Sounds like we are all in similar boats.... My top 3 uber specific that I definitely don't lose sleep over in order:
1. Not buying every Behike (or Vegas Robania XV) in 2012-2013 when they were 300$ box and available
2. Not buying more BBF's, Mag 50's, and Club Allones in 2015-2016 when they were 180$ a box (and awesome)
3. Not buying more My father limited edition 2010 or Don Pepin 10th anniversary (2013) when they were available