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So as far as I can tell you technically can't play Ynnari in GW's Kill-Team since models must be part of a Reborn Warhost or a Ynnari Formation to be considered Ynnari. I don't know that I'd protest if you showed up at a Kill-Team game asking if you can just use the Ynnari rules in a Kill-Team detachment; on one hand Strength From Death triggers every time a model is killed rather than an entire unit, but on the other hand only a single model gets a free shot rather than an entire unit. I'd suggest playing SFD as if a model that gets a free action from the rule can't do so again in the same turn when playing Kill-Team, try and force you to spread out the activations such that it works more like it does in the full-scale game and nobody has to worry about any potential abuse.
Heralds of Ruin hasn't been updated with Ynnari or combined-Eldar in any way, if it is I expect they'll go with one-SFD-activation-per-model-per-turn as well since that's the short/easy way to handle moving that into a the one-model-units setting. If you get impatient you could always playtest it that way and then send them notes about it.
I haven't used Assassins; I've looked and I think you could probably overcome the numbers gap if you aren't fighting too many Space Marine Bikes or battlesuit-spam lists. Numbers don't make anything like as much difference in HoR as they do in Mordheim since model quality varies a lot more. And with T4/3W/4++ on all models you're a lot harder to get rid of than some full-size Kill-Teams, even with only three models.
As for the Culexis I do suggest considering it even if you aren't expecting a lot of psykers. A primary issue with any Assassin is staying alive long enough to do damage: the Eversor is hard-mode here, since his approach to staying intact is picking his engagements such that he kills anything that can be a serious threat to him; the Callidus and the Vindicare are easier, since they thrive on controlling the terms of the engagement such that they can't be reliably attacked; but with the Etherium the Culexis doesn't really have to do anything special to be tough, since it does a lot of work just by being somewhere it's got the tools to stick around.
Another consideration with the Culexis is that Leadership matters a lot more in Kill-Team than it does in normal-size games, so the aura of -Ld can be quite important.
As for the Inquisition I can't speak to competitiveness; HoR is a lot more open balance-wise than 40k so more things work, and the Inquisition can do a vast number of different things. If you think making the models would be cool I'd suggest going for it, you can figure out how to make them work on the table later.
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