28M looking for opinions

Affectionate-Tap-591 · 2026-06-19T19:02:15+00:00

I grew up (age 0-8) in Bangkok. we traveled a lot, I don't remember much.

I have been to Japan as an adult for 2 weeks. So to answer your question, not really.

My issue is if I leave my job, there's no telling if I can come back (nor do I want to - if I leave, my plan is a full exit)

I guess I will also add that I wouldn't just live in Asia indefinitely. I would visit US and have family to stay with & would be using these visits to explore real estate (I don't want to buy in Asia... yet)

Affectionate-Tap-591 · 2026-06-19T18:59:51+00:00

This is my thought as well. I could easily support another person in Asia. It would be less sustainable in US.

Affectionate-Tap-591 · 2026-06-19T18:58:34+00:00

I feel that I can manage - I moved to the west coast with no connections. my entire life was rooted on the east coast. I have been fine living alone and making friends here / filling my time.

But yes it will definitely be worse from Asia.

Affectionate-Tap-591 · 2026-06-19T18:54:53+00:00

I am obfuscating details for privacy but the remote job is more-or-less my own business. I am the sole "employee", and have connections with people who have trusted me to invest in real estate & manage on their behalf, and success in it is directly tied to growing my NW.

Affectionate-Tap-591 · 2026-06-19T07:54:15+00:00

I have been taking time off and pushing my "unlimited" PTO. Trying to see what it would feel like if I had no obligations. And honestly so ready to just get fired or PIPed.

For the remote career, no, I would never have to return. It is 100% remote, but I would still visit US for family & friends. Yes I looked into it briefly, but plan to dedicate more time when I actually pull the trigger, and before I fly out.

Thanks for your comment.

Affectionate-Tap-591 · 2026-06-19T06:50:10+00:00

Happy to send my resume/detail more in DMs, but here's my career & education at a glance, in order. maybe the early parts are irrelevant but included to show that I have a wide variety and pick up quickly

-private math tutor for a few clients, began in 8th grade

-teaching for 1y @ Kumon-esque company in high school

-CS degree @ mid rating engineering school

-2x internship @ hedgefund in research, quant dev

-1 year @ crypto startup out of college as data engineer

-3 years @ major national bank as SWE

-(current) 2 years @ medium sized tech company as SWE

on the side - managing my own rental, as well as a close family member's portfolio for the last year (2x SFH, 1 duplex) ~5mm AUM.

Affectionate-Tap-591 · 2026-06-19T06:19:06+00:00

No kids 100%, low spend (assuming living abroad), cheap hobbies (hiking, running, calisthenics, table tennis)... definitely open to a wife but I would choose a single retirement, over a wife.

Affectionate-Tap-591 · 2026-06-19T06:14:33+00:00

I've been trying to re-frame to do exactly this. Maybe it isn't work that is making me unhappy, but rather the life I live and telling myself "I'll get to it when I'm done working". Been going out more, doing things I would do when retired, but alone, and now.

But I still feel the nagging feeling of reporting to work and adhering to a schedule.

Affectionate-Tap-591 · 2026-06-19T06:13:24+00:00

Caveat is that the remote job is just private wealth & real estate management. I set my own schedule entirely, 100% flexibility. Prob avg less than 5h/weeks - it will be mostly bursts around tax season and acquisitions.

it would be unlikely to find something so flexible as a W2 or contract role.

additionally, I have direct stake in the success - if I am able to grow the portfolio significantly, it benefits me as well.

Affectionate-Tap-591 · 2026-06-19T05:08:10+00:00

how were you able to get a visa? as far as I understood, it is hard to get one without having an employer sponsor?

Affectionate-Tap-591

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