifamily Money Maker Role" assessment Join his free Skool community: Multifamily Moneymakers Download our 35 Hacks to Find the Best Submarkets guide     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 don't miss an episode.

Caleb Christopher is a real estate investor, entrepreneur, and one of the foremost minds in creative financing for residential properties. He's the founder of Creative TC, a consulting firm helping investors structure safe, legal, and ethical creative finance deals—including subject-to, seller finance, and wrap mortgages. He's also the creator of tools like the underwriting calculator and the partnership evaluator, and he's raising capital for ventures like his title company via innovative vehicles such as investment clubs. Caleb is passionate about building tools where none exist, solving complex problems, and creating upward mobility for the people around him.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.   Key Takeaways Always start creative deal conversations with the end in mind—even if the path is uncertain Get the seller's full story before pitching terms; relationship-building is critical Flexibility and an outcomes-oriented mindset are essential for creative structures Investment clubs can be a powerful capital-raising alternative to traditional syndications Solving the seller's future needs is often more important than hitting your own price targets     Topics From Builder to Problem-Solver Caleb builds systems and solutions when existing tools don't meet his standards Created Creative TC to become an authority in ethical creative deal structures Creative Finance 101 Most deals start with a pricing mismatch—terms become the bridge Key is understanding the seller's backstory and aligning on a shared outcome Being Outcomes-Oriented Investors must learn to zoom out and focus on results, not just checklist tasks Knowing multiple exit strategies allows for creative flexibility Common Seller Profiles Single-family deals often involve financial distress High-price sellers may not be distressed but hold strong pricing expectations Structuring for Mutual Success Price vs. terms: the seller gets one, you get the other Options like cash-out timelines, exit plans, and shared management responsibilities help mitigate seller risk Challenges with Brokers Brokers often limit creative structures—direct seller conversations are more fruitful Investors must proactively communicate how brokers still get paid on creative deals Raising Capital Legally Differentiates between syndication types (506b, 506c) and investment clubs Advocates for active participation structures and tools like Fractional to stay compliant Investor Mindset and Scaling Many investors forget to consider the seller's needs—this kills deals Demonstrating good faith and offering safeguards builds trust and credibility Lead Flow and Brand Positioning Caleb's unique positioning in creative finance draws complex deals his way Word-of-mouth and online presence help others know "this is the guy for creative"     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Caleb up for success: Company nearly went bankrupt due to cash mismanagement and market shifts. Came out stronger and more selective about partnerships—only works with people who've been through tough situations and grown from them. Digital or mobile resource: His own Partnership Evaluator worksheet that helps partners assess each other before starting a business or investment deal. Book recommendation: Made to Stick by Chip and Dan Heath Daily habit: Reads the Bible every morning, writes down intrusive thoughts on a checklist to stay focused, and sends a daily briefing to his team. #1 insight for structuring creative deals: Start with a cash offer. Then get the seller's full story—only then can you structure something that works. Favorite restaurant in Kansas: Joe's KC.     Next Steps Connect with Caleb at calebchristopher.io Sign up for his newsletter to access his real numbers, case studies, and behind-the-scenes operations Explore his creative finance consulting and capital-raising 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 don't miss an episode.

Evan Polaski is the Director of Capital Raising at Black Gate Partners, where he leads investor relations and capital strategy for multifamily real estate syndications. With 18 years of commercial real estate experience—including roles in retail development, multifamily investments, and investor communications—Evan brings a rare blend of institutional perspective and hands-on execution. He has invested as both a general and limited partner and is known for his candid approach to alignment, underwriting scrutiny, and investor education.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Great deals and abundant capital rarely align—it's always a pendulum A conservative deal today may have felt aggressive just 24 months ago True GP-LP alignment is nuanced and difficult to achieve—acquisition fees often skew incentives Passive investors should study sponsors' fee structures, co-investments, and transparency The best investor relations approach isn't sales—it's expectation management     Topics Falling in Love with Real Estate Early Evan's fascination with real estate began as a child watching shopping centers being built in Atlanta Studied finance and real estate at the University of Cincinnati, and started in retail REIT investor relations Has worked across roles in capital raising, investing, and ownership The Market's Capital-Deal Imbalance Capital and deal quality are rarely in sync—one is always scarce 2021–2022 saw capital flood the market, but often into weak deals Today feels like 2009 again, with conservative investors and fewer phone calls returned Lessons from the Downturn Floating-rate loans and short-term debt—not real estate quality—are behind many failed deals Evan cautions that "safe" real estate only stays safe with proper structure and conservative assumptions Overly optimistic IRRs, misaligned capital stacks, and loose underwriting have been exposed On Alignment and Fees Evan focuses on age and experience as critical factors when evaluating GPs Acquisition fees deserve close scrutiny—especially when they exceed co-investment amounts Sponsors who transact just to earn fees raise red flags around long-term alignment Managing Investor Expectations Great IR is about setting, managing, and exceeding expectations LPs who receive clear, accurate communication—regardless of performance—stay engaged longer Sales-driven approaches often lead to mismatches in trust and long-term relationships Navigating Growth and Team Building Scaling a syndication business brings team demands—growth isn't always about ego Even small increases in payroll or promotions require deal flow and capital Balance between investor returns and internal sustainability is delicate and evolving Track Record and Debt Structure IRR isn't enough—investors should ask how much of a return came from NOI growth vs. cap rate compression Evan favors sponsors who have survived downturns and learned from risk exposure Floating debt creates the illusion of strong deals—fixed-rate debt demonstrates stability     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Evan up for success: Getting laid off in 2009 opened his eyes to how macroeconomic shifts and capital structure can impact everything, including LP returns and employment. Digital or mobile resource: LinkedIn. When curated well, it can be a source of valuable insights and perspectives from across the investing world. Book recommendation: The JOLT Effect by Matthew Dixon & Ted McKenna, a tactical guide to overcoming objections and improving sales communication. Daily habit: 6 a.m. CrossFit workouts. This anchors his morning routine, clears mental clutter, and helps structure the rest of his day. #1 insight for selecting great operators: Follow them for at least 6–12 months before investing. Pay attention to how they communicate, especially when you tell them you're not ready to write a check. Favorite restaurant in Cincinnati, OH: For date night: Losanti. For casual family dinners: Northstar Café in Kenwood.     Next Steps Connect with Evan on LinkedIn Learn more at GoBlackGate.com     Thanks 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 don't miss an episode.

Mac Shelton is the co-founder of Sweetbay Capital, a real estate private equity firm focused on value-add multifamily investments in Virginia and the Carolinas. With a background in private equity and mezzanine lending, Mac blends institutional financial experience with a data-driven approach to real estate. Since 2021, he and his team have built a portfolio of over 340 units, concentrating on under-the-radar markets like Roanoke, VA, where rent growth consistently outpaces new supply.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Rent growth—not population growth—is the key driver of returns Markets with less outside capital often outperform due to better entry pricing and lower volatility Renovation premiums are often overestimated—test before scaling your plan Conservative exit underwriting should account for the next buyer's view, not just your own Transparency with investors builds trust and fuels long-term partnerships     Topics Why Sweetbay Focuses on Smaller Markets Smaller markets like Roanoke and Columbia are producing higher rent growth with lower acquisition costs Mac compares tertiary markets to places like Raleigh in the early 2000s—under the radar but primed for stable returns Oversupply in "hot" metros like Raleigh and Charlotte is driving rents down, while less popular markets remain steady Data Over Hype: What Drives Rent Growth Rent growth is more important than population growth and is driven by renter population relative to new supply Mac shares an analysis comparing Roanoke to Raleigh, Charlotte, and Greenville—showing similar or better rent performance with lower price per door Why Lease Trade-Outs and Renewals Matter Lease trade-outs measure organic rent growth, but renewals give even clearer insight into demand Renewals at 3–4% growth without renovations are often a better gauge than turnover metrics Exit Assumptions: Thinking Like the Next Buyer Every acquisition includes a re-underwrite from the future buyer's perspective Mac shares how he checks cap rate assumptions against current comps and validates price-per-door benchmarks Transitioning from Private Equity to Real Estate Mac started his career in private equity and gradually began acquiring rentals with his bonus income His first syndication scaled a student rental model he'd already executed personally Investor Communication and Building Trust Sweetbay Capital emphasizes detailed offering memorandums with full fee transparency and CapEx justifications Quarterly reports compare actuals vs original projections—no adjusted budgets or post-hoc explanations Advice for New Syndicators Don't start syndicating without doing your own deals first—prove the model with your money Sweetbay's first deal had no promote, just a 3% acquisition fee, to reduce friction and earn investor trust The best way to grow capital is to return it and reinvest with a strong track record     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Mac up for success: Skipping early rent tests on a renovation project led to budget overruns—he learned the value of testing rent potential before scaling upgrades. Digital or mobile resource: LandGlide – a $100/year app that offers a consolidated GIS view to quickly check property ownership and transaction history. Book recommendation: Best Ever Apartment Syndication Book by Joe Fairless – a foundational guide Mac used to build the blueprint for Sweetbay. Daily habit: Morning exercise—whether running, walking the dog, or hitting the gym—centers Mac and sets the tone for a productive day. #1 insight for finding great markets: Ignore hype. Focus on fundamentals like rent-to-price ratios, supply dynamics, and how picked-over the market really is. Favorite restaurant in Raleigh, NC: For casual: MoJoe's Burger Joint. For upscale: Stanbury.     Next Steps Connect with Mac on LinkedIn Visit sweetbay-capital.com to learn more about their deals and investor resources     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 don't miss an episode.

Natalie Cloutier is a French-Canadian real estate investor who, alongside her husband, has spent over a decade building a successful build-to-rent business in Canada. With a background in architectural technology, Natalie began her journey by constructing her first home at the age of 19 using a sweat-equity loan, transforming a family "secret" into a powerful investment model. Today, she and her husband have built 53 units from the ground up, acquired and renovated four additional properties, and automated their business to support long-term growth. Her approach centers on risk-aware development, ADU maximization, and creative strategies to unlock housing value. She is also the author of The Build to Rent Strategy and co-founder of The New Build Couple.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Why building your own home with sweat equity can kickstart your investing journey The build-rent-refinance-repeat model Natalie uses instead of traditional BRRRR How legislation like Bill 23 unlocked value via ADUs The risks to watch for when analyzing land deals Why burnout forced her to scale—and how hiring a team changed her business     Topics From Architecture School to First Build How Natalie and her husband started by building their own house at 19 The sweat-equity loan that replaced a traditional down payment Living through construction while house-hacking their basement unit Scaling with Confidence Transitioning from guided help to self-led builds Building nights and weekends while working 40-hour weeks How an employee learned their model and replicated it himself Why Build-to-Rent Made Sense Existing properties in Ontario didn't pencil out Build-to-rent as a better alternative to BRRRR for their market The shift from slow beginnings to full-time real estate Shifting Strategies Through Market Changes The effects of COVID, inflation, and interest rates Navigating legislative battles with municipalities Taking a break to reassess in the face of red tape Due Diligence in Development Natalie's master checklist before buying land Zoning, sewer, easements, internet access, and environmental tests The consequences of skipping steps (like a $30k surprise for internet) How ADUs Became a Game Changer Leveraging Ontario's Bill 23 to turn a duplex into a triplex Avoiding six-figure development fees by using ADU classifications Applying the ADU model to create sixplexes with cost savings     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Natalie up for success: Burning out from doing too much herself, led to hiring a team and building better systems. Digital or mobile resource: Buildium, for managing tenant communication and operations, even with just a few units. Book recommendation: Secrets of the Canadian Real Estate Cycle by Don Campbell, great for understanding market timing and cycles. Daily habit: Running or walking: movement helps her reset and stay grounded. #1 insight for real estate investors: Do your due diligence. This is not a risk-free strategy, so run the numbers and know what you're getting into. Favorite restaurant in Mont-Tremblant, Quebec: Socal Kitchen.     Next Steps Connect with Natalie at thenewbuildcouple.com Follow her on Instagram to see project videos and updates Grab a copy of her book: The Build to Rent Strategy     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 don't miss an episode.

Vitaliy Gnezdilov is the co-founder of Raise Ready Systems, a capital-raising platform helping real estate operators attract six- and seven-figure checks through paid social campaigns. With a background in user experience design, Vitaliy blends creative branding with performance marketing to help sponsors scale beyond friends and family capital. He has raised over $40M alongside strategic partners and formerly worked at CrowdStreet to streamline investor acquisition and conversion at an enterprise level.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Social media can drive serious capital—but only if you build trust, credibility, and speed into your funnel. "Speed to lead" is the difference between a committed investor and a missed opportunity. Avoid pitching too early—use the first call to understand investor goals and qualify the fit. Human touchpoints (real calls, manual follow-up) outperform automation when raising large checks. Sophisticated investors do respond to ads—if you tailor your messaging and sales process to their needs.     Topics From UX Design to Real Estate Capital Vitaliy began his career in software and UX before partnering with a high school friend in advertising. Together, they leveraged design and paid traffic to raise capital in exchange for GP equity. Worked with sponsors across multifamily, mobile home parks, and ATMs—raising $40M+. Building Raise Ready Systems Created a framework to generate investor conversations using paid ads and optimized funnels. Emphasizes "speed to lead" and relationship-building, not just lead generation. Most clients aim to raise $1M/month per investor relations rep using his system. What Actually Works in Paid Campaigns 15–20 ad hooks are tested at launch; funnel must earn attention seconds at a time. Webinar funnels often fail due to lack of contextual awareness—must match platform behavior. Content and UX must be laser-targeted; the platform algorithm does the rest. Human Touch vs. Over-Automation Raise Ready added an appointment-setting team that calls leads within 5 minutes. Human contact builds credibility before handing leads to IR teams. Created diligence packets and follow-up sequences to support investor conversion. Common Mistakes Operators Make Lack of sales process is the biggest bottleneck—not lead volume. Founders often pitch too early; better to listen, qualify, and align investment opportunity. Raising from strangers is a different game than friends and family—adjust your approach.     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Vitaliy up for success: Generating leads without a solid sales process led to client struggles—so they built internal appointment-setting and partnered with a top IR pro raising $1.5M/week. Digital or mobile resource: RaiseReadySystems.com — explore the call funnel firsthand and browse in-depth insights on their blog. Book recommendation: Buy Back Your Time by Dan Martell — a playbook for reclaiming your time and scaling your business through team leverage. Daily habit: Praying each morning—"Throne before phone"—to center himself before opening the laptop. #1 insight for raising capital: Speed to lead. But more importantly—don't pitch right away. Listen, qualify, and match your offer to investor needs. Favorite restaurant in Minneapolis, MN: Khâluna.     Next Steps Connect with Vitaliy at RaiseReadySystems.com Explore their sales funnel strategy and blog resources Reach out to see if Raise Ready is a fit for your capital-raising goals     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.

Catrina Craft is a CPA, tax strategist, and real estate investor with over 20 years of experience in applying the tax code to maximize wealth for investors and entrepreneurs. As the founder of Craft CFO Advisory Services, she supports real estate professionals, creative agencies, and business owners with proactive planning to reduce tax obligations and build long-term wealth. A frequent speaker and educator, Catrina brings a unique blend of compliance, strategy, and investment knowledge—helping her clients go beyond tax preparation and into true financial empowerment. Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here. Key Takeaways Start tax planning early—waiting until tax season puts you in reactive mode Don't structure appreciating assets in a C corp—it can lead to unnecessary tax penalties Asset protection is more than just forming an LLC; structure and exposure matter A tax strategist is proactive—meeting regularly and guiding decisions throughout the year The IRS rewards those who build and invest—use the code to your advantage Topics 1. From Debt to Wealth Building Catrina lost 80% of her income when a major client left and found herself $100K in debt This challenge drove her to learn real estate investing and the tax strategies behind wealth building Paid off her debt in 2 years while building a rental portfolio 2. The CPA vs. Tax Strategist CPAs focus on compliance and reporting what already happened Tax strategists plan proactively to reduce your tax bill before decisions are made Working with a strategist who knows your industry—especially real estate—is critical 3. Avoiding Common Structure Mistakes Many investors set up LLCs without understanding tax treatment options Holding real estate in a C corp is a costly and often irreversible mistake Asset protection includes entity structure, insurance, and understanding exposure risk 4. Planning Beats Panic Most deductions and deferrals (like cost segregation and 1031s) require advance planning Catrina meets monthly or quarterly with clients to stay ahead of key decisions Tax planning should start at the beginning of the year—not at filing time 5. Questions to Vet a Tax Professional Ask about their industry experience and how often they meet with clients Determine whether they offer strategy or just compliance services Ensure they understand your specific investing model (e.g. syndication vs. flipping) 📢 Announcement: Learn about our Apartment Investing Mastermind here. Round of Insights Failure that set Catrina up for success: Losing 80% of her income and going into debt forced her to learn real estate and rebuild—leading to lasting financial independence. Digital or mobile resource: MileIQ — tracks mileage automatically for real estate and business-related driving. Book recommendation: Tax-Free Wealth by Tom Wheelwright — foundational insights on using the tax code to your advantage. Daily habit: Morning gratitude, sunlight, a walk, and 30 minutes of educational podcast listening to stay clear and motivated. #1 insight for the best tax strategy: Hire a tax strategist—not just a tax preparer. Favorite restaurant in Dallas, TX: Houston's or Hillside. Next Steps Access Catrina's free tax planning resources. Connect with her through her LinkedIn Page. 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 don't miss an episode.  

Jon Weiskopf is the Founder and CEO of Blue Eyed Capital, a purpose-driven investment firm focused on helping people of color invest in high-performing real estate that delivers both financial returns and meaningful impact. After a successful engineering career that included designing Apple's flagship retail stores around the world, Jon left corporate life to pursue a more meaningful mission—one grounded in sustainability, social responsibility, and leaving a better world for his children. His impact-focused approach to multifamily investing prioritizes operational efficiency, environmental upgrades, and tenant well-being as pathways to long-term success.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Real estate impact investing is not charity—it's smart, sustainable business Operational efficiency matters more than rent growth for long-term value Utility cost trends are critical indicators of property performance risk Personal alignment with your investing mission prevents burnout and increases longevity Finding properties close to home can reduce risk and improve responsiveness Capital access and relationship-building are essential for resilience in tough markets     Topics From Apple to Apartment Investing Jon's career began in engineering, including 10 years leading Apple's retail development globally A burnout and desire to spend more time with family pushed him to rethink his priorities After attending a real estate event, he realized his background in construction and systems was an untapped advantage Finding Purpose in Real Estate Named after his wife and children, Blue Eyed Capital was born from a desire to create legacy and impact Jon's "why" includes modeling values for his kids and using his skills to improve the world Leaving Apple and taking a three-month leave of absence gave him clarity and relief from corporate stress Why Impact Investing Is Smart Business Jon focuses on improving underperforming Class C properties with outdated systems Instead of relying on rent increases, he drives returns through sustainability upgrades and energy efficiency Better-performing systems (HVAC, lighting, etc.) lead to tenant stability, lower expenses, and long-term ROI What Most Investors Get Wrong Many operators don't understand the compounding effects of rising utility costs Passing on utility bills to tenants only works until affordability breaks down Energy-efficient upgrades generate increasing savings year over year—unlike cosmetic renovations Choosing the Right Properties Looks for good bones: buildings that are structurally sound but need systems updates Willing to walk away from deals if fundamentals (e.g., plumbing) don't check out Proximity to home has become increasingly important for asset management responsiveness Capital Raising and Private Lending Jon warns new operators not to underestimate the difficulty of raising capital Missed investor commitments and slow funding timelines require backup plans He's built a parallel business in private lending to create consistent cash flow between deals     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Jon up for success: A high-stakes Apple project in San Francisco failed publicly at launch—but it taught Jon the value of resilience, preparation, and systems under pressure. Digital or mobile resource: FRED – the Federal Reserve's data portal. Jon uses it to track trends like auto loan defaults and consumer credit that signal housing demand and risk. Book recommendation: It Takes What It Takes by Trevor Moawad. Daily habit: Wakes up at 3:30 a.m. every day to work out—starting with physical discipline to focus and own his day. #1 insight for investing in impact properties: Purpose matters. If your plan is aligned with serving a community's needs—not just maximizing rent—you'll build a more stable, lasting business.     Next Steps Follow Jon on LinkedIn Check out Blue Eyed Capital's website.     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.

Justin Brennan is a third-generation real estate investor and the founder of Brennan Polley Capital and Multifamily Schooled. After his family experienced a $60 million bankruptcy during the 2008 financial crisis, Justin rebuilt from scratch—growing a $185 million apartment portfolio across 1,100+ units in multiple states. Today, he's a leader in multifamily education and mentorship, helping others build wealth through cash-flowing assets, investor relationships, and a resilient mindset.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.     Key Takeaways Use sweat equity to partner with others who bring capital—start with what you have Real estate offers generational wealth, but over-leveraging can wipe it all out Begin with a single unit if needed, but learn to scale fast using other people's money Community, discipline, and market knowledge are critical for out-of-state investing Opportunities don't knock—you create them and act when the door opens     Topics Rebuilding After a Family Bankruptcy Justin's father built and lost a $60M portfolio during the 2008 crash Learned hard lessons early: never over-leverage and always prioritize cash flow Decided to restart in 2010 with a $100K condo—and a long-term mindset From Small Starts to Major Scaling Bought duplexes and fourplexes before realizing the power of OPM Partnered with a friend in tech to launch Brennan Polley Capital First major deal: 27 units in Kansas City, raised $800K with just $30K out of pocket Now owns/control 40% of a $200M portfolio—vs. 100% of $3.5M before The Power of Community and Conferences A Tom Ferry conference helped shift his mindset around raising capital Later attended a Boston syndication event, which gave him clarity and confidence Losing his sister in 2018 made him take bigger action—he chose not to live with regret Investing Out-of-State with Confidence Recommends building your team before chasing deals: brokers, PMs, contractors, lenders Emphasizes importance of in-market relationships and pre-market deal access Uses security cameras to remotely monitor properties in real-time Invests only within 25–30 miles of top 100 MSAs for strong bank financing and tenant demand     📢 Announcement: Learn about our Apartment Investing Mastermind here.     Round of Insights Failure that set Justin up for success: Walking away from a $33M deal after already investing $800K in due diligence. It hurt—but protected investors and built trust, leading to a more profitable deal soon after. Digital or mobile resource: Crexi.com — not for deals, but to identify the top local brokers controlling inventory in a market. Book recommendation: The Power of One More by Ed Mylett and Atomic Habits by James Clear. Daily habit: Detailed morning routine that ends with a spoken "prayer letter" in the present tense. Uses the ThinkUp app to reinforce affirmations and stay focused on vision. #1 insight for scaling a multifamily portfolio: "Never ask for money. Offer opportunity." Build trust, show results, and use a clear system for raising and managing capital. Favorite restaurant in San Diego, CA: George's at the Cove.     Next Steps Subscribe to Justin's YouTube channel. Learn more about his program at multifamilyschooled.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.