Mowing with the pool takes a good 45 minutes longer than it did when were was only grass where I now have pool and pool equipment. Like most people in southeast Texas, we have a St. Augustine lawn. After 45 years of bagging grass clippings, I've subscribed to the latest advice, and I use a mulching mower with 5" cutting height. That works great everywhere except around the pool.
When alone, I keep a leaf blower and net on the deck. First use a string trimmer at the edge of the decking, then quickly blow the clippings out into the grass as best I can. Then grab the net and fish out what I miss. Here in Katy, we have a south wind most of the time, so I have to be quick at the south end of the pool. Then around the back wall, where some string trimmer clippings fly up into the air and settle back into the pool. Again with the blower to try and blow off the clippings on the wall into the grass. Of course, they mostly go into the pool, so I'm there with the net again. Next, string trimmer on the north end of the pool where there is one place where there is barely 15 inches between the pool edge and the grass, and around the northeast corner where I'm keeping grass off the patio and the pool deck. When all that is done, I return with the mower, which on the pass nearest the decking also throws grass onto the deck, and if I'm not fast enough with the blower, into the pool. Then one more look to collect floating grass that has slipped by, check the skimmer socks, and then finish mowing around the equipment pad, stepping stones, and other equipment--two A/C units, standby generator, sprinkler/mosquito hub, and water softener drain.
I've tried enlisting my wife's assistance when she's available, to stand by with the leaf blower the blow away the grass as I trim and mow. So far that hasn't worked very well, as she can't anticipate my moves with the trimmer and mower. So yes, mowing around the pool is a huge pain. If I didn't hate the appearance of concrete and paving in general, I'd extend the decking another five feet in all directions and put up a stone wall at the edge. However it is nice to float in the pool and see grass and other green stuff all around, so I'll keep up the pain of mowing, hopefully improving my skill at keeping grass out of the pool.