Commercially Speaking Podcast- Commercial Real Estate Investing That Entertains

Bo Barron, CCIM | Timmy Barron, ADHD
  • 5.0 (46)
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  • UPDATED WEEKLY

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!

  1. CCIM Fall Forum, Capital Camp and Chainsaw Weekend | Happy Thanksgiving | CSPod Ep 124

    11/27/2025

    CCIM Fall Forum, Capital Camp and Chainsaw Weekend | Happy Thanksgiving | CSPod Ep 124

    Happy Thanksgiving to all! We are so thankful for every one of you for giving us your eyes and ears for 124 episodes! We will be back in January with bigger guests, wider topics and the same brotherly chemistry. Bo and Timmy relive the last couple months starting with last weekend’s annual chainsaw weekend. The Barron boys join their dad at the cabin to prepare wood for the winter. Timmy talks about what it was like to emcee the CCIM Fall Forum and Bo found a new hobby when attending Capital Camp.

    55 min
  2. The Data Center Crisis No One Is Talking About — With Simon Enwia, CCIM

    11/19/2025

    The Data Center Crisis No One Is Talking About — With Simon Enwia, CCIM

    If you want to understand data centers, the power grid crisis, and the real estate race behind the future of AI — this is the episode. Today on Commercially Speaking, we sit down with Simon Enwia, CCIM — a multi-state broker, tech-driven developer, and one of the few people specializing in data center development sites. And what he reveals is wild: Here’s what you’ll learn in this episode: Why data center vacancy is below 1% nationwideThe reason America will need 2x the power by 2030What makes land “powered land” — and why it’s becoming the new goldThe exact criteria hyperscalers (Amazon, Meta, Google, Oracle) look forWhy data centers are now measured in megawatts per acre, not square footageHow the U.S. is locked in an AI arms race with ChinaThe brutal truth about NIMBY pushback and community approvalsWhy some utilities are charging $250,000+ just to get in line for power studiesThe four things every site absolutely must have:Simon breaks down the economics, the pipeline issues, the insane permitting timelines, and why the next decade of CRE may hinge entirely on data center development. This is the deep dive on data centers you’ve been looking for. 🔔 Enjoyed the episode? Do these 3 things: 1. Subscribe on YouTube & Spotify 2. Leave a 5-star review on Apple Podcasts 3. Join the newsletter: 👉 subscribe.wgbaron.com 🚀 Build your CRE business faster Hire a virtual assistant trained specifically for CRE: 👉 superpowershq.com/commerciallyspeaking 🙌 Huge Thanks A massive thank-you to Simon Enwia, CCIM for breaking down the world of data centers and the future of AI infrastructure. Email: simon@senw.io Real Estate Forum: forum.senw.io dc.land 00:00:00 - Cold Open00:01:29 - Welcome Simon Enwia, CCIM00:04:34 - Becoming an SIOR Candidate00:06:37 - Welcome to KY Bourbon Lesson by Bo00:11:01 - Getting Into CRE00:13:23 - House Flipping00:17:04 - Creating The First Digital Security for REITS00:19:50 - COVID Hits00:20:33 - The Love Of Deal Making00:21:46 - Licensed In 3 States In 10 Days00:24:16 - Senior Advisor At SVN00:26:52 - Getting A Managing Broker’s License In Multiple States00:29:38 - Building A Tech-Based Brokerage00:34:36 - CCIM is Better Than Real Estate MBA00:40:23 - Never Use Your Network. Provide Value To Your Network00:40:53 - Knakal Affiliate Program00:41:32 - An Inch Wide And A Mile Deep00:43:29 - How To Figure Out What To Specialize In00:47:54 - Fiduciary Responsibility00:52:06 - Cheers, Jesus!00:53:01 - A Good Name Is Worth More Than Gold and Silver00:55:55 - The Incredible Worth Ethic Of Immigrants00:57:47 - Data Centers01:02:30 - 1. Vacancy For Data Centers Is At A Low 1%01:03:12 - 2. There Is Not Nearly Enough Power (Will Need Double By 2030)01:05:19 - Bill Gates On Climate Change01:07:23 - 3. There Is An AI Race!01:09:55 - How Important Is Taiwan Right Now?01:14:21 - The Ideal Data Center Property01:17:39 - How Much Power a Hyper Scaler Needs! (Meta, OpenAI etc)01:18:34 - Quantifying The Power Needed01:19:38 - Infrastructure Proximity01:20:43 - The High Cost Of Getting In Line01:21:55 - $200K A Year Software Per User01:22:56 - Several Years To Close01:25:26 - Convincing The Community To Allow A Data Center01:31:48 - Land Size01:33:08 - Water Usage01:34:08 - Fiber and Redundancy01:36:37 - Leasing a Humanoid Robot01:39:41 - Behind The Meter (What’s Not Connected To The Grid)01:40:33 - Becoming The Knakal Of Data Centers01:42:35 - Simon@SENW.io, dc.land01:43:09 - Simon Is Hiring01:44:19 - Pop Quiz02:03:25 - forum.senw.io02:04:04 - Outro

    2h 6m
  3. The Executive Coach Your Favorite CEO Is Probably Hiding | with Mary Katherine Wathen

    11/11/2025

    The Executive Coach Your Favorite CEO Is Probably Hiding | with Mary Katherine Wathen

    She built a coaching company, wrote a book in four days, and raises seven kids—Mary Katherine Wathen is redefining what it means to lead a meaningful, integrated life. In this live studio episode, she joins Bo and Timmy to talk executive coaching, identity, leadership burnout, humility at the top, and how to live authentically at work, at home, and everywhere in between. 💥 Whether you're a burned-out broker or a high-achieving exec wondering, “Is this it?”—this episode is your wake-up call. 📚 Book: Made for More https://a.co/d/5ca0QfV 🌐 westofperfection.com #Leadership #Coaching #CommerciallySpeaking #CRE #ExecutiveCoaching #MaryKatherineWathen Thanks To Our Sponsors 💰🏙️ CRE Investor Coach: No Guess Work, No Wasted Time — https://bit.ly/43t6Vrl🛠️ **Site to Do Business (STDB) – Powerful CRE analysis and mapping tools: ⁠stdb.com⁠🤖 Superpowers HQ – Need a CRE executive assistant? Get one here: superpowershq.com/commerciallyspeaking📊 CRE Marketing Mastermind – wesgay.com/csResources Mentioned In This Episode 📚 Book: Made for More https://a.co/d/5ca0QfV🌐 westofperfection.com📰 Our Weekly Newsletter: The Inside Scoop On CRE — ⁠https://subscribe.wgbarron.com⁠🏬 Barron Commercial Group: CRE Made Simple — ⁠https://barroncommercial.com/⁠🥏 All Disc, No Balls! Tizbee, The Secret Game Of Champions — ⁠https://tizbee.com⁠

    1h 3m
  4. Transforming Commercial Real Estate with Technology | The Birth of Crexi

    11/04/2025 · BONUS

    Transforming Commercial Real Estate with Technology | The Birth of Crexi

    In this bonus episode of Commercially Speaking, Bo and Timmy welcome Luke Morris, co-founder of Crexi and Capitalize. They discuss Luke's journey in commercial real estate, the evolution of Crexi, and the launch of Capitalize, a platform designed to streamline commercial real estate financing using AI. The conversation delves into the challenges faced by brokers and lenders, the importance of data in the industry, and the future prospects for Capitalize. Luke emphasizes the need for transparency and trust in commercial real estate, highlighting how technology can empower brokers to better serve their clients. Chapters 00:00 Introduction to the Podcast and Guest 02:40 Luke Morris: Early Life and Career Path 05:19 The Birth of Crexie: Innovations in Commercial Real Estate 08:00 The Evolution of Crexie: Growth and Milestones 10:48 Identifying Pain Points in Commercial Real Estate 13:32 Capitalize: The Next Step in PropTech 16:25 Understanding Capitalize's Functionality and Market Impact 19:07 Use Cases for Brokers: Enhancing Efficiency and Effectiveness 21:56 The Role of Brokers in Commercial Real Estate 24:34 Exploring the Technology Behind Capitalize 27:27 Real-Time Insights and Market Dynamics 30:28 Conclusion and Future Outlook 33:22 Understanding Mezzanine Debt and Preferred Equity 36:51 Navigating Fund Management and Deal Sponsorship 39:28 Challenges in Data Aggregation and AI Integration 44:08 Personal Insights and Hobbies of Luke Morris 48:52 Engagement and Future Steps for Capitalize.io

    1h 3m
  5. How to Use Self-Directed IRAs to Invest in Real Estate (and Alpacas) | with Dana Udumulla

    10/28/2025

    How to Use Self-Directed IRAs to Invest in Real Estate (and Alpacas) | with Dana Udumulla

    Can your retirement account buy real estate? Startups? Alpaca farms?! Yes. And in this episode, Dana Udumulla from Madison Trust breaks down how self-directed IRAs actually work, what they can (and can’t) invest in, and why more commercial real estate investors should be using them to raise capital. Whether you're an accredited investor or a confused podcast co-host (cough Timmy), this conversation is packed with practical takeaways, tax strategies, and jaw-dropping scenarios (like turning $7K/year into $4.75M tax-free). We also get into: Roth vs Traditional IRA pros & consCommon mistakes investors make (and how to avoid getting disqualified)How to structure deals to receive retirement dollarsReal estate, bonus depreciation, and... Brazilian sugar?Don’t invest another dollar until you listen. Your future self will thank you. 📈 Sponsored by: Site to Do Business (STDB.com) and CRE Investor Coach 🎯 Learn more: MadisonTrust.com 👇 Subscribe + rate us if you learned something new! Thanks To Our Sponsors 💰🏙️ CRE Investor Coach: No Guess Work, No Wasted Time — https://bit.ly/43t6Vrl🛠️ **Site to Do Business (STDB) – Powerful CRE analysis and mapping tools: ⁠stdb.com⁠🤖 Superpowers HQ – Need a CRE executive assistant? Get one here: superpowershq.com/commerciallyspeaking📊 CRE Marketing Mastermind – wesgay.com/csResources Mentioned In This Episode 📰 Our Weekly Newsletter: The Inside Scoop On CRE — ⁠https://subscribe.wgbarron.com⁠🏬 Barron Commercial Group: CRE Made Simple — ⁠https://barroncommercial.com/⁠🥏 All Disc, No Balls! Tizbee, The Secret Game Of Champions — ⁠https://tizbee.com⁠00:00:00 – Welcome to Commercially Speaking (and IRR is NOT a pirate noise)00:00:42 – Meet Dana Kudumula: IRA Whisperer & Queen of Custodians00:02:51 – Legal Disclaimer: No Financial Advice, Just Vibes00:04:42 – What Even Is a Self-Directed IRA?00:06:45 – Dana’s Origin Story: $200, Wall Street, and Finding Her Passion00:08:11 – “You Can Invest in WHAT?!” – Real IRA Examples00:10:05 – Roth vs Traditional IRAs Explained00:14:33 – A $400K Tax-Free Growth Scenario00:16:01 – Can You Use Bonus Depreciation in an IRA?00:19:27 – Can a Fund Accept Self-Directed IRA Capital?00:21:48 – What Happens to “Wasted” Depreciation?00:24:42 – The Real Estate Pro Tax Strategy Breakdown00:26:26 – Can You Roll Over Any Retirement Account?00:29:15 – Setting Up a Self-Directed IRA (Step-by-Step)00:32:54 – Who Legally Owns the Asset? It’s Not You!00:33:46 – What Happens to Rental Income?00:34:42 – The Checkbook Control Model00:36:07 – Reminder: It’s Still a Retirement Account00:37:13 – When Can You Take Distributions?00:38:41 – How Much Can You Contribute? (And For Your Kids Too!)00:41:00 – How $7K/Yr Becomes $4.75M – Compound Interest 10100:44:22 – Roth vs Traditional: The Contribution Tradeoff00:45:21 – Yes, Kids Can Have Self-Directed IRAs Too00:46:45 – What Can’t You Do With a Self-Directed IRA?00:48:09 – Creative Legal Loopholes (But Don’t Try These at Home)00:50:22 – Lending to Family: Who’s Disqualified?00:52:13 – Mistakes That Kill Your IRA (Seriously)00:56:05 – The Biggest Scam Red Flags (And How to Vet Deals)00:58:52 – Know Your Risk Profile: Don’t YOLO Retirement Funds01:00:42 – Capital Raising From IRAs: A Hidden Superpower01:03:28 – The $44 Trillion Opportunity01:04:52 – Timmy’s Misconception: “Isn’t There a Menu of Investments?”01:07:16 – Why Financial Advisors Don’t Talk About This01:08:40 – Timmy & Dana Bond Over February Birthdays01:09:10 – Most Common IRA Scams (And the Power of Pause)01:12:02 – The Importance of Trusted Communities01:13:30 – Final Takeaway: Research, Pause, and Diversify

    1h 39m
  6. Why Chuck Welden Says CRE is for Idiots (And Why He Might Be Right)

    10/21/2025

    Why Chuck Welden Says CRE is for Idiots (And Why He Might Be Right)

    Chuck Welden doesn’t just talk real estate — he lives it. He’s a landlord, developer, and manager who still picks up trash on his own properties. In this episode, Chuck brings the heat (and the humor), breaking down: 🔹 The dangerous illusion of scale 🔹 What “boots on the ground” really looks like 🔹 Why managing properties makes you a better developer 🔹 The mindset most brokers will never get 🔹 Why being “dumb” might be your biggest asset in CRE This one is funny, wise, and brutally honest — don’t miss it. 🎙 Hosted by Timmy & Bo Barron 📺 Subscribe for more: youtube.com/@commerciallyspeaking 📩 Get exclusive updates: subscribe.wgbarron.com #CRE #CommercialRealEstate #Brokerage #LexingtonKY #SecondaryMarkets #TenantStrategy Thanks To Our Sponsors 💰🏙️ CRE Investor Coach: No Guess Work, No Wasted Time — https://bit.ly/43t6Vrl🛠️ **Site to Do Business (STDB) – Powerful CRE analysis and mapping tools: ⁠stdb.com⁠🤖 Superpowers HQ – Need a CRE executive assistant? Get one here: superpowershq.com/commerciallyspeaking📊 CRE Marketing Mastermind – wesgay.com/csResources Mentioned In This Episode 📰 Our Weekly Newsletter: The Inside Scoop On CRE — ⁠https://subscribe.wgbarron.com⁠🏬 Barron Commercial Group: CRE Made Simple — ⁠https://barroncommercial.com/⁠🥏 All Disc, No Balls! Tizbee, The Secret Game Of Champions — ⁠https://tizbee.com⁠Chapters👇 00:00 – Chuck Welden: Gators, Leases & Baptisms 00:30 – The Chuck Welden Masterclass Begins 01:08 – Meet Your Hosts (and Confused Cap Rates) 02:04 – Who is Chuck Welden? 03:01 – The Disclaimer Section 04:28 – WWE Meets Sunday Service 05:28 – Chuck’s Business Philosophy & KPIs 07:16 – Commercial Break: CRE Investor Coach & STDB 08:41 – Chuck’s Origin Story 13:34 – How Chuck Blends Business & Kingdom Impact 17:22 – What is Business as Mission? 19:17 – The Power of Relationship at Scale 24:10 – How Christian Principles Help Business 27:07 – What Loving Tenants Actually Looks Like 31:23 – What You Don’t Measure, You Don’t Treasure 35:09 – Love, Truth, and Trash Pickup 39:25 – Creation Care & Conservation in CRE 45:22 – The Triple (or Quadruple) Bottom Line 51:03 – Nobody Cares How Much You Know... 57:15 – Fund 2: What’s Next for Weldon Field 01:00:02 – Social Needs + Cultural Fluency 01:02:59 – The Prayer Walks & Resident Stories 01:07:16 – Connect, Share, Gather, Train 01:10:12 – What Happens After the Sale? 01:13:08 – Chuck’s Challenge to Churches 01:18:03 – Inventory Your Missional Potential 01:24:25 – Who Should We Talk To Next? 01:26:51 – Chuck’s Final Invite + Lions Den Info 01:32:40 – Outro + Barbara Corcoran Plea

    1h 34m
  7. This Is What Separates Good Brokers from Great Ones | with Anthony Humphress

    10/14/2025

    This Is What Separates Good Brokers from Great Ones | with Anthony Humphress

    What do top brokers really look at when evaluating a market? In this episode, we sit down with Anthony Humphress, a commercial real estate powerhouse out of Lexington, KY, to unpack what makes a secondary market thrive — and the blind spots brokers often miss. We dive into: 🔹 Why Lexington is outperforming much larger markets 🔹 Anthony’s tenant-focused approach to brokerage 🔹 How to think like a strategist, not a tour guide 🔹 The real reason deals fall apart 🔹 Lessons from decades of CRE experience If you’re a broker, investor, or advisor — this episode will sharpen how you see your market. 🎬 Chapters 00:00 - Intro: Who is Anthony Humphress? 02:45 - How Lexington punches above its weight 08:20 - Anthony’s tenant-first mindset 12:55 - What most brokers get wrong about market analysis 17:30 - How to build trust with tenants and landlords 22:40 - The real reason deals fall apart 27:10 - Lexington’s retail momentum and future outlook 32:05 - Why Anthony loves secondary markets 36:40 - What great brokers do differently 41:15 - Closing thoughts & advice for new brokers 44:20 - Outro 🎙 Hosted by Timmy & Bo Barron 📺 Subscribe for more: youtube.com/@commerciallyspeaking 📩 Get exclusive updates: subscribe.wgbarron.com #CRE #CommercialRealEstate #Brokerage #LexingtonKY #SecondaryMarkets #TenantStrategy Thanks To Our Sponsors 💰🏙️ CRE Investor Coach: No Guess Work, No Wasted Time — https://bit.ly/43t6Vrl🛠️ **Site to Do Business (STDB) – Powerful CRE analysis and mapping tools: ⁠stdb.com⁠🤖 Superpowers HQ – Need a CRE executive assistant? Get one here: superpowershq.com/commerciallyspeaking📊 CRE Marketing Mastermind – wesgay.com/csResources Mentioned In This Episode 📰 Our Weekly Newsletter: The Inside Scoop On CRE — ⁠https://subscribe.wgbarron.com⁠🏬 Barron Commercial Group: CRE Made Simple — ⁠https://barroncommercial.com/⁠🥏 All Disc, No Balls! Tizbee, The Secret Game Of Champions — ⁠https://tizbee.com⁠

    1h 10m
  8. 40 Years in CRE: What Brokers STILL Get Wrong | with Allen Buchanan, SIOR

    09/30/2025

    40 Years in CRE: What Brokers STILL Get Wrong | with Allen Buchanan, SIOR

    What does 40 years in commercial real estate teach you? In this episode, we sit down with Allen Buchanan — one of the most respected veterans in brokerage — to talk about the habits, mistakes, and mindset that make or break a CRE career. We dig into: 🔹 The #1 mistake brokers still make today 🔹 Why talking yourself out of the deal beats short-term wins 🔹 The ingredients of an elite broker 🔹 The secret to networking 🔹 His advice for the next generation of brokers Whether you’re just starting out or leading a team, Allen’s insights will help you sharpen your game and avoid the pitfalls that sink so many others. 🎙 Hosted by Timmy & Bo Barron 📺 Watch more episodes: https://www.youtube.com/@commerciallyspeaking 👤 Connect with Allen Buchanan: @allencbuchanan, abuchanan@lee-associates.com, 714-624-3896 📚 Get Allen’s Book “The Sequence: A Personal Journey and Proven Framework for Commercial Real Estate Brokerage Success”: https://a.co/d/iYzg6K7 #CRE #CommercialRealEstate #Brokerage #CareerAdvice Thanks To Our Sponsors 💰🏙️ CRE Investor Coach: No Guess Work, No Wasted Time — https://bit.ly/43t6Vrl🛠️ **Site to Do Business (STDB) – Powerful CRE analysis and mapping tools: ⁠stdb.com⁠🤖 Superpowers HQ – Need a CRE executive assistant? Get one here: superpowershq.com/commerciallyspeaking📊 CRE Marketing Mastermind – wesgay.com/csResources Mentioned In This Episode 📚 “The Sequence: A Personal Journey and Proven Framework for Commercial Real Estate Brokerage Success”: https://a.co/d/iYzg6K7📰 Our Weekly Newsletter: The Inside Scoop On CRE — ⁠https://subscribe.wgbarron.com⁠🏬 Barron Commercial Group: CRE Made Simple — ⁠https://barroncommercial.com/⁠🥏 All Disc, No Balls! Tizbee, The Secret Game Of Champions — ⁠https://tizbee.com⁠00:00:00 - Cold Open00:01:00 - Welcome Allen Buchanan00:02:55 - The CRE OGs of Twitter00:04:20 - Divorce, Boy Scouts, Baseball and Golf00:09:09 - Interviewing As A Family And Moving To CA00:09:25 - AD: CRE Investor Coach (Link in Shownotes), Site To Do Business https://stdb.com00:10:41 - Interviewing As A Family And Moving To CA00:15:18 - The Ingredients Of An Elite Broker?00:16:13 - The Proper Why00:17:55 - Focus and Put In The Reps00:19:09 - Why Go Through The Brain Damage Of Writing A Book?00:21:16 - Why Your Book Is Worth Reading00:23:33 - What Other Professionals Have The Clients I Want?00:26:56 - The 2008 Minor Economic Setback00:28:50 - Walk Me Through How You Build A Network?00:34:02 - I Want To Understand What You Do So I Can Help You00:36:58 - Transferring Trust (The Referral)00:39:17 - Working Out Loud00:42:39 - The 3 Things You Need To Be Successful On Social Media00:47:45 - AD: Site To Do Business (https://STDB.com)00:48:24 - The Sequence: https://a.co/d/dAHZo5O00:50:54 - Ways To Source Deals00:55:15 - Focused Questioning (Evaluate/Need Assessment)01:02:14 - How Do You Qualify A Lead?01:07:53 - Talk Yourself Out Of The Deal!!01:11:25 - The Superpower Of Specializing01:17:08 - Pop Quiz01:25:00 - Massimo March Madness01:27:54 - Shoutouts!

    1h 32m
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About

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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