Bounty: Cronleys Lackeys,

[Orangatuan]

I've always had to spread this over two game sessions, as I never seem to be able to find three in a single session.
I clear out Staunton Mine, Hannefey Mine and Cronleys Hideout, and the "outlaw" areas outside between them, yet I only ever seem to hit 2/3 per session.

Please can someone tell me if I'm being stupid and there is somewhere obvious I'm missing?

[Childe Roland]

According to the wiki (not always accurate, but I'm pretty sure it is in this case) there's up to eight of them between the Hannefey Mine, The Four Hills, and Cronley's Hideout, so 1) you can skip the Staunton Mine unless you get the bounties for either Nicholas Balthazzar or Bolla "the Raven", and 2) while IIRC you won't see all 8 in a single session, you shouldn't have a problem getting 3 in a single run.

I'd bet that you're overlooking either a part of the hideout in the Four Hills, or a side area of Cronley's Hideout. That's usually my issue with it, other than running through the Hideout for a different bounty and killing one or more targets on the way (which won't be counted retroactively).

Edit: Also, you might only get three per session, so just be sure that you didn't clear a leftover bounty and then pick up that same one again later in the same session. If you keep getting that a lot, it's not impossible that you might have gotten in a loop of being one short and clearing it on the next go round, leaving you one short again.

Edit 2: Also note that Hallion "The Rat" can be targeted by a separate bounty and depending on how many of the lieutenants spawn per session, clearing that might affect things. I'm admittedly not completely clear on how some of the bounty target spawn mechanics work.

Plus, if you have any other quests that take you up there, such as the forges bounty for the Rovers, there's always the risk of killing one of them early, so if you're doing quests like that or the bounty for the Ascended or any of the individual lieutenants, then you'll want to be careful about that.

[DirtyMick]

I'm guessing by outlaw areas between, you mean the area where you destroy the forges? Cuz if not, check that too. Otherwise, idk I've found them in one session before. Weird.

[gNuff!~©~gNom3™]

easiest way to clear that bounty is in a fresh session, or a session where you haven't touched the main compound yet,
teleport inside cronley lair, then walk back out, and kill 2 guarantee spawns there
https://imgur.com/a/PrCNkYz
then either go kill Hanlion or Moneybags Martin to finish it up
https://grimdawn.fandom.com/wiki/Bounty:_Cronley%27s_Lackeys