After wrangling with my uncut mast for about the first 80 or so sailing trips I decided that even with two people, the strain of raising and lowering it was too close to the limit for my back, and was really something I was beginning to dread in a way.
A previous owner hat put a hinged sleeve on the deck, which holds the mast foot while it's being tilted up or down, but then the mast can slide through the sleeve and through the deck on to the mast step.
My most exiting adventure was when I raised the mast too much one evening. To lower it, one first needs to raise the mast end to the deck level, then tilt. Well, I had raised it right through the sleeve with the mast end unsupported. About all I could do at that point was to yell "timber!".
After reading around and mulling things over, I've settled on a little three legged contraption that I snap onto the chainplates and the forestay fitting. It stands about 6 feet above the deck and has a single block at the top. I tie a rope around the mast, lead it through the block and from there to an 8:1 block and tackle (hardware store bought, not Harken

).
The final piece is a small pin that prevents the mast from sliding along the sleeve until it's vertical. With that system, I can raise and lower the mast singlehanded without strain, and with good control. If I'm not alone, one person will steady the mast sideways while the other pulls on the rope, but one person can manage both, if needed. Once the mast is vertical, I pull the pin and let out the rope to let the mast drop to its step.
With two people it's a touch easier getting the mast out of the sleeve when its lowered so it can be put on the supports for trailering it.
At first, I was a bit concerned that having extra bits of kit, and setting up a contraption would demand a lot of extra time in setting up. I've tried it now for a good half dozen times, and kept track of the time I take to get in the water. It's not noticeably longer -- but it's definitely easier.