Playbook Posts

What if the revenue problem keeping you up at night is not actually a revenue problem at all? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg speaks with post-exit entrepreneur and USA Today best selling author Jim F…

What if the knowledge you worked so hard to gain disappears at the exact moment your business needs it most? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg speaks with 2X CEO, author, thought leader and leadership e…

What if the reason AI is not transforming your business has nothing to do with AI? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg speaks with Jeff Macpherson, 3X Tech Founder and AI expert. The AI Problem Most Foun…

What if the business everyone congratulates you for building is quietly dismantling the person who built it? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg speaks with Cece Leung, Former Wall Street Exec. That ques…

What happens when the pain you thought you were carrying privately starts running the company you worked years to build? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg speaks with Jarrod Barakett, a health entrepren…

What if the growth you are fighting so hard to create is quietly destroying the culture, clarity, and health that made your company worth growing in the first place? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg sp…

What happens when the success you worked so hard to build quietly destroys the person required to keep building it? The host of The Deep Wealth Podcast and p entrepreneur Jeffrey Feldberg speaks with John Goldman, Founder and CEO of Rebel Health Al…

What if the costly AI lie is not that artificial intelligence will replace you, but that the work you refuse to release already has? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg speaks with fellow podcast host, he…

What if your virtual assistant is not failing you, but your business is quietly failing the assistant? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg speaks with founder Molly Rose Speed about the blue print to unlo…

What if your pitch is losing the deal before investors ever understand why your company matters? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg speaks with Ben Wiener, VC, managing partner of JumpSpeed Ventures, and…

Was a founder foolish for risking the equivalent of $40 million after already winning, or did he see a future most founders would have missed? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg shares a founder story ab…

What if the one hiring mistake robbing your growth and profits is not the candidate, the recruiter, or the job market, but the way your gut is running the room? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg speaks …

What if the same founder grit that built your company is now the bottleneck holding it back? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg speaks with Josh Davis, 5X Founder. The Founder Bottleneck Hiding In Plain…

What if the AI tool your team is celebrating is quietly bleeding your profits? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg delivers a solo episode exposing the AI Mirage that is pulling founders into more activit…

What if the edge you are trying to win back is not hiding in another strategy, another hire, or another longer workday, but in the sleep you keep sacrificing? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg speaks wi…

What if the business you are building is quietly taking from the life you thought it would protect? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg speaks with post-exit entrepreneur John Oberg, Founder and CEO of Pr…

What if the wealth you spent decades building is less protected than you think? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg speaks with Mark Pierce, Trust Attorney. The Moment Most Founders Never See Coming Fro…

What if the success you worked so hard to build is now quietly draining you and your team? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg speaks with fellow post-exit entrepreneur and author Randy Lyman. The recogn…

What if the people you trust most are the very reason growth feels heavier, slower, and less profitable than it should? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg speaks with Michael Walsh, Business Growth Advis…

What if the real reason you’re grinding harder but feeling older is because you’ve been lied to about aging? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg speaks with longevity expert and board-certified Dr. Edward…

What if the culture you ignore today is the hidden bomb exploding your multi-million deals tomorrow? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg speaks with M&A expert and Trusted Advisor to Fortune 50 companies …

What if the real reason your business and life is on hold is not your profits, but the fact that you became the system? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg debunks conventional wisdom and exposes little-k…

What if the reason you are stuck is not your effort, your strategy, or your market, but one invisible bottleneck you keep dragging into every decision you make? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg speaks …

What if the real reason your business is not scaling has nothing to do with strategy and everything to do with your health? The host of The Deep Wealth Podcast and post-exit entrepreneur Jeffrey Feldberg speaks with author and visionary entrepreneu…