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Boomers are Passing the Torch: The Great Wealth Transfer with Bobby Mascia (Special Episode)
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Episode Highlights:
Imagine waking up in 2030 to find that half of America’s wealth has changed hands—yet your family, your business, and your future were left unprepared. What then? This isn’t a dystopian thriller. It’s reality.
Between now and 2030, Baby Boomers will pass down up to $85 trillion to Gen X, Millennials, and Gen Z—the largest wealth transfer in history. But here’s the catch: AI is rewriting the rules of money, work, and power—while families risk self-destructing over inheritance wars. Will you seize this generational opportunity… or let it slip?
In this special episode of Business Unchained Podcast, host Bobby Mascia teams up with executive producer Jess Lascar to unpack one of the most significant financial shifts in modern history: the Great Wealth Transfer. They discuss what’s coming between now and 2030—and how entrepreneurs, business owners, and families can prepare for this massive transition of up to $85 trillion in wealth from baby boomers to younger generations.
(02:57) “We have what is called the biggest wealth transfer ever. And it's Interesting, because I read a lot of stuff. We all read a lot of stuff. You have everything from the biggest wealth transfer from baby boomer to Gen X and Millennials is going to be from 22 trillion all the way up to 85 trillion.”- Bobby
Bobby shares eye-opening stats about AI, labor trends, and the risks of failing to plan, while Jess keeps the conversation grounded with practical questions about estate planning, business succession, and intergenerational communication. Together, they emphasize the importance of planning ahead, using technology wisely, and ensuring your business (and family legacy) can thrive long after you’ve stepped away.
(17:42) “What is the legacy that you're gonna leave being more than just the money? Because I think when people go, oh, legacy planning, how much money am I leaving behind? What's the impact? What's the imprint that you're leaving behind?”- Bobby
In this episode:
- (00:00) Introduction to Business Unchained
- (04:56) AI, automation, and the workforce of the future
- (07:14) 2M jobs to require re-education by 2030
- (08:15) Generational impact: Boomers, Gen X, Millennials, Gen Z
- (10:02) How each generation should approach the transfer differently
- (14:56) Planning retirement and avoiding giving away wealth too early
- (17:23) Leaving a legacy: beyond the money
- (19:09) Avoiding family infighting with estate planning
- (20:41) Planning = avoiding failure
- (22:26) The risk of remarriage and unplanned asset transfers
- (25:03) The 2030 opportunity and the “blood in the streets” mindset
- (30:51) The cost of implementing automation
- (32:00) Being nimble in a high-inflation, high-cost environment
- (35:22) What is a family office?
- (37:00) Succession inside a business and family office governance
- (40:01) The ‘work’ of wealth after a business sale
- (45:02) Planning for liquidity and future business acquisition
- (46:40) Increasing business value in preparation for sale
- (48:24) Life after selling: identity shifts and planning ahead
- (50:56) Separating ego from enterprise
- (52:36) Empowering your team so you can finally unplug
- (54:47) Final thoughts: Start now. Plan ahead. Prepare to thrive.
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