OP:
You have USB3, is this a correct assumption?
If so, it's VERY easy to add an SSD as "your external booter".
It is IMPORTANT that you buy the right enclosure or USB3/SATA docking station.
You ABSOLUTELY want one that specifically supports UASP (USB attached SCSI Protocol).
With a UASP-capable enclosure or dock, you should get read speeds up around 430mbps, and write speeds of at least 240mbps.
I have had good experience with both Intel and Crucial SSD's, and recommend that you consider one.
I've also had good experience with this enclosure:
http://www.amazon.com/dp/B003VKTJGW...UTF8&colid=R75PP4I2A0BE&coliid=I3DOKZ31SP7539
There are some "ready to go" external SSD drives out there, but be careful about what you buy.
The Samsung "T1" line looks decent (I have no "hands on" experience with these, but the customer reviews seem favorable, by-and-large):
http://www.amazon.com/Samsung-Portable-250GB-External-MU-PS250B/dp/B00RWXV8FE
A bit of "organizational advice":
You DON'T need a "high-capacity" SSD, and you don't need to spend more for one.
I would think that for practical purposes, you'll get by fine with a 240-256gb drive.
Keep the OS, apps, and your accounts on the SSD for fast performance.
If you have LARGE libraries of pictures, music, and movies, you might want to consider keeping them on a platter-based HDD (could be your current internal drive, or could be another external drive). There's no need to store seldom-accessed stuff on the SSD if doing so is going to "use up its space".
I'm using an SSD mounted in a plugable.com "lay-flat" USB3/SATA docking station, and after two years of running this way, I'm still only using 46gb of space for my OS, apps, and accounts.
One other, important word about the concept of "TRIM" insofar as it applies to SSD's.
In my experience, although TRIM is supposedly useful, I've found it to be "much ado about nothing". That is to say, after more than two years of booting and running my Mac mini from a USB3 drive, I have experienced NO noticeable slowdowns at all. Even using benchmarking software, the speed is within 1-2mbps of my "original tests" when I first installed the drive.
I predict that if you use an external USB3-mounted SSD as your external booter for the remaining life of your iMac, TRIM will NEVER become an issue for you at all...