The Linux Foundation has a mentorship programme which is really great, might be worth a look, although I am not sure how easy it is to get accepted: https://docs.linuxfoundation.org/lfx/mentorship/mentees

Use Clevis either with TPM or Tang (remote server) https://github.com/latchset/clevis

The most important thing, if you intend to do outgoing email, is to get a reputable hosting service, where you’d have few/none bad neighbours. Unfortunately that often doesn’t come together with cheap, as cheap solutions often attract a certain clientele. I’ve also had more luck with slightly smaller (but still reputable) providers, i.e stay away from OVH / Hetzner and the like. If you want something cheap, it’d probably not be a good experience to self-host.

With my self hosted solution I have no concerns about deliverability, and only very few occasions had blacklisting issues (due to neighbours in the /16 range).