When my 2nd company got bought (quickly and for a relatively small pile of money, sadly), I thought I asked a bunch of smart questions of the acquirer (who I we

When my 2nd company got bought (quickly and for a relatively small pile of money, sadly), I thought I asked a bunch of smart questions of the acquirer (who I went on to work for for a year and got a bunch of stock from as part of the acquisition). The question I WISH I'd asked was around retention. i.e. "Of the people who touch this product, how many come back a second time? How many are addicted?" The company was well-financed and the sales machine sold the product REALLY well. But users didn't love it-- and most eventually churned.