This is a 'heart or head' question. We mostly realise that in commercial flying lifestyle is the most precious factor the older you become, especially when wife/family issues compete for our attention and money. Having done everything from GA to Widebody long haul, I'm glad to have done the GA when I was young and SH when I had a young family and LH now I'm older. 3 days on a Caribbean layover beats 6 sector turboprop days when you are knocking 60!
So, heart says KingAir, head says a320. The overarching fact is that it is much easier to go back down the aviation feeding chain, than it is to go up it.