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I constantly read good things about Tailscale, as well as to a lesser degree Cloudflare, that I think I'm missing out.

But I've experienced so many times that companies change things and this can mess up the workflow or infrastructure really bad, adding days of work to implement an alternative.

With your hype, how much do you trust that you can rely on Tailscale? Should I feel safe when giving them control?



Any company can take a turn for the worse, and any time you've got SaaS deep in your stack there's risk there.

I can only say that I worry about TailScale growing up to be evil the least of basically every SaaS company I've ever used. They seem extremely serious about making the interaction a "win/win" and keeping it that way as they grow.




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