Commercially Speaking Podcast- Commercial Real Estate Investing That Entertains

Hosted by Bo Barron, CCIM | Timmy Barron, ADHD

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145

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Jun 2026

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About the show

Commercial Real Estate investing has never been so entertaining. Hosted by two brothers, Bo, the eldest, is a CCIM instructor, CRE expert, CEO of Barron Commercial Group and Marine. Timmy, the MUCH younger one, is an improv comedian, award winning actor, and coach with ADHD who, “commercially speaking” is an idiot. With Bo’s gift for teaching, he breaks down complex concepts in a way that’s easy for anyone to understand, while Timmy tests that theory. Whether you’re a seasoned pro, investor, user of space or newbie to the world of Commercial Real Estate, this podcast was made for you!

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June 16, 2026Episode 111 hr 2 min

Most Investors Are Asking the Wrong Question | Bob Fraser

Most investors start by asking:"How much money can I make?"Bob Fraser thinks that's the wrong question.In this episode, the co-founder and CFO of Aspen Funds explains why the best investors in the world focus on risk before returns, how billionaire investors build portfolios differently, and why protecting capital matters more than chasing upside.We dive into:✅ Why good technology doesn't automatically create good investments✅ The hidden problem with most capital raising strategies✅ How billionaire investors think about risk✅ Why Evergreen funds may outperform traditional syndications✅ The biggest mistakes operators make when raising capital✅ What Bob looks for before investing in any deal✅ The future of multifamily, industrial, and retail real estate✅ Why natural gas may be one of the most important investments of the next decadePlus, Bob shares lessons from being wiped out during both the Dot-Com crash and the Great Financial Crisis and how those experiences shaped the way he invests today.If you're an investor, operator, broker, or entrepreneur trying to build wealth that survives market cycles, this episode is packed with practical insights.Thanks To Our Sponsors🤖 Superpowers HQ – Need an executive assistant that will anticipate your needs? Get one here: superpowershq.com/commerciallyspeaking💰🏙️ CRE Investor Coach: No Guess Work, No Wasted Time — https://bit.ly/43t6Vrl

June 9, 2026Episode 101 hr 15 min

The Human Element in Real Estate Will Outlive AI—Here’s Why | Andie Edmonds, CCIM President-Elect

Most real estate insiders agree: AI is disrupting brokerage faster than anyone expected. But what if the biggest shifts come from the human side? Andie Edmonds, a trailblazer in commercial real estate and the new president of the CCIM Institute, reveals why trusted relationships—and human intuition—will remain the backbone of the industry, even as artificial intelligence transforms how deals get done.In this eye-opening conversation, Andie shares her journey from Oregon to Arizona, navigating market changes, industry disruptions, and a slower shift towards tech. You’ll discover how AI tools like ChatGPT and Claude are influencing broker decision-making, the undeniable importance of human empathy in client relationships, and the subtle ways ethical dilemmas—like fraud and tenant mix—shape property investments today. Andy also dives into the evolving landscape of healthcare real estate, exploring how demand for behavioral health and senior housing is reshaping asset types, and why landlords need to stay vigilant about new challenges.You'll learn how industry leaders are balancing innovation with trust, and why the future of CRE hinges on mastering both technology and human connection. This episode is perfect for brokers worried about AI replacing their jobs, emerging professionals eager to stay relevant, and anyone interested in how real estate must adapt to survive and thrive in a new era.With decades of experience and a sharp eye on the next generation, Andie Edmonds exemplifies leadership that combines faith, industry insight, and a pioneering spirit. She’s a CEO, a CCIM, and now, the president shaping the future of the largest professional designation in commercial real estate—a must-listen for those who want to understand not just what’s changing, but how to lead through it.Whether you’re a seasoned broker, a future investor, or curious about the ethical dilemmas facing real estate today, this episode offers real talk, actionable insights, and a compelling reminder: Humans are irreplaceable, and trust will always be the most valuable currency in CRE.Thanks To Our Sponsors🤖 Superpowers HQ – Need an executive assistant that will anticipate your needs? Get one here: superpowershq.com/commerciallyspeaking💰🏙️ CRE Investor Coach: No Guess Work, No Wasted Time — https://bit.ly/43t6Vrl

April 8, 2026Episode 91 hr 24 min

Is Multifamily About to Break… or Boom? | Reid Bennett, CCIM

Everyone is asking the same question right now:Is multifamily still a good investment in 2026?In this episode, we sit down with Reid Bennett, one of the most connected multifamily brokers in the country, to break down what’s actually happening in the market.And the answer might surprise you.We cover:Why multifamily is still outperforming other asset classesThe key difference between today and the Great Financial CrisisWhy tenants aren’t leaving apartments right nowHow overbuilding is impacting Sunbelt marketsWhy Midwest markets are tighteningHow brokers are doing deals in markets they’ve never visitedThe real power of LinkedIn for finding dealsHow AI is about to reshape commercial real estatePlus:A wild story about saving a deal with… a knee injury 🤝This episode is part market analysis, part strategy, and part glimpse into the future of brokerage.10x Your Time and Get Paired with an EA Today Superpowers HQ - https://superpowershq.com/commerciallyspeaking00:00 – Intro02:00 – Reid Bennett’s Origin Story10:30 – The Deal That Changed Everything18:00 – Why CRE Investor Coach Matters24:00 – How LinkedIn Actually Gets Deals Done32:00 – How to Create Content That Works39:00 – Multifamily Market Breakdown (2026)45:30 – Why Tenants Aren’t Leaving50:00 – AI Is Changing Everything57:00 – Collaboration > Competition01:03:00 – License Portability Explained01:10:00 – The Future of Brokers01:16:00 – CCIM + AI Evolution01:20:00 – Outro

March 24, 2026Episode 81 hr 20 min

When Should You Hire an Executive Assistant? | Terry Pham of SuperPowersHQ™

Most founders don’t hire an executive assistant for one simple reason:They think it will create more work.More training.More managing.More explaining.But what if the opposite is true?In this episode, we bring in Terry Pham to break down the real reason founders stay stuck—and how delegation actually works when it’s done right.We cover:The 5 delegation roadblocks holding founders backWhy “I don’t have time” is the biggest lieHow founders accidentally become the bottleneckWhat a great executive assistant actually doesThe crawl → walk → run system for delegationWhy control is costing you growthHow to get 10–20 hours of your week backThis episode isn’t about hiring help.It’s about removing yourself as the thing slowing everything down.00:00 The Value of an Executive Assistant02:29 Terry Pham's Journey and Insights05:08 Common Misconceptions About EAs08:04 Delegation Roadblocks and Overcoming Them10:52 The Role of EAs in Managing Entrepreneurs13:45 Creative Delegation Examples16:20 Identifying Tasks to Delegate19:21 The Importance of Clarity in Delegation21:42 Building a Productive Relationship with EAs24:44 The Emotional Aspect of Delegation27:34 Final Thoughts on Executive Assistants39:36 Evolving the EA Relationship40:23 Understanding Personal Work Styles41:53 Building Effective Partnerships44:43 The 90-Day Integration Process46:47 Anticipating Needs and Responsibilities49:42 Daily Syncs and Accountability52:51 Refining Communication and Expectations55:54 Gatekeeping and Access Management59:02 Balancing Accessibility and Boundaries01:06:30 Transformative Experiences with EAsResourcesSuperpowers HQ - https://superpowershq.com/commerciallyspeakingEO Dallas - https://www.eonetwork.org/Strategic Coach - https://www.strategiccoach.com/guest linksLinkedIn - https://www.linkedin.com/in/terrypham/

March 17, 2026Episode 71 hr 12 min

Why Smart Entrepreneurs Keep Failing (And Don’t Know Why) | Tebow Group CEO Tommy Martin

If your business isn’t working… it might not be your hustle.It might be what you’re missing.In this episode of Commercially Speaking, we sit down with Tommy Martin of the Tebow Group to break down why even smart, driven entrepreneurs fail—and the framework that finally changed everything.After 3 failed businesses, Tommy discovered that success isn’t about working harder… it’s about having the right structure.We dive into:The 5-part framework behind every successful business• Why most entrepreneurs only focus on outcomes (and why that’s a mistake)• The hidden reason your business feels “stuck”• How to diagnose what’s missing before you waste another year• The difference between momentum, ministry, and movement• How to build a business that actually makes an impactThis isn’t motivation.This is diagnosis.And if you’ve ever felt like you’re doing everything right—but it’s still not working… this episode will hit.Thanks To Our Sponsors🤖 Superpowers HQ – Need an executive assistant that will anticipate your needs? Get one here: superpowershq.com/commerciallyspeaking💰🏙️ CRE Investor Coach: No Guess Work, No Wasted Time — https://bit.ly/43t6Vrl00:00 – Cold open01:30 – 3 failed businesses → what changed05:00 – The missing pieces framework12:00 – Why most businesses fail quietly20:00 – Harvard lesson that changed leadership30:00 – The “movement vs momentum” model45:00 – Building a business that actually matters60:00 – What to do if you’re stuckAbout The Show:Commercially Speaking is where business, investing, and real life collide—hosted by Bo Barron (CCIM) and Timmy Barron (ADHD).If this episode helped you:Share it with someone building something right now.

February 24, 2026Episode 61 hr 33 min

The Last Broker Is Alive Right Now | Michael Hironimus, CCIM Is Acting Different

Artificial intelligence can:Underwrite• Model• Analyze• Draft• Summarize• Prospect• Automate follow-upFaster than most brokers.This isn’t about average producers.This isn’t about junior analysts.This is about the brokerage model itself.If AI removes information asymmetry, compresses labor, and accelerates execution… what’s left?In this episode, we explore whether brokerage as we know it survives this decade.Not softer.Not smaller.Survives.This isn’t hype.It’s trajectory.The last broker is alive right now.

February 17, 2026Episode 61 hr 33 min

How Top Brokers Actually Think | Gary Martinez, CCIM

How do you close 2,500+ commercial real estate deals?In this episode of Commercially Speaking, we sit down with Gary Martinez, CCIM, SIOR, industrial specialist, CI 102 instructor, and one of the most respected brokers in Southern California.Gary shares:How he went from property manager to top 1% brokerWhy specializing changed his income trajectoryThe difference between fighting for business vs fighting for relationshipsThe “Know, Like, Trust” mindset that built his careerHis Santa Fe Springs canvassing strategy (door-knocking an entire city)Why most brokers over-educate and lose trustHow to read your client’s sophistication levelAnd a brand-new Industrial Demand Gap Model that projects supply shortages years in advanceIf you're a broker trying to scale, an investor analyzing markets, or a developer planning your next move, this episode will sharpen your edge.📊 Want to see the Industrial Gap Model live? Watch the full episode on YouTube.📬 Subscribe to the newsletter: subscribe.wgbaron.com🧠 Get an executive assistant: superpowershq.com/commerciallyspeakingAnd yes, Barbara Corcoran… we’re still waiting.⏱ CHAPTERS00:00 – 2,500 Deals and Still Learning05:12 – From Property Manager to Broker12:30 – Why Specializing Changed Everything18:40 – Industrial vs Office vs Retail Personality Types26:10 – Door Knocking an Entire City35:20 – Capacity Utilization & Spotting Expansion44:15 – Stop Chasing Deals50:10 – The Know, Like, Trust Principle58:30 – Over-Educating Clients (Big Mistake)01:07:10 – The Industrial Gap Model Explained01:25:00 – Forecasting Demand & Vacancy01:35:20 – Negotiation Strategy in Tight Markets01:43:00 – The Humility of Mastery

February 10, 2026Episode 51 hr 22 min

What Billion-Dollar Investors Actually Look For (It’s Not Your Numbers) | Greg Dugard

What do billion-dollar investors and donors actually care about?It’s not your pitch deck.It’s not your financial model.And it’s definitely not your IRR slide.In this episode of Commercially Speaking, we sit down with Greg Dugard, COO of Seder Grove Holdings, who previously helped raise over $5 billion during Notre Dame’s historic capital campaign.Greg breaks down what he learned from raising billions, working with ultra-high-net-worth families, and now partnering with founders through permanent capital, a long-term investment approach that rejects forced exits, short-term incentives, and five-year flip cycles.We explore:What investors actually look for before wiring moneyWhy time horizons destroy more value than bad dealsPermanent capital vs private equity and venture capitalHow misaligned incentives quietly ruin partnershipsWhy selling too early kills compoundingThe difference between IRR and long-term wealth creationHow founders should evaluate partners before signingWhy trust beats returns in the long runWhat “life’s work” really means for a founderIf you’re a founder, investor, or operator thinking about taking on capital, this conversation might save you years of regret.🎧 Learn more about Greg & Seder Grove:https://sedergrove.comThanks To Our Sponsors💰🏙️ CRE Investor Coach: No Guess Work, No Wasted Time — https://cre-investor-coach.mykajabi.com/a/2148133410/9YMWzNXy🤖 Superpowers HQ – Need a CRE executive assistant? Get one here: superpowershq.com/commerciallyspeaking📺 Subscribe for more conversations about real estate, investing, leadership, and building things that last.And Barbara Corcoran… permanent capital only. We’re ready.00:00 – What Billion-Dollar Investors Really WantWhy numbers aren’t the point04:10 – Raising $5B Without a Med SchoolHow Notre Dame broke records09:40 – Why Most Capital Destroys ValueThe hidden cost of short time horizons15:30 – What Permanent Capital Actually MeansNo flips. No forced exits.22:20 – Why Selling Too Early Is the Real RiskThe compounding everyone ignores30:10 – IRR vs Multiple on Capital (MoIC)Why IRR lies over long periods38:40 – Incentives: The Invisible HandThe tattoo founders should get47:30 – Choosing the Right Capital PartnerWho you let around the table matters55:50 – Trust, Talent, and Long-Term ThinkingHow great companies are really built01:05:30 – The Taylor Swift StoryYes, this actually happened01:10:40 – Advice for Founders Before SigningWhat to know before taking money⏱️ YouTube Chapters (Keyword-Optimized)

February 3, 2026Episode 41 hr 19 min

DST vs 1031: The Tax-Deferred Option No One Explains | With Taylor Ashland

If you sell an investment property and want to defer taxes, a 1031 exchange is usually the answer.But there’s a problem no one likes to talk about:You only have 45 days to identify a replacement property.That pressure often leads investors to overpay, settle for deals they don’t love, or rush into more active management when they were actually trying to slow down.In this episode of Commercially Speaking, we sit down with Taylor Ashland, founder of Ashland Pacific, to explore Delaware Statutory Trusts (DSTs) as a 1031-eligible alternative.DSTs allow investors to:Defer capital gains and depreciation recapture taxesInvest passively in institutional-quality real estateAvoid the 45-day scramble to identify a propertyEliminate active management and tenant headachesWe break down:How DSTs actually work inside a 1031 exchangeWhy the 45-day window creates bad incentivesWhen a DST makes sense (and when it doesn’t)Loss of control, lack of liquidity, and real risksHow DSTs can be a full exit strategy or a “supporting actor”Why brokers don’t get paid on DSTs (and why that matters)The emotional side of money, taxes, and decision-makingThis episode is not tax or legal advice. It’s a practical, honest conversation about options most investors don’t hear until it’s too late.The information discussed in this podcast is for informational purposes only and does not constitute investment advice or an offer to buy or sell any securities. Investing in real estate and 1031 exchange replacement properties may not be suitable for all investors and may involve significant risks. All opinions expressed are those of the speaker and are subject to change without notice. Listeners should consult their own financial professionals before making any investment decisions. Ashland Pacific is a branch office of DFPG Investments, LLC. Securities offered through DFPG Investments, LLC. Member FINRA/SIPC. Investment Advisory Services offered through Diversify Advisory Services, LLC. Ashland Pacific is not affiliated with DFPG or Diversify.Thanks To Our Sponsors💰🏙️ CRE Investor Coach: No Guess Work, No Wasted Time — https://cre-investor-coach.mykajabi.com/a/2148133410/9YMWzNXy🤖 Superpowers HQ – Need a CRE executive assistant? Get one here: superpowershq.com/commerciallyspeaking🎧 Learn more about Taylor:https://shepherdingyourwealth.comhttps://ashpac.comInstagram: @taylordesmondashland📺 Subscribe for more conversations on real estate, investing, negotiation, and buying back your time.And yes, Barbara Corcoran… still standing by.00:00 – The 45-Day Problem With 1031 ExchangesWhy rushed timelines force bad decisions05:30 – Why Investors Overpay in 1031sIncentives brokers love and sellers hate10:40 – What Is a Delaware Statutory Trust (DST)?Plain-English explanation18:30 – How DSTs Qualify for 1031 ExchangesBeneficial interests, not partnerships27:00 – Passive Real Estate Without ManagementNo tenants, no toilets, no calls34:45 – Loss of Control & Liquidity (The Real Risks)Why DSTs are not for everyone42:20 – Using DSTs as a Supporting ActorSolving “boot,” debt replacement, and leftover equity52:10 – Why Brokers Don’t Get Paid on DSTsThe incentives nobody explains01:01:30 – Emotional Decision-Making in InvestingWhy numbers alone aren’t enough01:12:00 – Who a DST Is Actually ForIdeal scenarios and red flags01:22:30 – Final TakeawaysMore options, better decisions

January 27, 2026Episode 21 hr 15 min

You Won. Now What? The Money Problems No One Prepares You For | with Garrett Gatton

You built the business.The money showed up.And suddenly you’re asking the questions no one warned you about:Where do I put this money?How do I make sure it actually lasts?In this episode of Commercially Speaking, we sit down with Garrett Gatton, founder of Reinvest Capital, to talk about what comes after success.Garrett works with business owners who’ve already “won” and are now trying to steward capital wisely, buy back time, and build wealth that doesn’t wreck their life or their family.This conversation dives into:Why success often creates more complexity, not lessThe difference between being safe with money and being wisePassive real estate investing vs active distractionBuying back time instead of stacking more responsibilityFaith, stewardship, and purpose without sacrificing returnsWhy unmanaged money becomes anxiety with better snacksHow legacy thinking changes every financial decisionAI, executive assistants, and scaling your impact without burning outThe future of housing, including Ohio’s first 3D-printed concrete homeIf you’ve ever thought, “I did the hard part… now what?”This episode is for you.🎧 Follow Garrett:Reinvest Capital: https://www.reinvestcapital.usRE:Invest Podcast https://reinvestpodcast.buzzsprout.com/LinkedIn: Garrett Gatton📺 Subscribe for more conversations on real estate, leadership, money, and meaning.And Barbara Corcoran… we remain respectfully available.Thanks To Our Sponsors💰🏙️ CRE Investor Coach: No Guess Work, No Wasted Time — https://cre-investor-coach.mykajabi.com/a/2148133410/9YMWzNXy🤖 Superpowers HQ – Need a CRE executive assistant? Get one here: superpowershq.com/commerciallyspeaking00:00 – You Won. Now What?When success creates new problems no one talks about02:30 – When Money Stops Feeling Like a WinWhy unmanaged wealth becomes anxiety06:00 – Stewardship vs Wealth CreationWhy growing money and using it wisely are different skills10:00 – From Ministry to InvestingHow Garrett’s background shaped his view of capital15:30 – The Hidden Problem With Active InvestingWhy entrepreneurs accidentally buy themselves more work20:45 – Buying Back TimeHow passive investing restores freedom27:00 – Faith, Business, and ExcellenceWhy purpose doesn’t mean lower returns34:30 – Executive Assistants + AIThe real way to scale impact without burning out44:00 – Safety vs Wisdom With MoneyWhy “playing it safe” can quietly cost you everything55:30 – Legacy ThinkingThe question every successful founder asks too late01:08:00 – The Future of Housing3D-printed concrete homes and what’s coming next01:15:00 – Final TakeawayWhat success is actually supposed to buy you