Out of curiosity, do you need anything past the relicensed version (I mean, sure, security fixes aside)
You may also want to edit the title as "Tell HN: Teleport retiring Team plan" since as it currently is written it could be a question, or a blog post about you retiring your teleport team
We were using Teleport Team, which is being discontinued entirely. We could switch to self-hosting, but we'll probably just go back to SSH jump servers which are more straightforward to set up, and don't have the risk that the license will change again to become more restrictive.
To be honest, we have moved to SSM for the most part and were more using Teleport for accessing RDS and other VPC-internal endpoints, so I guess a bastion host rather than jump host is probably closer to what we'll end up needing.
Tailscale definitely works a lot better from a pricing perspective and I like how they've put SSO in their premium pricing rather than enterprise, with SCIM being used for enterprise market segmentation instead.
That being said, AWS SSM to a bastion host, then using IAM auth for RDS and EKS will probably do most of what we need. Slightly more effort, but not so much more that it's a deal breaker.
I used to work at Teleport and am now at Tailscale. Both are solid products. Sad to see the Team offering disappearing but sounds like they are moving more towards large enterprise vs the small/medium startup/growth companies (while I was there we had a really healthy mid-market team but I think it's all gone now).
Take a look at Tailscale. If you are all in on AWS then using SSM is solid but if you have general access or other cloud access then Tailscale can probably help you out there.
You may also want to edit the title as "Tell HN: Teleport retiring Team plan" since as it currently is written it could be a question, or a blog post about you retiring your teleport team