Commercially Speaking Podcast- Commercial Real Estate Investing That Entertains

Commercially Speaking Podcast- Commercial Real Estate Investing That Entertains

By Bo Barron, CCIM | Timmy Barron, ADHDBusinessInvesting
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Commercially Speaking Podcast- Commercial Real Estate Investing That Entertains episodes

  • 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 money
    • Why time horizons destroy more value than bad deals
    • Permanent capital vs private equity and venture capital
    • How misaligned incentives quietly ruin partnerships
    • Why selling too early kills compounding
    • The difference between IRR and long-term wealth creation
    • How founders should evaluate partners before signing
    • Why trust beats returns in the long run
    • What “life’s work” really means for a founder

    If 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.com

    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


    📺 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 Want

    Why numbers aren’t the point

    04:10 – Raising $5B Without a Med School

    How Notre Dame broke records

    09:40 – Why Most Capital Destroys Value

    The hidden cost of short time horizons

    15:30 – What Permanent Capital Actually Means

    No flips. No forced exits.

    22:20 – Why Selling Too Early Is the Real Risk

    The compounding everyone ignores

    30:10 – IRR vs Multiple on Capital (MoIC)

    Why IRR lies over long periods

    38:40 – Incentives: The Invisible Hand

    The tattoo founders should get

    47:30 – Choosing the Right Capital Partner

    Who you let around the table matters

    55:50 – Trust, Talent, and Long-Term Thinking

    How great companies are really built

    01:05:30 – The Taylor Swift Story

    Yes, this actually happened

    01:10:40 – Advice for Founders Before Signing

    What to know before taking money

    ⏱️ YouTube Chapters (Keyword-Optimized)

    1 hr 23 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 taxes
    • ​Invest passively in institutional-quality real estate
    • ​Avoid the 45-day scramble to identify a property
    • ​Eliminate active management and tenant headaches

    We break down:

    • ​How DSTs actually work inside a 1031 exchange
    • ​Why the 45-day window creates bad incentives
    • ​When a DST makes sense (and when it doesn’t)
    • ​Loss of control, lack of liquidity, and real risks
    • ​How 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-making

    This 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.com
    • ​https://ashpac.com
    • ​Instagram: @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 Exchanges

    Why rushed timelines force bad decisions

    05:30 – Why Investors Overpay in 1031s

    Incentives brokers love and sellers hate

    10:40 – What Is a Delaware Statutory Trust (DST)?

    Plain-English explanation

    18:30 – How DSTs Qualify for 1031 Exchanges

    Beneficial interests, not partnerships

    27:00 – Passive Real Estate Without Management

    No tenants, no toilets, no calls

    34:45 – Loss of Control & Liquidity (The Real Risks)

    Why DSTs are not for everyone

    42:20 – Using DSTs as a Supporting Actor

    Solving “boot,” debt replacement, and leftover equity

    52:10 – Why Brokers Don’t Get Paid on DSTs

    The incentives nobody explains

    01:01:30 – Emotional Decision-Making in Investing

    Why numbers alone aren’t enough

    01:12:00 – Who a DST Is Actually For

    Ideal scenarios and red flags

    01:22:30 – Final Takeaways

    More options, better decisions


    1 hr 20 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 less
    • The difference between being safe with money and being wise
    • Passive real estate investing vs active distraction
    • Buying back time instead of stacking more responsibility
    • Faith, stewardship, and purpose without sacrificing returns
    • Why unmanaged money becomes anxiety with better snacks
    • How legacy thinking changes every financial decision
    • AI, executive assistants, and scaling your impact without burning out
    • The future of housing, including Ohio’s first 3D-printed concrete home

    If you’ve ever thought, “I did the hard part… now what?”

    This episode is for you.

    🎧 Follow Garrett:

    • Reinvest Capital: https://www.reinvestcapital.us
    • RE: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/commerciallyspeaking



    00:00 – You Won. Now What?

    When success creates new problems no one talks about

    02:30 – When Money Stops Feeling Like a Win

    Why unmanaged wealth becomes anxiety

    06:00 – Stewardship vs Wealth Creation

    Why growing money and using it wisely are different skills

    10:00 – From Ministry to Investing

    How Garrett’s background shaped his view of capital

    15:30 – The Hidden Problem With Active Investing

    Why entrepreneurs accidentally buy themselves more work

    20:45 – Buying Back Time

    How passive investing restores freedom

    27:00 – Faith, Business, and Excellence

    Why purpose doesn’t mean lower returns

    34:30 – Executive Assistants + AI

    The real way to scale impact without burning out

    44:00 – Safety vs Wisdom With Money

    Why “playing it safe” can quietly cost you everything

    55:30 – Legacy Thinking

    The question every successful founder asks too late

    01:08:00 – The Future of Housing

    3D-printed concrete homes and what’s coming next

    01:15:00 – Final Takeaway

    What success is actually supposed to buy you

    1 hr 16 min
  • Modern Neighborhoods Were Designed To Make Us Lonely. The Solution Is Simple.

    Why do modern neighborhoods feel disconnected, car-dependent, and soulless?

    In this episode of Commercially Speaking, we sit down with Austin Tunnell, founder of Building Culture, to talk about real estate development, walkable communities, architecture, and how the built environment shapes human behavior.

    Austin shares his journey from Big 4 accounting at KPMG to quitting everything, traveling Europe, joining the Peace Corps, learning traditional building by hand, and becoming a developer focused on creating beautiful, human-scale neighborhoods.

    This episode covers:

    • Walkable neighborhood design vs suburban sprawl
    • Why modern architecture lost beauty and durability
    • Mixed-use development, community-centered design, and urban planning
    • How zoning laws and incentives shaped American suburbs
    • Real estate development with values-aligned investors
    • Why efficiency alone is hurting cities and communities
    • How buildings influence culture, behavior, and belonging

    If you’re interested in real estate investing, urban planning, architecture, community development, or building better neighborhoods, this conversation will change how you see cities forever.

    🎧 Listen to the full episode on YouTube, Spotify, and Apple Podcasts

    📺 Subscribe for more conversations on real estate, leadership, and culture

    Get Your EA Today with our friends at Super Powers: Superpowershq.com/commerciallyspeaking

    Austin Tunnell

    • X / Twitter: https://x.com/austintunnell
    • LinkedIn: https://www.linkedin.com/in/austintunnell

    Building Culture

    • Building Culture Podcast: https://buildingculture.com/podcast

    Recommended Books

    • Suburban Nation
    • Works by Christopher Alexander
    • Works by Léon Krier

    Organizations & Resources

    • Congress for the New Urbanism (CNU)

      https://www.cnu.org

    • Strong Towns

      https://www.strongtowns.org

    • Urban Land Institute (ULI)

      https://uli.org

      ⏱️ Chapters

      00:00 – Why Modern Neighborhoods Feel Broken

      Car-dependent suburbs, isolation, and what’s missing from American communities

      04:30 – From KPMG Accountant to Quitting Everything

      Austin’s Big 4 burnout, depression, and decision to walk away

      09:20 – Traveling Europe & Discovering What America Lost

      Spain, Portugal, and the architecture that changed everything

      13:30 – Learning Traditional Building by Hand

      Laying brick, timber framing, and why craftsmanship matters

      17:50 – Buildings Shape People (Not the Other Way Around)

      Why the built environment is the human habitat

      22:30 – Why Beauty Disappeared from Architecture

      Efficiency, zoning, and post-WWII suburban development

      27:10 – Walkable Neighborhood Design Explained

      Mixed-use housing, density done right, and human-scale communities

      32:20 – What Makes a Great Neighborhood

      Sidewalks, front porches, parks, local businesses, and community spaces

      38:00 – Why Suburban Sprawl Is Financially Broken

      Infrastructure costs, declining property values, and unsustainable growth

      44:30 – The Culture Problem Behind Real Estate Development

      Demand, incentives, and why consumers share responsibility

      50:10 – Hiring, Leadership, and Building Culture as a Company

      Values-aligned teams and long-term vision

      55:40 – A New Renaissance in American Cities

      Lessons from Florence, patronage, and rebuilding beauty

      01:01:30 – How to Get Involved & Learn More

      Books, organizations, and resources Austin recommends

    1 hr 11 min
  • 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.

    56 min
  • 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% nationwide
    • The reason America will need 2x the power by 2030
    • What makes land “powered land” — and why it’s becoming the new gold
    • The exact criteria hyperscalers (Amazon, Meta, Google, Oracle) look for
    • Why data centers are now measured in megawatts per acre, not square footage
    • How the U.S. is locked in an AI arms race with China
    • The brutal truth about NIMBY pushback and community approvals
    • Why some utilities are charging $250,000+ just to get in line for power studies
    • The 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: [email protected]

    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 - [email protected], dc.land01:43:09 - Simon Is Hiring01:44:19 - Pop Quiz02:03:25 - forum.senw.io02:04:04 - Outro


    2 hr 7 min
  • 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/cs

    Resources 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
    1 hr 4 min
  • 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


    1 hr 3 min
  • 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 & cons
    • Common mistakes investors make (and how to avoid getting disqualified)
    • How to structure deals to receive retirement dollars
    • Real 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/cs

    Resources 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

    00:00:00 – 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

    1 hr 40 min
  • 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/cs

    Resources 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

    Chapters👇

    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

    1 hr 34 min

About Commercially Speaking Podcast- Commercial Real Estate Investing That Entertains

From the publisher's feed

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…

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