How are you connecting a sata ssd to thunderbolt 2?
I have three Thunderbolt enclosures, daisy-chained off my Late 2015 iMac. I have two
AKiTiO Thunder2 Duo Pros (Thunderbolt 2), and they have been fantastic! The other is an older AKiTio Neutrino Thunder D3 (Thunderbolt 1), which works perfectly but the fan is more annoying. Contents are four HDDs and two SATA SSDs.
It looks like the cable adapter you linked to woukdn’t work as this machine has no usb c ports?
The Thunderbolt-3 end of the adapter (looks like USB-c connector) would plug into a Thunderbolt-3 enclosure. At the other end of the adapter you plug in a Thunderbot-2 cable (looks like a DisplayPort connecter) and plug the other end of the cable into the 2015 iMac.
I haven't actually used that adapter, but it is supposed to work this way. (Also can be used to connect old TB2 device to a new TB3 computer -- thus the "bidirectional" claim.)
There is also this thunderbolt enclosure that another poster used
https://www.synchrotech.com/product...sd-drive-external-enclosure-delock-42510.html which seems good but it is not bus powered (are any thunderbolt enclosures?) and I wonder if that would be a hassle to have to power it on and off separately?
That looks like it would work for you. It appears to be Thunderbolt 1 only, though (specs say "10 Gbps Bi-Directional Throughput"), so half as fast as TB2. It's getting tough to find TB1 or TB2 enclosures these days, and they still seem a bit pricey. I got two of mine on eBay.
There are bus-powered TB3 enclosures available. I personally don't think the power issue is a big deal for a desktop -- you could keep the enclosure powered on all the time, even when the iMac is off, so no extra hassle. I do that with my external enclosures.
EDIT: a bus-powered enclosure will
NOT work with the TB3<-->TB2 adapter, because the adapter itself doesn't pass the power on to the device
Can you option boot into a thunderbolt drive?
Yes, no problem -- I've done it.
Also, it looks like Crucial SSDs have active garbage collection which could be a decent compromise without trim support if going the USB route?
I believe most, if not all, SSDs have active garbage collection and I'd expect them to work ok even without trim -- certainly better than a rotating hard drive. But I don't have personal experience with going without Trim.