Cloudflare + Tailscale would be a super interesting combination for a business. I wonder if Tailscale is an acquisition target.
From a personal standpoint, I would like to see Cloudflare (among others) smashed into a neutral backbone provider and all its product offerings spun off, ala https://en.wikipedia.org/wiki/Breakup_of_the_Bell_System. It's dangerous for one company to control so much of the internet's infrastructure and it's causing massive problems (like https://news.ycombinator.com/item?id=32912075). Tailscale should remain independent.