Sudden Money: How a Windfall Changes You and Everyone Around You episode artwork

EPISODE · Aug 5, 2026 · 48 MIN

Sudden Money: How a Windfall Changes You and Everyone Around You

from Midlife Circus · host Brent Drever & Rob Espenel

Message the ShowAt some point in midlife a financial windfall may show up: a business sale, an inheritance, a severance package, a bonus bigger than expected. Rob and Brent walk through what actually happens next, using the five rings of the Midlife Circus to look past the dollar amount at the parts nobody plans for. They get into how a windfall changes your relationships, why 75% of business owners regret selling within a year, the grief that can come attached to an inheritance, and the number one financial mistake that quietly drains it all away.Links, resources, books mentioned:Join the Midlife Circus Community on SubstackFollow us: Instagram, LinkedIn, Facebook, YouTubeVisit Episode WebsiteTopics we are covering in this episode:Expected vs unexpected windfalls and why the difference mattersHow sudden money amplifies whatever was already thereThe money conversation to have with your spouse before it arrivesWhen an inheritance brings grief instead of a gainHow a financial windfall changes friends, family, and youWhy 75% of business owners regret selling their company

Episode metadata supplied by the publisher feed · Published Aug 5, 2026

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Message the Show At some point in midlife a financial windfall may show up: a business sale, an inheritance, a severance package, a bonus bigger than expected. Rob and Brent walk through what actually happens next, using the five rings of the Midlife Circus to look past the dollar amount at the parts nobody plans for. They get into how a windfall changes your relationships, why 75% of business owners regret selling within a year, the grief that can come attached to an inheritance, and the num...

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Sudden Money: How a Windfall Changes You and Everyone Around You

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