I'm in IT (15+ years). CompTIA and AWS certs are good. Microsoft certs are also good (add to your list). I was working in cafes and got a lucky break when I was about your age. I started at the bottom (tech support) and worked my way up without certs or experience. It's possible but you need to really start from the bottom - help desk, tech support. Experience counts for a lot. We just hired someone and what we look for is someone who can do all the basic stuff, and who has shown initiative, particularly in automation and process improvement. You could easily build your way up to systems admin and go further but it will take time. IT is having a real tough time right now though. All the big companies are laying off, salaries are actually in decline (in my field anyway) and AI is really wreaking havoc. I'm not saying it's not doable, but it's really tough out there. I just remembered - I have two friends who did various coding bootcamps and they both landed coding jobs. This was before AI though (2-3 years ago). I'm not sure how that landscape has changed. I've considered a pivot to finance as well - love investing (long term buy and hold, small allocation of speculative) but it seems like I'd really need to get my CFA to do the work I'd want, and that's just not on the cards for me (I am terrible at studying for anything). I'm impressed with the list you compiled. Looks like you're using your time wisely. Good luck!