a) the strategic signal it sends re developer resource allocation and b) the market signal it sends, selling a security solution while partnering with a company (not a knock - I've been a mullvad customer!) that provides solutions which are frequently used to bypass compliance/regulatory controls.

Tailscale is clearly a superior product to it's competitors and I have regularly recommended colleagues and clients to evaluate whether it fits their needs. However, unfortunately, that is frequently not enough to "win" in the crowded and bureaucratic enterprise software space.

I would love to be proved wrong here and wish you the greatest success!

This feels like a bad idea, and perhaps it signals defeat in the enterprise space (where the tech would provide the most value, imo). Tailscale raised $100M last year, surely based on a theory of growth upmarket. While this partnership surely provides value to personal consumers, it feels, at best, a distraction from the larger opportunity and, at worst, counterproductive to achieving it.

I'm skeptical of the obvious counterpoint that this assists a flywheel of greater b2c satisfaction leading to b2b success...

This often prompts a reintroduction by the other party and will soothe their anxiety if they've forgotten your name as well.