Lessons Learned After Selling My Startup

Yaakov Karda is a 2X founder, empathetic mentor, and adviser with expertise in lean startup, customer development, SaaS, and customer success. Find out more … More about Yaakov ↬

August 2021 marks a milestone for me. That’s when we signed an acquisition agreement to sell Chatra, a profitable live chat platform. I co-founded it after shutting down my first startup after a six-year struggle. Chatra took me and the team six years to finish — that’s six years of learning, experimenting, sometimes failing, and ultimately winning big.

Acquisitions happen all the time. But what does it look like to go through one, putting the thing you built and nurtured up for sale and ceding control to someone else to take over? Sometimes, these things are complicated and contain clauses about what you can and can’t say after the transaction is completed.

So, I’ve curated a handful of the most valuable takeaways from starting, growing, and selling the company. It took me some time to process everything; some lessons were learned immediately, while others took time to sink in. Ultimately, though, it’s a recollection of my personal journey. I hope sharing it can help you in the event you ever find yourself in a similar pair of shoes.

Leave a Comment