There is a thread on helicopter training in the civil aviation section just in case you haven't see it http://www.airliners.net/discussions/general_aviation/read.main/990718/
But it seems to me as though you should just go get a add-on commercial helicopter rating, that way you can just fly helicopters when you want to (and charge your friends for the ride). If you're inclined to, do the turbine transition and add the instrument helicopter rating and the CFI and CFII instructor ratings.
One of the helicopter pilots I talked to in the St Augustine flight schools said that a lot of the instructor pilots out there are either just fixed wing instructors or just rotary wing instructors, and if you have both, you could become valuable to the schools that teach both.
But Robinsons was fun for me to fly, I just did an intro to see if this is something I'd like, I had a blast.
But basically it seems like you start off learning how to fly straight and level, then level turns, then climbs and descents, then climbing/descending turns, then autorotation, and finally hovering. after you get thru all that then you go for hover solo, then cross-country solo. then it's just a matter of getting the hours required for your license.
On my intro flight I got pretty good at doing the first three, then started working on the fourth. But the helicopter is very sensitive, doesn't take much control movement to cause it to go wherever, so you just need to have a light touch otherwise overcontrolling the helo is a good possibility.
You need 150 total time (50 helo hours which should include 35 PIC in helos, 10 PIC XC in helos, 20 dual hours which include 10 instrument in helos, 2hour XC in day VFR, 2hr XC in night VFR, and 10 solo helo hours with 1 solo XC and 5 hrs night VFR with 10 takeoffs/landings) to get your commercial rotorcraft category w/helicopter class license. So I'm pretty sure you've already met the total time requirement, you just need to get 50 hours helicopter time. which you'll probably get while learning to do the things above.
The private requires 40 hours and since commercial is just 10 hours more, (my opinion) your best bet is just get the commercial rotorcraft license. I think you do have to do the written again.
Rates run from $200-300/hour in a Robinson R22. And training helos are usually R22s or Schweitzer 300s.
Gliders are easy, Since you have your fixed wing commercial/instructor licenses already, you don't need to take a written for the glider (and no medical required either) just do 3 hours of flight time which includes 10 solo take offs-landings and 3 training flights with an instructor for a private glider addon. Commercial glider add-on just need 3 hours of flight time which includes 20 solo take offs-landings and 3 training flights with an instructor.
Again my personal opinion go for the commercial glider addon still three hours flight time just 20/takeoffs-landings and 3 takeoffs and landings with an instructor.
Usually the glider is like $20-40/hour of flight time (however no Hobbs meter so it's on your honor) and there is a $15-20 hook up fee and $5 for every 1000ft you take with the towplane. Landing off field usually costs you a case of beer for the crew which will come out and disassemble the glider to bring to back to the field.
I found that gliders are more strategic, since you're always thinking and trying to figure out where to get that next lift. especially on cross countries. It's definitely more satisfying than powered a/c. You kind of tend to compete against your personal best see how long you can go without landing, or how high you can go. (my bests are still kind of puny compared to other glider pilots) until I got over 100 hours of powered aircraft time my longest flight (takeoff to landing) was in a glider at 2.5 hours, and the highest I have flown is still in a glider 13,000ft (I haven't gotten that high with Cessnas)
Sorry if you know all this already.
Woodreau / KMVL
Bonus animus sit, ab experientia. Quod salvatum fuerit de malis usu venit judicium.