[delphinius81]

It gets much, much harder the later in life you get (and even after retire, you just can't travel/live the way you did when you were young). Some get lucky and can swing remote work while living in another country for a bit, but that's an exception to the rule and isn't always steady.

Also, if a future company didn't understand why you went on this trip, it's likely that they wouldn't fit well with your personality at some other point anyway. So you might be better off not getting sucked into that kind of place anyway.

So go on the trip and mostly worry about tomorrow, tomorrow. Just make sure you have enough money saved that when you get back you'll be able to afford the 1-3 months a job search and potential relocation can take/cost.