Navigating Post-Sale Investment Strategies

What happens after you sell the business you’ve spent over a decade building? In this episode, I’m joined by my longtime friend and returning guest Bill D’Alessandro, fresh off the sale of Natural Dog Company. Bill shares what it was like to finally exit after 12 years, how he’s thinking about investing his earnings, and why his next chapter might be his best one yet.

Listen in as we unpack Bill’s decision to divest a portfolio of brands and go all-in on one, how the acquisition unfolded, and why he’s now leading corporate development for a private equity-backed pet brand platform. We also dive into the psychological and strategic side of navigating a big liquidity event - from what he’s (not) spending money on to how he's thinking about investing, BDCs, real estate, and personal finance.

You can find show notes and more information by clicking here: https://bit.ly/43jiMtj

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