[bps4484]

"but a smaller Craigslist might have been able to pivot and innovate ahead of them."

I feel like they had a small team that didn't innovate for 20 years. Whether they were 10 employees or 10,000 they were due to have someone figure out a better way.

[fragmede]

One of those 9,950/10,000 employees would have figured out that better way. Size matters when there are multiple orders of magnitude of difference.

[verve_rat]

Sure, one of them would have figured it out. But then they would spend the next year trying to get managers to listen and would eventually quit out of frustration.

Counterfactuals are fun!