> I don't think they care much about few "Pro" upgrades here and there. The real money, and their focus as a company, is in enterprise contracts.
Cloudflare's enterprise customer acquisition strategy seems to be offering free or extremely cheap flat-rate plans with "no limits", then when a customer gets a sizeable amount of traffic they will try to sell them an enterprise plan and cut them off if they don't buy (see https://robindev.substack.com/p/cloudflare-took-down-our-web...). IMO this is pretty shrewd, as it means that companies can't do real price comparisons between Cloudflare and other CDNs until they already have all their infrastructure plugged into Cloudflare.
Cloudflare's enterprise customer acquisition strategy seems to be offering free or extremely cheap flat-rate plans with "no limits", then when a customer gets a sizeable amount of traffic they will try to sell them an enterprise plan and cut them off if they don't buy (see https://robindev.substack.com/p/cloudflare-took-down-our-web...). IMO this is pretty shrewd, as it means that companies can't do real price comparisons between Cloudflare and other CDNs until they already have all their infrastructure plugged into Cloudflare.