I think it less to do with judgement and more to do with one person can do the work of 3 in startups because there's several orders of magnitude less coordinati

I think it less to do with judgement and more to do with one person can do the work of 3 in startups because there's several orders of magnitude less coordination and communication that needs to happen. If you have 5 people in a startup you have 10 connections between them, 20 people = 190 connections, 100 = 4950 connections, 1000 people = 499500 connections. Sure you split then in groups with managers and managers managers etc to break down the connections to less than the max but it's still going to be orders of magnitude more communication and coordination needed than in a startup.