Uneasy? Nope. Never. I got over the nerves after the first night wild camping. If you mean 'what if.......(insert problem here)' then again, no. I don't like to procrastinate over things. I look at life with a 'What is the situation?' Mindset and then when I've figured out the situation, I get to work on the solution. I don't let the unknown affect me.
Would I miss anything? If my wife and kids didn't exist, then no. I wouldn't miss the household bills, having to speak to people I dont like because my profession requires it, the grind of having to do stuff because my life now requires it..... no. I would miss nothing. If I didn't have a wife and kids I'd be off in a nanosecond. I'd sell everything, which would leave me with about 70k in the bank and I'd save that for sheltered accommodation for when I'm eventually too frail to live nomadically.
Fears or qualms about the future? None at all. I don't live in fear of stuff that hasn't happened.
But that's just me. The travelling lifestyle that I have experienced so far has only ever been absolutley positive in every way, even when it has gone wrong, and every trip leaves me wanting to delay my inevitable return to the perceived 'normal' life.....
That was a tricky question! Maybe throw me a scenario that you may be worried about and I may be able to tell you how I'd deal with it.....
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I guess what im touching upon is something you briefly touched upon - " If you sold everything " I guess that would mean any sort of Property asset etc.
I guess the freedom of getting out of the rat race is there until maybe need to embrace society again?