The writer discusses the dilemma of whether to stay or leave after selling a business for $130M, emphasizing the importance of making a strategic and personal choice.
Staying post-acquisition allows for guiding the product's future, learning from the acquirer, financial upside through earn-outs, and experiencing stability and resources.
However, staying means losing control as the boss, potential cultural misalignment, delaying the next venture, and dealing with burnout.
Questions to consider include passion for the product and team, financial benefits of staying, and clarity on the next move.
The author advises playing another card, staying for a short term if undecided, and not making emotional decisions.
Personal experience at Adobe post-EchoSign sale highlights the learning and growth opportunities alongside the challenges of missing autonomy.
The decision to stay post-acquisition should be thoughtfully considered to avoid regrets and ensure alignment with personal and professional goals.