Definitely 9 druid levels for quite awhile. I plan on maxing ED's on this build, possibly getting a final monk life with this build as 9/9/2 depending on timing of the expansion and how long the ED's take, and then seeing what the expansion/enh pass brings. I'm still not sold on the kama's though (but will definitely be making some as time permits to provide another option and also to pair with Rebellion if I'm lucky enough to get it). Obviously would DEFINITELY want them if I TR again but once you start getting up into the 4[w]+ range while running wraps versus 1[w] max when running kama's (since the [w] doesn't apply when in form and not using wraps)...that's a lot of damage left on the table to get kama's.
The con-opp SP on the necklace was the best option I had at the time given what I had available gear-wise. If I get the opportunity to do so I'll make another that's con-opp hp as I agree that would work much better. I haven't shroud flagged yet this life as I'm focused on making full use of the 15% xp bonus (just TR'd Thursday night and hit 22 last night) but I'm going to be running quite a bit of shroud to get set up with some displacement clickies, probably 1 more haste clicky, another cleansing stone or two this life, and a better setup with a con-opp hp item cleansed. Necklace definitely seems like the best spot for that as a balance between leveling value and cap value. Oh, and making the kamas for leveling future lives on this build and for maxing out healing amp when needed on this life.
3-piece abishai set is nice as well. I doubt I'll ever end up with that as I'm a hater on Chrono but it would work well. You're right that having the kama's for healing amp is important regardless of the gear setup as none of the ideal gear at cap has healing amp on it. I just can't see running it full time but there are definitely situations you'd want to swap to it. I'm thinking in those situations the best weapon to pair with it would be
Rebellion. Fully upgraded it's +8 Enhancement Bonus, Rebellion (ALL threat -25%, on crit 13-78 piercing), Sneak Attack Bonus +5 (nice if you don't have Tharne's), bibs-Piercing - 20% (really nice if you don't want to run black dragon bibs), Improved Deception, and a Red Augment Slot which could be slotted devotion if you don't go with the gloves. The best part about slotting devotion there is that it's then a +8 spellcasting implement giving you an additional 24 universal spell power. There are certainly other options in that red slot but given that we can offhand whatever metal kama we want and cast whatever align fang we need to beat almost every DR imaginable I can't imagine passing up on that unless we're using the Gauntlets of Immortality. Once you get those it's easy to swap to a damage-based augment.
Honestly Rebellion would be the one key item that would make me rethink the black dragon bibs. With Rebellion equipped you're then only getting a blue slot, 3% double strike, 40 acid resist, and 5% damage boost for 30 seconds after kills assuming you're using the black dragon helm.
If we're going with SS/Kama setup then we'd get nothing from the caparison's reinforced fists as well. I'm thinking in that setup you'd almost want to go Blue Dragon bibs/Helm. You'd get Major Arcane Lore, 80 potency, 15 artifact bonus to universal SP, and 40 elec resist instead of acid. I think that just edges out the double-strike and damage boost from black assuming you're getting your bibs piercing by always using Rebellion/off-hand kama (either con-opp amp or a metal-based dr-breaker).
The blue dragon set lends itself better to the 3-piece abishai set and rebellion/kama. I do really like the boots from FoT though - proc'ing 15 temp sp's would be really nice for firing off an unmeta'd Greater Vigor though 5% proc-rate isn't overly exciting. Would be really nice for lower diff's and not very attractive in EE's.
I completely agree with the wrist slot as a nice spot for swapping to GS. Nothing on the bracers of wind will kill you while you have it swapped off (well...other than that it's my featherfall slot at the moment but that's another story). I just happened to have the cloaks already crafted for my clickies.
Now, I doubt this will be my final life. I don't think this build will be particularly attractive post-enh update. That said, I'll be here quite awhile I think so definitely worth getting the gear to make it work well. And I hadn't thought about it yet but I'll be farming up a Wolf Cloak as well. Given that I'm currently running mabar cloak there (and until I have to drop my gs hp boots) I'd get a lot of use out of swapping away from mabar when appropriate. Level 20 mabar's really nice...that 5/good dr takes the sting out of non-EE hits...but running EE's the PRR from a Wolf Cloak would far outstrip that 5/good dr.