We have college for 3, safety fund and retirement in ok spots. Current market doesn't help most of that, but I've saved my whole career. This would be a splurge on me, which I don't really do. Family of 5 won't fit in a Tiger even if they wanted to but in my 450+ rental hrs my wife has flown 6 hrs with me and my son maybe the same? 2 girls have never been up. So this would be my midlife crisis. The guilt is the hangup. I figured at $20k it wouldn't even be a discussion. No change on the home front etc. $50k seems different. You'll notice that missing from an acct. To clarify: wife was aware and on board at $20, just saying $20 didn't require as much thought. Where/how I grew up, folks didn't own planes (or boats, RVs etc.) Maybe a small fishing boat but not the $100k bass boats etc, more like $1,200 including the 12hp outboard. Rental: I've got a business trip Tuesday. 5 hrs by car or 2 by Skyhawk/Archer. All planes booked for some portion of that day when I found out last week. Last night - gorgeous here. All planes booked. Same this morning. Rental is the right way to go except I fly much less because when my schedule opens up, there are no planes.