I lead the customer engineering org at Tailscale.

We think this is a great idea and we're discussing internally potentially adding that to the console.

In the meantime, if you'd like to get an assessment, please feel free to open a support ticket (https://tailscale.com/contact/support?type=other&subject=sec...) and we'll happily take a look

Random idea: When a recommendation is not being followed for a customer because of some deliberate or idiosyncratic reason, a notes field could:

1. Help them remember why, so that they aren't confused the next time they re-run the checkup. ("Oh yeah, we wanted to do X but we can't until we retire Y because it's not compatible.")

2. If it's clearly labeled as info also shared with Tailcale, product managers could use it to help generate theories about why certain customers don't do X.

Just so you know, Tailscale tech has always impressed me, but your responsiveness here has cemented my appreciation of your org and I look forward to bringing yall in as our company hits the growth phase.

May y'all continue to be customer focused.

I've always found tailscale's json config a bit intimidating. I greatly appreciate the new UI that makes it easier to define rules, alas, both going to relevant docs straight from it and determining 'is this rule just lazy/bad/unsafe' is hard and frustrating most of the time.

That's where I'd like to see this sort of checkup. Yell at me please if i just said anyone can ssh as root from any node!