Hi, Ethan.
I am much older that your average follower (I am 49 years old, in three months I will be 50). Nobody can have it all so you have to prioritize. I would recommend you that you think through about your priorities and your possibilities.
What is your main goal in life? If your main goal is to live the way you have lived so far, go to Thailand and keep on teaching English classes. But think that this lifestyle does not allow you to have a family and kids. In addition, think that you will not always have the energy and health you have now. You are young. When you get older, you don’t get so much pleasure from living adventures (I know it because I was the adventurous type). A new travel does not get you excited the way you get excited when you are young. In addition, you start having needs that you didn’t have: you need more space, better health coverage, companionship and community gets more important, commodity and space are more needed. When I was your age, I used to live a condo like the one you own in Thailand and I was so happy living in that condo. Now I wouldn’t do it to save my life. So, if you take this option, think that one day you will wake up and you will be 60 years old and you will be in Thailand teaching English classes. You don’t know how time flies. Young people usually don’t know.
If your main goal in life is to marry Mayu and have kids, you have to be strategic. You have to establish now your career. Please notice that I don’t say «a job», but «a career». Try to find a niche where you can accumulate experience and you can have an advantage. Think of your strong points: you speak Korean and English and you are a bridge between cultures. Try to work in some place you are needed (maybe a Korean company with business in the States) . You have to start little by little but try to cultivate unique skills that make your résumé especial. This is not going to be easy, you will work hard but this will be an investment for your future and you will thank it when you have family, when you are 40, 50, etc.
If you want my personal opinion, I think you should go the second route. Looking back to my life. I really miss my youth. I remember my carefree, adventurous lifestyle, this lifestyle of going where my heart was. Remembering those beautiful days of youth brings tears to my eyes. But now I know that it was a mistake. I wasted a lot of time, and time is the only thing you cannot recover later. I should have invested more in my future. Now I regret it and I have to live with the consequences and it’s not pretty.
So this is my perspective: think about your priorities. Now you have time to think about what you want, what your future is going to be, what are the different options, the pros and the cons. I wish you the best of things. You seem such a great guy.