Jeff, this is looking very possible for me. I talked to my wife, and looked over the rules on the OLOA website, here are some random musings:

Spousal approval. Check.
SVRA membership funds. Check.
Physical covered by health insurance. Check.
Driving experience. Check.
(It appears that they don't actually require a license. I have plenty of experience and can probably get something from Chin Motorsports stating that they have approved me to run solo at Sebring.)
Helmet. Check.
Driving Suit. Maybe.
(Might be able to borrow one from a friend who recently sold his Spec Miata... otherwise, I may need to buy one... I don't think yours is going to fit me too well!)

Are you sure you really need to bring a trailer? The tire rules don't allow race rubber, and you can only use a total of 6 tires. I'd mount up a fresh set of the best allowed tire (Falken isn't on the list ) and call it a day. 8,000 highway miles and a few short track events shouldn't be a problem. (my current set of Azenis has a bunch of city miles, probably 10 autocrosses, and at least 8 HOURS of hot laps at Sebring on them and they're just barely down to the wear bars) If you can fit two spares in the trunk and still have room for some clothes and stuff, I'd consider omitting the trailer. (it would really suck to have a problem with a trailer tire or wheel bearing eat into your limited sleep time during an event like this) Keep it simple.