K Street Capital’s Post

When DocSend sold to Dropbox for $165 million in March 2021, it felt like a win. But for Russ Heddleston, it came with unexpected lessons. As CEO, he focused on ensuring everyone else got a fair shake. In the process, he didn’t think much about his own future. Looking back, Russ realized he should have negotiated harder. He stresses that he should’ve asked tougher questions about his role and future at Dropbox. He might have even considered not going along with the deal. There’s a lesson here for all founders eyeing an exit: It’s not just about the price. Make sure the next chapter is one you’re prepared for and excited about. Interested in hearing the full story? Watch Russ in conversation with K Street Capital’s Managing Partner, Paige Soya, here: https://lnkd.in/d59JvXfR

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