I agree that many will have a preference of one over the other that many will heavily bias there planning in one direction or the other. It seems like a lot of folks want a one size fits all answer to tuck away and make themselves feel better. I think most of us here are not part of that crowd.

From the extremely brief original post I wasn't sure how the question was being asked. I now understand that you were posting the question as a conversation starter and not someone looking for a one size fits all answer.

The original question reminded me of a question a business partner once asked me.

A friend and I were preparing for a two week backpacking and canyoneering trip in northern Arizona and southern Utah. I am a competitive runner and (former) adventure racer with a WFR certification & my friend is a surgical nurse and runs and cycles competitively. Although we were both in very good shape we had significantly different physical abilities. We both also had a significant amount of mountaineering and backpacking experience.

A business parter wanted to know what our plan was if one of us broke a leg. When I asked for specific circumstances he threw the question back at me. His premise was that we should have a plan regardless of circumstances. I guess I could have regurgitated the traditional wisdom of "stay with your partner and signal for help" but there are many circumstances where this would not be the appropriate response.

Yes indeed.
My own preference is to bug out early if I have advance warning that it will be bad.
To me stuff is just stuff and I value life much more highly.
I would rather be replacing stuff than get killed trying to safeguard it.

Without warning, in a temporary emergency or if travel is not possible I have enough to be self sufficient for a reasonable time frame. More than 2 months would be tough, but 1 month would be easy.
Most road closures are less than a week, power outages are usually less than 3 days.
(Basic rural route facts of life.)

A lot of the places I have lived are pretty rural so snowmobiles, small boats and ATVs have often been part of the plan for getting out to help if somebody was injured.
Those plans were mostly concerning snow storms, forest fires or spring flooding.

All depends. What has gone wrong, when did it happen, what are my chances of getting out, what are my chances of surviving if I stay? Every event that would cause one to think of either bugging in or out requires this kind of calculation.

If possible we'll bug in. We have been evacuated before, and there's no way to load up and carry all the supplies we have at home. We can take care of ourselves for about two years at home. IF we can stay, we will. If we HAVE to leave, we have a BOT, a trailer, that we can quickly hook up and go with. It will keep us going OK for about 6 months with judicial use of supplies.