OK let's do the Sonic math with some ballpark pricing.
Bikes:
-1125CR, $3k
-Black DRZ400, $2k
-Yellow DRZ400, $3k
-NX250, $2k
Cars:
-Rally BRZ $15k
-Turbo BRZ $12k
-MR2 $5k
-Cadillac $5k
-2500HD $5k
-Impreza $3k
Poof, we hit "convert to cash" and they're all gone! Now there's a pile of $55k sitting in my garage. What do we want?
-A rally car. Honestly I'd just build the same damn thing again so let's take $15k out of this immediately. We now have $40k.
-A tow rig capable of pulling a two horse trailer out of a muddy field and safely going down the highway with it fully loaded. This means big and 4wd.
-At least one daily driver that isn't the tow rig.
So in theory we could spend like $20k on each of those and have no other fun, but neither of us wants to drive a giant stupid truck every day so let's say we delete that one and buy our $5k 2500HD right back. We now have $35k with the rally car and tow rig taken care of.
What's left in terms of stuff we want to do the stuff we like?
-At least one daily driver that isn't the tow rig.
-Dualsport bikes to ride together.
-A fast bike to scare the E36 M3 out of me.
-Maybe a fun car.
Let's look at the bikes- I've tried to replace the 1125CR a few times and nothing scares me more, so we can keep that one. Let's keep the two cheapest dual sports too because I don't think we're doing better than $2k/ea replacing them, so $7k worth of bikes removed from the budget. $28k remaining for daily drivers and fun cars.
Here's where things break down- to be completely honest, I'm an idiot. If you told me I HAD to spend $28k on cars excluding the rally car and tow rig I'd get Sara whatever she wants, let's say a $10k WRX hatch, and immediately spend that remaining $18k on the worst Viper, Lotus, or other completely impractical thing that I probably shouldn't have. And if you tell me I don't have to spend it all, I'd buy the cheapest thing I could get my hands on that I found interesting. Like an old MR2, maybe. Or a crashed BRZ that needs some repairs but is too well priced to pass up.
So I think we've actually found the problem- outside of racing and bikes (where I feel my needs are met decently at the moment) and Sara's needs I really just want to berkeley around with dumb cars occasionally and not lose much money doing it. I don't have a pressing need for a nice daily driver, even when I had my old job and commuted over an hour each way I liked my $1500 '85 Celica just fine for it.
Maybe I just learned that I'm doing OK? If I fall in love with the turbo BRZ after driving it a bunch I'll sell the MR2.
Unless... anybody know of a 4x4 truck with really good towing stability that would be considerably more fun to daily drive than an 8.1 powered 2500HD?