Yes, you can 'date and diss' them as you see fit, they don't hold any grudge.
Just remember, by the end of each chapter you will reach a 'point of no return', a point in the game where you wont be able to go back so make sure you've bought everything you'll need, solved the quests you want to solve and hired the henchman you want to have with you.
As for which henchman to choose, I would go with Daelan as well. A real tank, but he's very vurnerable to mind-affecting spells ( low Will saves) so make sure to cast the spell Clarity on him whenever there's a risk of mind-affecting spells. Nothing worse than have Big D turning against you.
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Nothing is impossible, it's just a matter of probability.
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