Starting the design of the next project even though I am in the middle of others. I have a long history of this. I had to come up with a plan/system for older people (me) to be able to get in and out of a kayak from a dock, easily. There are several commercialy available systems out there ........ but I think I can put one together myself at a more reasonable price. These are some of the ones available to buy :
where are you going to place it on your dock? You've got boat lifts on two sides. Or are you going to try & place it off/next to/separate from the dock?
IDK, I am 68, years from passing an APFT, but have no trouble getting onto my sit on top Indian style off a beach. I suppose there are some advantages of the sit insides pictured, but can not think of one right now. It it means having only a sit in vs. not paddling, by all means go that route though.
I'm 61 Pequa and love my sit on top for the reason you just stated. I have 2 bad knees and its a breeze to get in and out of off the beach. The place we bought in Virginia has no beach. There is a small retaining wall, followed by some rip rap that transitions into creek mud. The dock is fixed, not floating. Average tide fluctuation is around 18 ". I hope to be able to entertain friends and family when we transition there, and plan on having kayaks available. I thought about a ladder or even building some steps.
I'll still need a ramp to get from the fixed dock to the floating launch dock. For me, the advantages in my case are being able to get the kayak to the dock effortlessly, load my gear, step in, pull myself forward and float away.