In putting together my first 550K this year, one of the things I did was swap the points out for a Dyna-S unit.
I installed new 5-ohm coils, along with the Dyna-S and everything works great. The installation was easy, and the dynamic timing wasn't difficult either - Personally, I found that timing everything with a timing light was much easier than doing a static timing, but I'm pretty inexperienced too, so that may differ for you.
One thing that folks here wisely mentioned to me is the power draw of the Dyna-S. It's a powered unit, so it's going to pull more electricity than your points did. I think, if I remember correctly, when I did the amperage calculations, adding the Dyna-S was going to leave me with something like 0.2 amps of production while the bike was being ridden. Given that you're not generating any electricity unless you're riding at something like 3500 rpms, it bears thinking about.
For what little it might be worth, at the suggestion of someone here, I disconnected the always-on front marker lights, (they still blink...they're just off the rest of the time), and switched out the incandescent tail light for an LED. I don't know what would have happened if I hadn't done that, but my battery has stayed solid all summer long. I had read a lot of threads about folks not being able to start their bike once they got where they were going, simply because the
increased power draw of the Dyna-S had not kept pace with the electricity being produced by the bike under operation.