Poser Guru at your service.

Having said that, Poser 6 was the earliest version I ever used.  Still, the basics should be unchanged.

1. Can you "work" on 2 figures at once?  Hmmm... Not exactly.  Poser requires you to manipulate one object at once.  However, once you have them positioned next to each other (say their hands are linked the way you want), you can parent one figure to the other.  That way, when you move the parent figure, the other moves along.  Oh, and, remember that when you are posing, you can move the figure's BODY -- which moves the whole figure -- or individual body parts.  Using the tools (transform/pull, etc.) is best to get figures into close proximity and roughly posed.  I recommend dials for fine-tuning. 

2) Dynamic hair... sigh  Let me give you a word of advice... use prop hair instead.  Dynamic hair requires a pretty good understanding of the cloth room.  Basically, when you add hair, it just creates the strands, sticking up everywhere.  You need to set up a simulation in the cloth room where the hair collides with the figure and its clothing.  It's very difficult to control and style, even for advanced users.  There are, however, very good freebies for most of the Poser people and the DAZ base figures.  If you tell me which figures you are using, I can point you to some.

3. Don't give up.  I realize the Poser interface isn't always intuitive, but once you use it, you will see that it is done that way for a good reason (mostly).  A LOT of the stupidness has been pummeled out by Poser 8, lol.  

I am going to put together a "Poser for dummies" quick tutorial on my deviantart page.  I have offered my Poser experience to any Vue user who will answer MY dumb questions about Vue, because i seem to have a LOT of them!

Intel Core i7-8700 6-Core 3.2 GHz (4.6 GHz Turbo), 32GB RAM, two GeForce GTX 1080 Ti GPUs

DS 4.10, Photoshop CC and CS6, Poser 11 Pro, Vue 2016, CarraraPro 64bit, Autodesk Inventor, Mudbox, and 3DS Max

One in 68 children is diagnosed with autism.  One is mine. ♥