I was in the same spot as you about 5-6years ago. I have written quite a few posts on this already. Here is my advice:
If you know nothing about sleds: get a 154" track minimum, spend a little extra and get something fairly reliable, If its a little older make sure it has an altitude compensator.
get a good rack for your skis, check my profile pics, A good setup for gear is important because sledding is hard. Depending what sled you get I can make a custom alluminum rack for you for a couple of hundred if you want, The ones we build work really well are very durable and are almost un-noticable while sledding. There are other companys that make them as well, cheetah racks
Don't sled in ski boots, whatcha wanna do is get yourself a water tight rafting bag that can be strapped onto your tunnel, get some cheap oversized winter boots or snowboard boots, replace the liners in them with your ski boot liners and put your shells in the water tight bag, put your shells on when you get to where you want to ski. personally I put my whole ski boot in the bag and just use some winter boots. The tunnel will keep them warm enough to put them on.
Depending on where you're making laps you may want to tow instead of mantandem, get an iner tube from a mountain bike and a fairly large carribeaner. double up the ends of the tube and put it around your waist and attach with the carribeaner, kinda like a belt under your ass. take your rope and tie a loop about 2M from the end. thread the tail through the carribeaner and then through the loop, hold on to whats left of the tail. Its easy to hold the tail and let the rope pull your belt, if shit hits the fan you can just let go of the tail and it should unwind out of the loop and carribeaner.
carry grain shovels, great for everything, With the racks that I build I can comfortably put all that shit on my sled and not notice it. (not trying to sound like a sales pitch haha)
Get avy trained, get beacons and practice with them. make sure you are familiar with the terrain and pack emergency shit.
have fun, you may also never enjoy a pow day at a resort again.