The Deep Wealth Podcast - Unlock Your Deep Wealth In Business and Life

Deep Wealth by Jeffrey Feldberg
  • 5.0 (51)
  • Entrepreneurship
  • Updated Weekly

Your business is your legacy, but does it own you? Most entrepreneurs aren’t ready:  90% of exits fail, and founders leave 50-100%+ of the deal value behind. Not from a bad business, but poor preparation. The Deep Wealth Podcast, hosted by Jeffrey Feldberg, who built a startup from his parents’ attic, rejected a 7-figure offer, and secured a 9-figure exit in 24 months, shares his 90-day Deep Wealth Mastery system. Join top founders and dealmakers for proven exit strategies and profit-boosting tips to build a self-managing business and land a legacy-defining deal. Don’t let regret steal your millions.  Subscribe at https://iapdw.com/podcast to unlock your freedom and build your golden legacy.

  1. 1d ago

    Founder & CFO Matt Putra: The Numbers Are Lying. Here's What To Do Before Cash Breaks (#583)

    Send us Fan Mail “Believe in yourself and take more risks.” -Matt Putra Exclusive Insights from This Week's Episodes Your numbers can look healthy while cash quietly moves toward trouble. Founder & CFO Matt Putra reveals how one source of truth, better decisions, and team alignment protect cash and enterprise value. Episode Highlights [00:09:37] The value compounding engine: see the truth, decide, then align [00:13:33] How a $700,000 forecast miss turned into a dangerous cash deficit [00:17:14] Why competing spreadsheets quietly destroy decision quality and trust [00:20:45] The first 10 days Matt uses to expose a company's biggest risks and opportunities [00:31:29] The one constraint that can produce the highest return with the lowest risk [00:41:06] The one financial discipline Matt would install in almost every company [00:44:58] How growth, quality, and risk influence what a future buyer may pay Full show notes, transcript, and resources for this episode: https://podcast.deepwealth.com/583 https://podcast.deepwealth.com/252 The Deep Wealth Podcast Most entrepreneurs do not fail. They just carry too much for too long. The business grows. Pressure grows faster. Profits get harder to predict. Decisions cost more energy. Over time, focus slips and health takes the hit. The Deep Wealth Podcast and Deep Wealth Mastery are built from real experience. We're the only system based on a 9-figure exit. This system exists because guessing gets expensive. 🧠 Deep Wealth Mastery This is for you if you want to:  • Grow a profitable business without becoming the bottleneck  • Build real value so selling is optional, not forced  • Optimize your health before it limits your business and life One proven roadmap for real decisions. ⭐ Explore Deep Wealth Mastery https://iapdw.com/idm 🎧 Subscribe https://iapdw.com/podcast 📘 Free eBook https://iapdw.com/ebook 💬 Have a question you keep circling back to? Leave a short voicemail https://podcast.deepwealth.com/voicemail/ Built by entrepreneurs. For entrepreneurs.

    Founder & CFO Matt Putra: The Numbers Are Lying. Here's What To Do Before Cash Breaks (#583)

  2. 6d ago

    Founder Teresa Reile: They Said She’d Fail. Six Months Later, She Had 60% of the Market (#582)

    Send us Fan Mail “It’s not about chasing the dollar, it’s about the dream. Go with purpose.” -Teresa Reile Exclusive Insights from This Week's Episodes They said Founder Teresa Reile would fail. Six months later, she had 60% of the market. Discover how solving an ignored customer problem can turn skepticism into market disruption. Episode Highlights [00:04:06] Teresa reveals why stepping into businesses she did not fully understand became part of her founder advantage. [00:07:58] From a few trucks to 60% market share, then an eight figure sale. [00:07:58] Teresa explains why she would rather create a market than compete inside an existing one. [00:21:12] Why founder energy and health can quietly influence culture across the entire organization. [00:26:10] Teresa shares why lighter effort, experimentation, and keeping business fun can unlock action. [00:44:39] The health topic Teresa believes founders should become curious about before symptoms force the issue. [00:46:15] Her post-success lesson: stop chasing only the dollar and protect time with the people who matter. Full show notes, transcript, and resources for this episode: https://podcast.deepwealth.com/582 The Deep Wealth Podcast Most entrepreneurs do not fail. They just carry too much for too long. The business grows. Pressure grows faster. Profits get harder to predict. Decisions cost more energy. Over time, focus slips and health takes the hit. The Deep Wealth Podcast and Deep Wealth Mastery are built from real experience. We're the only system based on a 9-figure exit. This system exists because guessing gets expensive. 🧠 Deep Wealth Mastery This is for you if you want to:  • Grow a profitable business without becoming the bottleneck  • Build real value so selling is optional, not forced  • Optimize your health before it limits your business and life One proven roadmap for real decisions. ⭐ Explore Deep Wealth Mastery https://iapdw.com/idm 🎧 Subscribe https://iapdw.com/podcast 📘 Free eBook https://iapdw.com/ebook 💬 Have a question you keep circling back to? Leave a short voicemail https://podcast.deepwealth.com/voicemail/ Built by entrepreneurs. For entrepreneurs.

    Founder Teresa Reile: They Said She’d Fail. Six Months Later, She Had 60% of the Market (#582)

  3. Sep 29

    CEO Advisor Rajesh Nagjee: Your A Players Are Becoming B Players Because of You (#581)

    Send us Fan Mail “The day you decide you will do it.” -Rajesh Nagjee Exclusive Insights from This Week's Episodes Your A players may be getting weaker because of how you lead. CEO Advisor Rajesh Nagjee reveals how founder dependency kills ownership, slows growth, and keeps you trapped as chief problem solver. Episode Highlights 00:07:51 How Rajesh discovered he was turning A players into B and C players 00:11:12 Why delegating tasks can quietly create contractors instead of owners 00:12:38 The rule Rajesh introduced that forced his team to stop depending on him 00:20:14 Why fixed processes can create variable results and weaken ownership 00:26:07 How to confront poor performance without making your A player defensive 00:32:29 The overlooked relationship factor that can sabotage productive KPI conversations 00:45:31 The simple listening habit that can instantly change how your team experiences you Full show notes, transcript, and resources for this episode: https://podcast.deepwealth.com/581 The Deep Wealth Podcast Most entrepreneurs do not fail. They just carry too much for too long. The business grows. Pressure grows faster. Profits get harder to predict. Decisions cost more energy. Over time, focus slips and health takes the hit. The Deep Wealth Podcast and Deep Wealth Mastery are built from real experience. We're the only system based on a 9-figure exit. This system exists because guessing gets expensive. 🧠 Deep Wealth Mastery This is for you if you want to:  • Grow a profitable business without becoming the bottleneck  • Build real value so selling is optional, not forced  • Optimize your health before it limits your business and life One proven roadmap for real decisions. ⭐ Explore Deep Wealth Mastery https://iapdw.com/idm 🎧 Subscribe https://iapdw.com/podcast 📘 Free eBook https://iapdw.com/ebook 💬 Have a question you keep circling back to? Leave a short voicemail https://podcast.deepwealth.com/voicemail/ Built by entrepreneurs. For entrepreneurs.

    CEO Advisor Rajesh Nagjee: Your A Players Are Becoming B Players Because of You (#581)

  4. Sep 24

    [Repost] Wisdom Of With Simon Bowen: Is Your Business Genuinely Valuable or Genuinely Busy? (#580)

    Send us Fan Mail “Is Your Business Genuinely Valuable or Genuinely Busy?” -Simon Bowen Exclusive Insights from This Week's Episodes Busyness can disguise founder dependency, hidden risk, and lost enterprise value. Simon Bowen and Jeffrey Feldberg expose what separates activity from a genuinely valuable business. Listen and challenge what you are building. Episode Highlights [00:08:37] Why founders confuse a busy business with a genuinely valuable business [00:16:44] Build a company profitable enough to keep forever and valuable enough to sell tomorrow [00:26:52] How hidden Rembrandts can reveal value founders walk past every day [00:34:35] The Deep Wealth 9-Step Roadmap for removing skeletons and increasing enterprise value [00:40:24] Why waiting for an offer before doing due diligence puts the founder at a disadvantage [00:43:15] The AI trap: powerful leverage can become an expensive ego whisperer without human judgment [00:51:38] The nine-figure lesson: solve a painful problem so well the market cannot ignore you Full show notes, transcript, and resources for this episode: https://podcast.deepwealth.com/580 https://podcast.deepwealth.com/562 The Deep Wealth Podcast Most entrepreneurs do not fail. They just carry too much for too long. The business grows. Pressure grows faster. Profits get harder to predict. Decisions cost more energy. Over time, focus slips and health takes the hit. The Deep Wealth Podcast and Deep Wealth Mastery are built from real experience. We're the only system based on a 9-figure exit. This system exists because guessing gets expensive. 🧠 Deep Wealth Mastery This is for you if you want to:  • Grow a profitable business without becoming the bottleneck  • Build real value so selling is optional, not forced  • Optimize your health before it limits your business and life One proven roadmap for real decisions. ⭐ Explore Deep Wealth Mastery https://iapdw.com/idm 🎧 Subscribe https://iapdw.com/podcast 📘 Free eBook https://iapdw.com/ebook 💬 Have a question you keep circling back to? Leave a short voicemail https://podcast.deepwealth.com/voicemail/ Built by entrepreneurs. For entrepreneurs.

    [Repost] Wisdom Of With Simon Bowen: Is Your Business Genuinely Valuable or Genuinely Busy? (#580)

  5. Sep 22

    Harvard-Trained Psychiatrist Dr. Srini Pillay: Relentless Focus Is Robbing Your Profits, Success & Health (#579)

    Send us Fan Mail “Possibility thinking unlocks the door to your future success.” -Srini Pillay Exclusive Insights from This Week's Episodes Relentless focus can quietly weaken a founder’s creativity, decisions, profits, and health. Harvard-trained psychiatrist Dr. Srini Pillay reveals why strategic unfocus may be the advantage high performers are missing. Episode Highlights [00:09:39] Why complex problems may require strategic unfocus instead of more concentration [00:11:19] The hidden health cost when high performers suppress emotion and lose vitality [00:25:15] When multitasking helps performance and when it becomes a cognitive drain [00:40:50] Why founder fear and overload can quietly become your dangerous new normal [00:44:00] How competing goals can sabotage execution even when the strategy looks right [00:52:26] The one-minute identity shift that can change how you solve a difficult problem [00:59:28] Three neuroscience-backed ways to enter a high-stakes meeting with more confidence Full show notes, transcript, and resources for this episode: https://podcast.deepwealth.com/579 The Deep Wealth Podcast Most entrepreneurs do not fail. They just carry too much for too long. The business grows. Pressure grows faster. Profits get harder to predict. Decisions cost more energy. Over time, focus slips and health takes the hit. The Deep Wealth Podcast and Deep Wealth Mastery are built from real experience. We're the only system based on a 9-figure exit. This system exists because guessing gets expensive. 🧠 Deep Wealth Mastery This is for you if you want to:  • Grow a profitable business without becoming the bottleneck  • Build real value so selling is optional, not forced  • Optimize your health before it limits your business and life One proven roadmap for real decisions. ⭐ Explore Deep Wealth Mastery https://iapdw.com/idm 🎧 Subscribe https://iapdw.com/podcast 📘 Free eBook https://iapdw.com/ebook 💬 Have a question you keep circling back to? Leave a short voicemail https://podcast.deepwealth.com/voicemail/ Built by entrepreneurs. For entrepreneurs.

    Harvard-Trained Psychiatrist Dr. Srini Pillay: Relentless Focus Is Robbing Your Profits, Success & Health (#579)

  6. Sep 16

    Post-Exit Entrepreneur Jim Fitzgerald: It’s Not a Revenue Problem. It’s a Structure Problem. (#578)

    Send us Fan Mail “Never underestimate the power of recurring revenue in your business.” -Jim Fitzgerald Exclusive Insights from This Week's Episodes Revenue may not be your real problem. Post-Exit Entrepreneur Jim Fitzgerald reveals how founder dependency, weak systems, and structural gaps quietly restrict profits, scalability, and enterprise value. Episode Highlights [00:09:53] Why hiring for skill without culture fit can create an expensive growth problem [00:14:33] The founder bottleneck hiding behind “I don’t have enough time” [00:15:00] Why $10 work keeps a founder away from the decisions that actually create value [00:19:44] The recurring revenue gap that dramatically weakened Jim’s first valuation [00:25:01] Why great people need independence without turning delegation into abdication [00:29:29] The founder hurdle that keeps reappearing at every new level of growth [00:34:55] How one overlooked $750,000 expense became a painful enterprise value lesson Full show notes, transcript, and resources for this episode: https://podcast.deepwealth.com/578 The Deep Wealth Podcast Most entrepreneurs do not fail. They just carry too much for too long. The business grows. Pressure grows faster. Profits get harder to predict. Decisions cost more energy. Over time, focus slips and health takes the hit. The Deep Wealth Podcast and Deep Wealth Mastery are built from real experience. We're the only system based on a 9-figure exit. This system exists because guessing gets expensive. 🧠 Deep Wealth Mastery This is for you if you want to:  • Grow a profitable business without becoming the bottleneck  • Build real value so selling is optional, not forced  • Optimize your health before it limits your business and life One proven roadmap for real decisions. ⭐ Explore Deep Wealth Mastery https://iapdw.com/idm 🎧 Subscribe https://iapdw.com/podcast 📘 Free eBook https://iapdw.com/ebook 💬 Have a question you keep circling back to? Leave a short voicemail https://podcast.deepwealth.com/voicemail/ Built by entrepreneurs. For entrepreneurs.

    Post-Exit Entrepreneur Jim Fitzgerald: It’s Not a Revenue Problem. It’s a Structure Problem. (#578)

  7. Sep 15

    Leadership Expert Steve Kahle Reveals How To Remember What Most Forget Under Pressure (#577)

    Send us Fan Mail “Never give up, but also know when to quit.” -Steve Kahle Exclusive Insights from This Week's Episodes Founders lose valuable ideas and insights when pressure hits. Leadership Expert Steve Kahle reveals how intentional recall can sharpen decisions and strengthen leadership. Episode Highlights [00:08:03] Why AI is separating founders who adapt from those quietly falling behind [00:11:27] The 83% forgetting problem eroding leadership confidence and performance [00:16:37] Steve’s Capture, Catalog, Recall system for turning information into usable knowledge [00:20:33] How additive bias revealed the business value of remembering the right insight [00:23:51] Why better recall can help a 10-person company compete with a 1,000-person incumbent [00:41:14] How three minutes of daily recall fitness can compound into elite performance [00:51:08] The “attention confetti” problem quietly destroying focus and deeper thinking Full show notes, transcript, and resources for this episode: https://podcast.deepwealth.com/577 The Deep Wealth Podcast Most entrepreneurs do not fail. They just carry too much for too long. The business grows. Pressure grows faster. Profits get harder to predict. Decisions cost more energy. Over time, focus slips and health takes the hit. The Deep Wealth Podcast and Deep Wealth Mastery are built from real experience. We're the only system based on a 9-figure exit. This system exists because guessing gets expensive. 🧠 Deep Wealth Mastery This is for you if you want to:  • Grow a profitable business without becoming the bottleneck  • Build real value so selling is optional, not forced  • Optimize your health before it limits your business and life One proven roadmap for real decisions. ⭐ Explore Deep Wealth Mastery https://iapdw.com/idm 🎧 Subscribe https://iapdw.com/podcast 📘 Free eBook https://iapdw.com/ebook 💬 Have a question you keep circling back to? Leave a short voicemail https://podcast.deepwealth.com/voicemail/ Built by entrepreneurs. For entrepreneurs.

    Leadership Expert Steve Kahle Reveals How To Remember What Most Forget Under Pressure (#577)

  8. Sep 10

    Pain Expert Mike Hammond: Physical Pain Robbing You Of Success? Here's What To Do. (#576)

    Send us Fan Mail “Think big, you can do it.” -Mike Hammond Exclusive Insights from This Week's Episodes Physical pain can quietly drain focus, leadership capacity, and the life your business was meant to support. Pain Expert Mike Hammond reveals how founders normalize discomfort, what it can cost, and why a different path may exist. Episode Highlights [00:13:00] How ten years of back pain changed what Mike could physically do and ultimately changed his life [00:20:55] The hidden cost of pain: people stop doing what they love and withdraw from family and life [00:23:07] The emotional moment Mike realized one person's chronic pain had affected an entire family [00:37:28] Why Mike believes business failure often comes down to how the founder responds under pressure [00:43:02] The founder behavior that makes everything start to crumble when adversity hits [00:45:46] How Mike nearly burned through his capital and rebuilt Signal Relief by refusing to stop solving [00:54:03] Why Mike believes thinking too small delayed the impact he could have created by decades Full show notes, transcript, and resources for this episode: https://podcast.deepwealth.com/576 PROMO CODE: wealth The Deep Wealth Podcast Most entrepreneurs do not fail. They just carry too much for too long. The business grows. Pressure grows faster. Profits get harder to predict. Decisions cost more energy. Over time, focus slips and health takes the hit. The Deep Wealth Podcast and Deep Wealth Mastery are built from real experience. We're the only system based on a 9-figure exit. This system exists because guessing gets expensive. 🧠 Deep Wealth Mastery This is for you if you want to:  • Grow a profitable business without becoming the bottleneck  • Build real value so selling is optional, not forced  • Optimize your health before it limits your business and life One proven roadmap for real decisions. ⭐ Explore Deep Wealth Mastery https://iapdw.com/idm 🎧 Subscribe https://iapdw.com/podcast 📘 Free eBook https://iapdw.com/ebook 💬 Have a question you keep circling back to? Leave a short voicemail https://podcast.deepwealth.com/voicemail/ Built by entrepreneurs. For entrepreneurs.

    Pain Expert Mike Hammond: Physical Pain Robbing You Of Success? Here's What To Do. (#576)
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About

Your business is your legacy, but does it own you? Most entrepreneurs aren’t ready:  90% of exits fail, and founders leave 50-100%+ of the deal value behind. Not from a bad business, but poor preparation. The Deep Wealth Podcast, hosted by Jeffrey Feldberg, who built a startup from his parents’ attic, rejected a 7-figure offer, and secured a 9-figure exit in 24 months, shares his 90-day Deep Wealth Mastery system. Join top founders and dealmakers for proven exit strategies and profit-boosting tips to build a self-managing business and land a legacy-defining deal. Don’t let regret steal your millions.  Subscribe at https://iapdw.com/podcast to unlock your freedom and build your golden legacy.

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