Biggest regret of my life, not just my working life, was deciding not to self-fund a BAe 146 rating when I was offered a job subject to getting the rating.
At the time, I decided I'd go LHS on a B99 for a few more years in order to get the cash to pay for the rating and an eventual career on jets.
Result - I ended up spending the last 25 years of my flying life on a collection of very tired F27s and ATRs because it was too late to make the change by then.
Good Luck with what ever you decide....