The Deal Flow Show

Ivan Acuna

The Deal Flow Show is where private equity gets real. No scripted answers, no corporate fluff—just raw, unfiltered conversations with the top dealmakers in the game. We pull back the curtain on the industry, sharing the stories, strategies, and hard-earned lessons that you’d normally only hear behind closed doors. Whether you’re deep in the world of M&A or just starting to navigate private markets, this is where you get the insights, mentorship, and war stories that actually matter.

  1. 13.10.2025

    Meet the Ex-Goldman Sachs Banker That Outsmarted Blackstone

    Jay Patel, a former Goldman Sachs investment banker, shares the operational and strategic advantages that his family office holds over traditional private equity. He details the creative, "street smart" tactics his family has used to build a generational empire of over 140 hotels, from flipping multi-million dollar hotel contracts to acquiring and revitalizing a national brand from Blackstone. Listeners will learn the specific deal structures, risk mitigation strategies, and core values that allow his family office to thrive in the competitive hospitality industry.Chapters:0:01 The Secret to Winning Isn't Hard Work1:08 Family Office vs. Private Equity: The Key Differences5:14 Investment Horizon, Capital Structure, and Risk Tolerance8:40 The Operational Edge of a Family Office10:25 The Dynamics of Working with Family13:09 Core Values: Hard Work and Education16:12 Jay's Story: From an Immigrant Family to Wall Street19:56 From "Wall Street" the Movie to a Career at GE25:21 Working 100-Hour Weeks at Goldman Sachs29:22 Competitive Edge: Why We Dominate the Hotel Market33:17 The Four-Story Interior Corridor Box: Our Ideal Investment38:37 The Immigrant Mentality in the Hotel Business42:05 How to Flip a Multi-Million Dollar Hotel Contract47:23 Street Smarts vs. Book Smarts in Business51:23 "Always Outsmart Someone, Never Screw Someone"53:56 How We Outsmarted Blackstone to Acquire a Hotel Brand1:00:52 Breakdown of a Creative Deal That Netted a $15M Profit

    1 Std. 9 Min.

  2. 25.09.2025

    How I Sold 500+ Companies for Billions of Dollars - Explained in 61 Minutes

    After handling over 500 deals worth billions, investment banker Peter Kubasek reveals how his father's heartbreaking business deal inspired his career. He breaks down how his team's 200-hour deep-dive analysis helped one client nearly double their company's valuation before an exit. Using a real-world example of a technology deal he orchestrated that now saves GE $1 billion a year, Peter shares how his faith is the secret foundation for navigating high-stakes deals and building a lasting legacy.01:25 His Father's Bad Deal03:37 The Sad Reality of the Sell Side in M&A05:55 The Simple Advice He Ignored07:40 The Four Pillars of a Perfect Exit09:07 Is Your Business Actually Working?10:55 Operate As If You're Exiting13:26 The #1 Thing Missing in Deals14:33 The World-Changing Tech Deal16:33 Hiring a CIA Operative to Do a Deal18:36 The Billion-Dollar Savings Proof20:13 Why Smart Buyers Pay More22:44 How To Change A Company's Culture26:26 Your Culture is What You DO27:23 The Hairdresser Confidentiality Test28:31 How They Almost Doubled Their Value31:45 The Root Of His Success33:42 Living Your Faith, Not Just Preaching37:54 The Daily Habit of a Billionaire Mentor40:47 The P&G Chairman's Kindness43:53 Where His Faith Began46:11 My "Faith-Filled" Bar Hop47:50 From Fire Escape to Lordship52:42 The Proverb That Changes Everything57:51 How He Wants To Be Remembered

    1 Std. 1 Min.

  3. 07.08.2025

    Exposing The $10 Trillion Families Quietly Saving the World

    Today’s guest, Ron Diamond, founded and sold a successful hedge fund. Now he is running one of the largest family office syndications in the entire world. He exposes how Family Offices now control over $10 trillion in capital, and why they’re quietly investing in solutions to problems the government can’t fix. He explains how unlike Wall Street, the heirs of these families want to play the long game and invest with purpose. Does this mean the end for traditional private equity and venture capital firms? Will this $124 Trillion Wealth Transfer be the one that means the end for Wall Street? How are the most wealthy families in the world investing their money in 2025 and beyond? In this interview, Ron Diamond breaks down how it all works. 00:00 Intro + Context 01:55 Family Offices Defined 03:20 The Rise of Family Offices 05:03 The $124 Trillion Wealth Transfer Crisis 06:37 Foundations vs. Families 08:10 Long-Term Capital 10:12 Mission Before Money 12:34 The Problem With Traditional PE 14:09 Why Patient Capital Always Wins 16:15 Ron’s Investment Rules 18:00 Avoiding Ego Deals 19:25 Generational Wealth Risk 21:03 Family Governance Breakdown 23:08 Why Families Fail 24:44 How to Structure a Family Office 26:12 Defining True Wealth 28:10 Why Family Offices Will Poach PE Talent 31:14 $1B Philanthropy Moves 33:00 Sergey Brin and his $1B Donation 35:04 PE vs. Family Capital 37:20 New Capital Mindset 39:48 Generational Thinking Gap 42:30 Fixing The Future 44:26 Closing Thoughts

    1 Std. 6 Min.

  4. 17.07.2025

    How Faith, Pain, and Stewardship Turned $10 into an 8 Figure Real Estate Empire | LaDale Buggs

    Real estate investor LaDale Buggs of 316 Capital shares how faith, pain, and smart deals helped him build a multi-million dollar real estate portfolio with no credit and no cash. This interview covers business strategy, real estate investing, faith in hard times, high-stakes negotiation, and long-term wealth building.If you are a PE firm, executing a roll up, or scaling rapidly with M&A, take ownership of your off market deal flow with https://getdealflow.ai/00:00 - Intro: From Nothing to Millions 00:28 - Childhood + Early Setbacks 01:08 - NBA Dreams Cut Short 01:47 - First Investment Profits 02:07 - Marriage and Family Focus 02:31 - Why I Named It 316 Capital 03:12 - God Owns My Business 03:45 - How I Negotiate Deals 04:45 - Real Value Starts With the Bible 05:36 - Morning Routine for Wisdom 06:28 - How I Handle Loss and Failure 07:42 - Deal Breakdown: What Went Wrong 08:05 - Why God Let the Deal Fail 08:33 - God's Love in Hard Times 09:20 - Losing My Son 10:04 - Rushed to the Hospital 10:54 - Holding My Son, Worshiping Anyway 12:07 - Mourning and Grieving With God 13:29 - Yelling at God 14:08 - God's Response to My Pain 15:15 - Making Peace With Loss 16:12 - Don’t Make Your Kids an Idol 17:48 - What It Means to Abide 18:12 - Letting God Lead Strategy 19:17 - How I Got Saved 19:52 - Hearing My Father Hit My Mother 20:19 - Faith Became My Survival Tool 21:17 - Asking God to Show Himself 21:45 - Why I’m Still Sane Today 22:16 - Why I Need Daily Mercy 23:04 - Why Jesus’ Suffering Matters 23:44 - King First, Hustle Second 24:27 - Master and Student 25:14 - Why I Trust God’s Timing 25:55 - God Uses Pain to Teach 26:50 - Big Deal in Mississippi 27:12 - Crazy Seller, Long Deal 28:06 - No Cash, Still Closed 28:29 - 18 Free Lots Explained 29:01 - Deal Value: $2.5M 33:33 - What Value Really Means 34:24 - How I Structure Deals 35:55 - Helping Buyers Choose Offers 37:16 - Real Estate Exit Strategy 39:08 - Early Days: No Credit 40:21 - Making 3 Offers Always 42:20 - Listen Before You Talk 43:06 - Conflict Resolution Strategy 44:03 - Why Teams Beat Solo Hustle 44:38 - Avoiding Work-Life Burnout 45:30 - Ranking Life Priorities 46:55 - Hiring Based on Fruit 47:51 - Why I Train the Hungry 48:45 - What I Look for in Hires 49:54 - The Partner That Got Dangerous 52:13 - All Money Isn’t Good 53:13 - Breaking My Own Rules 55:38 - 3 Rules for Any Deal 56:08 - $15K Deal Walkthrough 57:06 - Flipped It for $85K 59:00 - Closing + Final Thoughts

    1 Std. 2 Min.

  5. 17.07.2025

    75+ Years of Brutally Honest Advice From a Real Estate Mogul

    Real Estate Developer Bob Harrell shares his amazing story of surviving the 2008 crash and winning a lawsuit against a big bank. He covers advice on making money, real estate investing, and why your word must be your bond. His story covers overcoming personal struggles and finding faith, offering real business lessons for any entrepreneur.If you are in private equity, executing a roll up, or scaling rapidly with M&A, take ownership of your off market deal flow with https://getdealflow.ai/00:00:00 - A 4 Million Dollar Win00:00:25 - Top Three Business Principles00:02:28 - Growing Up Was Not Easy00:03:24 - Meeting His Wife, Ruthie00:05:07 - Advice To His Younger Self00:06:06 - Never Let Your Wife Sign a Loan00:06:55 - How He Built His Wealth00:08:42 - How He Started In Business011:42 - From Glass To Land Development00:13:33 - Toughest Time In Business (2008)00:15:22 - Suing The Bank Back00:17:45 - The Biggest Lesson He Learned00:18:52 - A Creative Hospital Land Deal00:22:12 - Always Leave Meat On Bone00:24:34 - His Land Development Business00:28:36 - What He Would Do Differently00:30:19 - His Legacy For His Family00:32:28 - Why His Grandson Went to College00:34:52 - Committing His Life To Christ

    38 Min.

  6. 17.07.2025

    How Stress Almost Ended the Life of a Powerful Businessman

    In this video, KC Craichy tells the true story of how stress almost ended his life despite being super healthy AND wealthy. He shares how his company LivingFuel was born from pain and how God helped him rebuild after divorce, collapse, and a near-death experience. You’ll learn how health, faith, and humility saved him. This video is full of powerful lessons on business, healing, and walking with purpose.Sign up to our newsletter where the heavyweights of high finance share their off-market playbook: https://offmarketmemo.beehiiv.com/ 0:00 The road to the top0:47 KC has a stroke1:52 KC gets honored by Elliot3:35 KC explains the blue crab theory4:01 Lessons from business mistakes5:15 Why giving comes first6:44 How spiritual principles really work10:12 When chasing money goes wrong11:01 The story of Monica’s depression13:13 From pain to purpose14:06 The rise and fall of his first company15:27 The birth of LivingFuel16:46 KC’s divorce and darkest season18:02 Meeting Heidi18:55 The stroke that nearly killed him20:25 Heidi manages his ICU care22:13 Sneaking LivingFuel into the hospital23:07 The 7 pillars of real health26:08 Healing his son’s ear infections27:38 Why stress is more dangerous than diet28:00 Heidi sleeps in a chair for weeks29:01 The moment he knew she was the one30:13 The impossible 55-point list31:06 KC’s near-death vision32:36 God cares about the details33:26 The boy who drowned but lived35:17 The abundant life Jesus promised37:12 How to pray with faith39:01 What it means to speak to the mountain41:01 The power of Galatians 3:1342:57 KC marries Heidi43:21 The 7 things to rate in your life46:01 Why prayer actually works

    57 Min.

  7. 17.07.2025

    I Interviewed 45 Billionaires… Here’s How They Got Rich

    In this episode, Richard C. Wilson explains how he built the world’s largest family office network by focusing on value, positioning, and long-term niche domination. From owning FamilyOffices.com to interviewing 45 billionaires, he breaks down mental models, marketing strategy, and how to win exclusive deal flow. If you run a fund, raise capital, or want access to better deals, this episode shows what it takes to play at the highest level.Sign up to our newsletter: https://offmarketmemo.beehiiv.com/ 00:00 Intro to Richard C. Wilson01:36 What FamilyOffices.com actually does03:18 How he discovered the family office world06:15 What problems family offices actually have08:50 Breaking down family offices like a 5th grader13:03 Dealing with ultra-wealthy while broke16:12 Why trust beats pitch decks18:45 The power of cognitive dissonance22:05 What truly drove him to build wealth25:32 The risk he took that changed everything28:44 How he made $35,000 in a single day30:40 Why he bought FamilyOffices.com33:21 How he used blogging and SEO to launch35:44 Marketing mentors and the choke point strategy39:18 Why finance people are terrible marketers41:32 How his AI tools help fix that44:40 Why family offices often have bad deal flow48:15 Positioning = better deal flow50:29 How media and distribution became his moat54:20 The deal structure tool that changes the game57:42 What the best family offices are doing differently59:41 Strategic acquisitions to remove bottlenecks01:02:40 The billionaires.com play and trifecta moat01:07:01 What billionaires do differently than millionaires01:10:35 How long-term niche focus compounds01:12:58 Don’t wait for permission — publish01:14:04 How far behind are PE and family offices, really?01:18:00 The biggest mistake family offices make01:21:20 His #1 quote from billionaire interviews01:24:06 Richard’s 10-year vision

    55 Min.

  8. 17.07.2025

    I Made $25,000,000 Investing in AI Start Ups to Fix the US Government

    In this video, Herbert Drayton shows how he used AI to build a $25M business helping small companies get government contracts. He talks about growing one business from $900K to $6M and turning it into six startups. You’ll hear how he finds real problems, uses AI to fix them, and helps thousands of minority-owned businesses win deals. This is a story about government contracts, AI tools, startup growth, and making money by solving boring problems.Sign up to our newsletter where the heavyweights of high finance share their off-market playbook: https://offmarketmemo.beehiiv.com/ 00:00 Meet Herbert02:20 Military to business journey04:40 Lessons from the Marines08:30 $900K to $6M growth11:00 Why he dropped Medicaid13:00 Started 6 software companies17:00 What is Nexus RFP?20:30 AI writes the proposals23:30 The $25M contract story27:10 When to sell a company31:30 His biggest mistakes35:00 Raising money the smart way41:00 Why minority founders struggle46:00 Picking real AI winners50:00 Fixing trauma before it starts54:00 His faith and morning prayer1:01:00 Why he keeps building1:06:00 How to connect with Herbert

    1 Std. 6 Min.
Alle anzeigen (14)

Info

The Deal Flow Show is where private equity gets real. No scripted answers, no corporate fluff—just raw, unfiltered conversations with the top dealmakers in the game. We pull back the curtain on the industry, sharing the stories, strategies, and hard-earned lessons that you’d normally only hear behind closed doors. Whether you’re deep in the world of M&A or just starting to navigate private markets, this is where you get the insights, mentorship, and war stories that actually matter.

Informationen

  • Erstellt von
    Ivan Acuna
  • Jahre aktiv
    2025
  • Folgen
    14
  • Bewertung
    Unbedenklich
  • Copyright
    © Ivan Acuna
  • Sendungswebsite
    The Deal Flow Show