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Great question. We should definitely consider these reputational effects as they could be large.
I'd start by thinking about what portfolio might look best from the point of view of helping to grow the movement well. My guess is that this isn't necessarily having everyone "as normal as possible", but could well be in that direction from where we are right now.
Then when we're thinking about deviations we can think about how large the reputational effect is and how large the benefit is. It's actually pretty hard to estimate the size of reputational effect, but we should try. For example thinking about what the effect might be if the whole movement were doing it might be a reasonable first approximation. In some cases that probably underestimates the costs -- if your behaviour is extreme even within the movement, it's more likely to be picked up on and have a high reputational cost. In some cases that may overestimate the costs -- e.g. if the whole movement were vegetarian that might appear weird and discourage growth, but having half the movement be vegetarian probably doesn't.
It sounds to me that living in a van is likely to be erring too far on the side of ignoring reputation.
In your case, it might be that the best thing to do is to quietly continue not to take overseas holidays, but not talk about it much. Or to only take them occasionally. (Of course it could be that the not taking overseas holidays provides a useful talking point and helps more than it hurts -- it isn't obvious to me, but I'm glad you're at least considering the question.)