Ritter on Real Estate

Kent Ritter
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A front-row seat to real estate experts as they give their top advice, strategies, and tools to help you become a better passive investor. I break down their insights into practical steps, so you can take action. This show is for anyone who wants to Passively Invest like a Pro!

  1. The Power of Focus When Building a Niche Multifamily Portfolio ft. Axel Ragnarsson

    12 GIỜ TRƯỚC

    The Power of Focus When Building a Niche Multifamily Portfolio ft. Axel Ragnarsson

    On this week’s episode, Kent is joined by Axel Ragnarsson—founder of Aligned Real Estate Partners and host of The Multifamily Wealth Podcast. Axel breaks down why his team targets small-to-mid multifamily in New Hampshire and Rhode Island, winning on inefficiencies while packaging assets into funds to spread risk. He gets tactical on the tech that lets a scattered-site portfolio scale (self-showings, workflow automation, AI assistants, virtual staging), and he explains how a narrow, local focus has outperformed the “go bigger” mantra. You’ll also hear the one question he’d ask any sponsor before wiring funds—and why building a PM company that helps employees become investors is his proudest win.  Key Takeaways“Small” can scale: Inefficiencies in 5–50 unit deals create discounted buys; bundling multiple properties in a fund structure diversifies vacancy/renovation risk.Why New Hampshire: Positive population trends, business-friendly taxes, and supply constraints support durable occupancy and rent growth.Ops stack that matters: Self-showings (Tenant Turner), AppFolio + LeadSimple automations, virtual maintenance triage, AI chat for leasing FAQs, and AI-powered renderings/virtual staging to pre-lease units.LP diligence tip: Ask sponsors to describe a deal that went wrong and exactly how they handled it—accountability and operating chops matter more than pitch decks.Focus wins: A tight geographic niche and repeatable processes beat chasing shiny objects.Check us out on socials: Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

    42 phút
  2. Busting the Biggest Tax Myths in Real Estate ft. Amanda Han & Matt MacFarland

    27 THG 10

    Busting the Biggest Tax Myths in Real Estate ft. Amanda Han & Matt MacFarland

    On this week’s episode, Kent is joined by Amanda Han and Matt MacFarland, partners at Keystone CPA and authors of Tax Strategies for the Savvy Real Estate Investor. Amanda and Matt reveal how real estate investors—from beginners to high-net-worth professionals—can use the tax code to build wealth faster and keep more of their earnings. They break down how depreciation, bonus depreciation, and cost segregation unlock “paper losses” that shelter real cash flow and even offset other income streams. The pair also explain how to invest in real estate through retirement accounts, common tax myths that hold investors back, and how to align with a CPA who truly understands real estate strategy. Where to find Amanda and Matt: Website: https://www.keystonecpa.comInstagram: https://www.instagram.com/amandahancpaKey Takeaways: Real estate creates paper losses through depreciation that offset real-world income.Leverage amplifies tax benefits since depreciation is based on the entire property value, not just your down payment.Bonus depreciation allows large first-year deductions through cost segregation studies.Passive investors can still benefit significantly—even without being full-time in real estate.Self-directed IRAs and 401(k)s can be powerful tools for investing in syndications tax-deferred.The right CPA should think strategically about wealth building, not just tax filing.Books mentioned Tax Strategies for the Savvy Real Estate Investor by Amanda Han and Matthew MacFarland — https://www.keystonecpa.com/bookRich Dad Poor Dad by Robert Kiyosaki — https://www.richdad.com/products/rich-dad-poor-dadCheck us out on socials: Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

    35 phút
  3. The Art of Picking Top-Tier Operators ft. Paul Moore

    20 THG 10

    The Art of Picking Top-Tier Operators ft. Paul Moore

    On this week’s episode, Kent is joined by Paul Moore. Paul shares his unconventional journey from Ford Motor Company to building and selling a business, before discovering his passion for real estate and eventually founding Wellings Capital. He breaks down how his firm evaluates hundreds of operators to find only the best opportunities, why diversification across asset types and capital stack is key, and how to spot “intrinsic value” in deals that others overlook. Paul also explains the role of preferred equity in today’s market and highlights the importance of focus, integrity, and learning from past mistakes.  Where to find Paul: https://www.wellingscapital.com https://www.linkedin.com/in/paul-moore-3255924 https://www.linkedin.com/company/wellings-capital-llc https://www.facebook.com/wellingscapitalKey Takeaways Don’t chase speculation; focus on durable asset types and strong operators.Diversification across sponsors, geographies, and the capital stack reduces risk.The best investors say “no” far more often than they say “yes.”Look for intrinsic value—hidden opportunities to add income and increase property value.Preferred equity offers safer positioning in the capital stack with steady returns.Character matters: how an operator treats others often predicts how they’ll treat investors.Books mentioned The One Thing by Gary Keller and Jay Papasan Check us out on socials: Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

    35 phút
  4. Probabilistic Investing and Fixed Debt Wins ft. Andrew Cushman

    13 THG 10

    Probabilistic Investing and Fixed Debt Wins ft. Andrew Cushman

    On this week’s episode, Kent is joined by Andrew Cushman. Andrew shares his journey from chemical engineer to full-time multifamily investor, with more than 3,000 units syndicated and repositioned. He explains why chasing “rough C” properties created more risk and headaches than reward, why class B assets offer the best risk-adjusted returns, and how probabilistic thinking guides his underwriting and debt strategy. Andrew also dives into the importance of fixed-rate financing, downside protection, and why he takes pride in never losing investor money even through volatile cycles. Where to find Andrew: LinkedIn: https://www.linkedin.com/in/andrewcushmanvpa/ Website: https://vpacq.com/ Key Takeaways Don’t get stuck doing everything yourself—hire earlier to scale smarter.Class B assets often provide stronger long-term returns with fewer operational headaches than older class C properties.Think probabilistically: account for non-zero risks (like rapid rate hikes) and eliminate them where possible.Fixed-rate debt and properties that cash flow from day one provide critical downside protection.Always underwrite conservatively with cap rate expansion and realistic rent growth to create “lots of ways to win.”Books mentioned How to Win Friends and Influence People — Dale Carnegie: https://www.amazon.com/How-Win-Friends-Influence-People/dp/0671027034Check us out on socials: Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

    36 phút
  5. Why Consistency Outperforms Talent in Multifamily ft. Michael Blank

    6 THG 10

    Why Consistency Outperforms Talent in Multifamily ft. Michael Blank

    On this week’s episode, Kent is joined by Michael Blank. Michael shares his winding path from software IPO riches to a painful restaurant collapse, the light-bulb moment that multifamily creates true “mailbox money,” and how a Who-Not-How mindset lets new investors scale without waiting for decades of experience or their own capital. He breaks down the most common limiting beliefs, the step-by-step “dealmaker” approach he teaches, and the underwriting levers passive investors should question (exit cap, debt, reserves, real vacancy in value-add). They wrap with why today’s risk-adjusted returns in multifamily look stronger than two years ago and how tiny daily actions—and clarity—beat “massive action” every time.  Where to find Michael: Website: https://TheMichaelBlank.com Instagram: https://instagram.com/themichaelblank Facebook: https://www.facebook.com/themichaelblank LinkedIn: https://linkedin.com/in/mblank1 Youtube: https://youtube.com/user/ApartmentInvesting Twitter: https://twitter.com/themichaelblank Link to Book “Financial Freedom with Real Estate Investing”: https://bit.ly/3E1d3xG  Key Takeaways Swap “How do I do this?” for “Who can help me do this?” to overcome experience and capital gaps fast.Consistency > intensity: tiny daily actions on deal flow or investor meetings compound into momentum.Underwriting sanity checks for passives: conservative exit cap, realistic vacancy during value-add, debt terms (fixed/caps, prepay penalties), and funded/replenished reserves.You can’t eliminate risk—manage it. Be conservative without getting stuck in analysis paralysis; commit to the next three actions, then repeat.Market lens: lower leverage, flat-to-down rate outlook, and a thinning new-supply pipeline improve multifamily’s risk-adjusted setup versus the zero-rate era.Books mentioned: Financial Freedom with Real Estate Investing — Michael BlankWho Not How — Dan SullivanRich Dad Poor Dad — Robert KiyosakiThe Miracle Morning — Hal ElrodThe Miracle Equation — Hal Elrod Michael’s resources & free scaling course: https://thefreedompodcast.com/kent Check us out on socials: Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

    42 phút
  6. The Power of Fixed Debt and Smart Operations ft. John Casmon

    29 THG 9

    The Power of Fixed Debt and Smart Operations ft. John Casmon

    On this week’s episode of Ritter on Real Estate, Kent Ritter interviews John Casmon. They break down a real case study: a 2019-built, B-class Louisville asset bought in 2021 where the team created value through operations and paired the plan with stable, assumed fixed-rate debt. John shares how they tightened collections, navigated a surprise tax reassessment, and used a “process, people, partner” framework to sharpen property management. They wrap with why Midwest absorption/supply dynamics matter and how conservative underwriting created multiple ways to win.  Where to Find John:https://casmoncapital.com/John's podcasts - Multifamily Insights, Multifamily Mastery on Best Ever CRE Key TakeawaysAlign debt structure with your business plan; fixed long-term debt lowered risk and created stabilityValue-add isn’t always about renovations—operational efficiencies can drive just as much upsideExpect the unexpected: delinquency spikes, tax surprises, and other challenges require proactive pivotsManagement can make or break deals; clear KPIs and the right on-site PM are criticalConservative underwriting and multiple ways to “win” set projects up to outperform expectationsBooks MentionedFree guide: 7 Questions to Ask Before Investing in ApartmentsBooks mentioned:Atomic Habits by James ClearWho Not How by Dan Sullivan & Benjamin Hardy10x Is Easier Than 2x by Dan Sullivan & Benjamin HardyCheck us out on socials: Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

    45 phút
  7. The Mindset That Builds Real Estate Legacy with Jonathan Greene

    22 THG 9

    The Mindset That Builds Real Estate Legacy with Jonathan Greene

    On this week’s episode, Kent is joined by Jonathan Greene, longtime investor and host of Zen and the Art of Real Estate Investing. Jonathan shares how growing up learning real estate “old school” from his attorney-investor father shaped his bias toward action, diversification, and treating each property like a business. He explains why many busy, high-income earners should start with passive syndications, what he vets first (the operator and the debt), and how fixed-rate, longer-term loans align risk with the hold period. The conversation closes with mindset, legacy, and teaching the next generation about money and real estate.  Where to Find Jonathan:Sites - www.zenandtheartofrealestateinvesting.com, www.trustgreene.com, www.streamlined.propertiesInstagram - @trustgreene, @zenrealestateinvesting, @streamlinedpropertiesLinkedIn - https://www.linkedin.com/in/jonathan-greene-reThe Zen and the Art of Real Estate Investing Substack - https://trustgreene.substack.com Key TakeawaysStart with passive if you’re time-constrained: it buys back your time while letting domain experts operate. Underwrite the operator first, then the debt (favor fixed, 5–7-year terms that match the business plan). Don’t over-optimize for door count or social-media optics; stay opportunistic and walk away freely when a deal doesn’t fit. Diversify by asset class and geography through syndications to smooth portfolio “trajectory.” Treat every property like a standalone business (revenue, OpEx, CapEx) and routinely prune underperformers. Learning angle: passive LP deals double as education—study reporting, assumptions, and how seasoned teams execute. Mindset matters: steady temperament, long-term thinking, and humility beat hype and ego.  Books MentionedThe Wealthy Gardener by John Soforic (book): https://www.amazon.com/Wealthy-Gardener-Lessons-Prosperity-Between/dp/0593189744   Check us out on socials: Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

    45 phút
  8. The Four Pillars That De-Risk Passive Real Estate with Lon Welsh

    15 THG 9

    The Four Pillars That De-Risk Passive Real Estate with Lon Welsh

    On this week’s episode of Ritter on Real Estate, Kent Ritter interviews Lon Welsh. They unpack Lon’s “four pillars of diversification” framework—asset class, geography, strategy, and sponsor—digging into why he favors multifamily for stability, mid-size industrial for supply–demand gaps, and budget extended-stay hospitality for resilient demand. Lon explains blending value-add (for depreciation and cash flow) with ground-up development, and why property management selection is the single biggest driver of outcomes. The conversation also covers geographic risk (policy shifts, disasters) and why a Midwest/Sunbelt mix can smooth the ride for passive investors.  Where to find Lon:IrontonCapital.com IrontonCapital.com/linkedin IrontonCapital.com/facebook IrontonCapital.com/youtube  Key TakeawaysThe four pillars of diversification: asset class, geography, strategy, and sponsor—diversify across all four to reduce correlation risk. Asset picks he likes now: multifamily for low volatility, mid-size multi-tenant industrial for scarcity, and budget extended-stay hotels for durable, non-discretionary demand. Geography matters twice: politics (landlord–tenant laws) and physical risk (storms, fires) argue for spreading exposure across markets. Strategy blend: prioritize value-add for immediate depreciation/pass-through tax benefits, pair with targeted development where shovel-ready and contingency-smart. Sponsor & PM are critical: assess track record by product type/market, insist on contingency by line item, and scrutinize the property manager’s detection/solution chops.  Books MentionedFree book on passive real estate investing (Ironton Capital): https://irontoncapital.com/ritterWall Street Journal: https://www.wsj.com Check us out on socials: Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

    36 phút
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Giới Thiệu

A front-row seat to real estate experts as they give their top advice, strategies, and tools to help you become a better passive investor. I break down their insights into practical steps, so you can take action. This show is for anyone who wants to Passively Invest like a Pro!

Thông Tin

  • Nhà sáng tạo
    Kent Ritter
  • Năm hoạt động
    2020 - 2025
  • Tập
    160
  • Xếp hạng
    Sạch
  • Bản quyền
    © 2025 Ritter on Real Estate
  • Trang web chương trình
    Ritter on Real Estate

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