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“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.
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.
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.
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.
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.
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.
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.
Send us Fan Mail
“Follow what you believe and enjoy the journey.” -Jeff Macpherson
Exclusive Insights from This Week's Episodes
Buying more AI tools can scale the wrong things faster. 3X Tech Founder Jeff Macpherson reveals how founders turn existing knowledge, processes, and A-players into scalable revenue and stronger enterprise value.
Episode Highlights
[00:13:12] Why losing a business to platform dependency changed how Jeff builds companies today
[00:17:11] The shiny AI tool trap that starts with the founder and quietly creates more complexity
[00:19:30] Why AI works best as an amplifier of what your business already does well
[00:25:05] The onboarding breakdown Jeff sees repeatedly inside growing companies
[00:29:00] Why mapping your business before adding technology creates the foundation for scale
[00:31:33] How better systems can turn client service into a growth by acquisition engine
[00:52:01] The founder message Jeff wants remembered: your future business is already within you
Full show notes, transcript, and resources for this episode:
https://podcast.deepwealth.com/575
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.
Send us Fan Mail
“ Life is all about the right choices.” -James Terry
Exclusive Insights from This Week's Episodes
Your staffing problem may be quietly robbing profits long before it looks serious. Talent Expert James Terry reveals how workforce flexibility, data, and better talent decisions can turn hidden labor risk into an advantage.
Episode Highlights
[00:08:50] Why changing worker expectations can quietly make yesterday’s hiring strategy obsolete
[00:13:30] AI can improve hiring while making it easier for weak candidates to fake competence
[00:17:29] How verified worker performance could make resumes and traditional interviews less important
[00:22:33] Why consumer expectations for speed and choice are reshaping what employees expect from work
[00:28:38] The hiring question founders should ask before deciding they simply need better people
[00:39:49] How sending employees home to save labor cost can trigger turnover and cost more later
[00:45:08] Why smart outsourcing should produce better results, not merely replace internal work
Full show notes, transcript, and resources for this episode:
https://podcast.deepwealth.com/574
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.
Send us Fan Mail
“ You’re not only enough, but you’re also extraordinary, exactly as who you are right now.” -Cece Leung
Exclusive Insights from This Week's Episodes
Your company is winning. So why are you falling apart? Former Wall Street exec Cece Leung reveals the hidden cost of success after the check.
Episode Highlights
[00:08:00] Cece discovers that surviving pressure became a strength she no longer knew how to switch off
[00:16:00] Why founders sacrifice sleep and health believing they can repair the damage after they win
[00:21:00] The person running everything is often the person founders neglect most
[00:27:00] Why a great deal on paper can become daily stress, ego battles, and post-close regret
[00:31:00] Cece reveals the seven-figure company hiding wrong people, wrong clients, and crushing exhaustion
[00:36:00] Why being unable to leave your company for two weeks exposes a deeper founder dependency problem
[00:37:00] The one question Cece believes founders should ask before building another level of success
Full show notes, transcript, and resources for this episode:
https://podcast.deepwealth.com/573
https://richandsassy.com/china/
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.
From the publisher's feed
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…
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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