It isn’t necessarily about Colin quitting. Key person gets hit by bus is also always a concern. You can say someone will pick it up, but I know nothing of whether such plans are in place. Does the person who would inherit the business have the know how to sell it? Is there enough documentation in place for a transfer of assets to be successful?
1. Key person gets hit by bus
2. You see the black bar on Hacker News and learn the sad news
3. You go download all your data from the service, which is still up because there is no bus access to data centers.
4. You feel like a jerk for all your creepy "hit by bus" talk.
5. A few weeks later, some VC-funded operation with multiple employees you depended on disappears overnight without a trace.