I was in the exact same spot as you 5 years ago with my first boat! It can be stressful, but the best advice is to JUST RELAX! Know that you are going to make a mistake, and know that every single person has been there! I personally never power load my boat. I find that unless you really know your boat well, it can have more negatives than positives.
Are you decent at backing up a trailer? Trailer setup is a large part in the equation of how well the load will go. But first the launch, it's pretty easy,
Number 1 thing is do your prep in the staging area, or just off to the side BEFORE you actually get to the launch area! Everyone will appreciate. I tow about 45min to an hour to my lake every time, when I get there I pull alongside the road, roll down my windows and leave my vehicle running. Keep in mind your vehicle just just worked hard towing, so I let it run while I ready the boat. Get out and do a walk around removing tie downs. I first unhook the front winch strap, wander around back and undue the rear tie downs. Meanwhile the wife is throwing all the days gear from out of the truck into the boat. I climb up and move the gear out of the way of the gates, put the key in the ignition and attach the safety tether, and make sure the controls are in neutral!! Been a couple times where it had just moved out and into reverse and I got worried when it wouldn't start! Flip on your master power switch and see if battery levels look good. I then attach my ropes to the cleats and lay them over the seat. I have I think a 10-15 ft for the front and a 25-30ft attached to the rear. I run the rear one on the outside of the bimini frame and drape it over by the side gate. Make sure they are either snugged a little so they don't fall over the rail while backing up. Now that everything is ready, I proceed to the launch. Oh and depending on your launch and trailer you may have to trim up your motor. I don't it stays all the way down. Get the co captain to stand on the dock and be ready to grab the rope lines as the boat enters the water. My wife knows not to grab the line until the trailer is straight along the dock so she knows I won't be pulling forward again. She grabs the lines, I start backing and when it seems deep enough, just touch the brakes and it should float off. No one can tell you exactly how far in you have to go because every dock is different. The angle of the ramp plays a huge role. My rear tires never really touch the water. BUT I have a tritoon, and I know my two toon I had to be a little deeper since it has less buoyancy.
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Keep in mind, this is my way, I'm not saying it right, but it works for us. Many people on her put more hours on in a year than I have on my past 3 boats, but that means I'm basically STILL a newbie! It really is a good idea to go out super early one day, or whenever the dock is not busy and practice coming in to the dock. So ill assume you can get the boat to the dock. Once again, have dock lines ready in the same manner as launching, my wife has her shoes on and is standing on the front of the boat. She can help by telling me if I need to go closer or farther from the dock as we approach. I get her up to the dock and she jumps off, withe the front line in her hand, once she is on the dock, I slap it into reverse and pull the ass end in towards the dock, she grabs the rear line that is draped by the side gate and I cut the engine. She holds the boat while I run for the truck. Don't waste time at this point. Get the truck and get back to the dock, especially if it's busy. She will keep the boat back at the far end of the dock to give me room to back the trailer in and get it straight. If you have carpeted bunks,back the trailer in a ways to try to get the bunks all wet, it helps slide it on. I always make sure the trailer is straight and probably about 1-1.5 ft away from the dock and parallel. I usually leave about 1/3-3/8 of the bunks out of the water, once again, this will depend on your ramp. Once I am setup, I hope out, grab the front rope and pull the boat onto the trailer. You want to get a little momentum going so you don't have to winch it all the way! It usually stops about 1-1.5ft from the stops so I climb on and winch it the rest of the way. Then I hope in the truck and start slowly pulling out while the wife stands at the rear looking to make sure the pontoon is centered in the bunks, if not I back it back into the water a bit and she will push it over a little and I will pull up again. When good I pull up and out of the way an put all the tie downs on and get ready to tow again.
Hope this helps a little! Sorry it's so long! Haha
