It's been a long time since I owned a 16, but it seems to me this was pretty straightforward (before I was 30, anyway) if you:
1 - Trap wires. You NEED one set of these. Undo them from their cross-tramp bungee and feed the rope tails into your jib cleats. Move the cleats to the far outboard end of the tracks, and 'sheet in' hard on the trap wires and cleat them. What this does is triangulate support for the mast and essentially prevent it from going (very far) to either side. Now all you need is up / down.
2 - I tied a length of thin (halyard-size) line to effectively extend the forestay, then threaded that thru a small block that I'd shackled (or tied, or clipped) to the bridle, and led the line back onto the tramp where it's easily picked up.
3 - with the step pinned and shrouds in place (and laid carefully on the tramp so they won't snag the aft corners as you raise the mast), you grab the mast just aft of the rear crossbar and pick it up. (I think I used to do this starting from standing on the back of the tramp, but maybe i was on the ground and then stepped up, not sure.)
Anyway, once you start picking it up, you'll notice you dont have to worry about side-to-side movement because the trap wires handle that, and you can now pick up that line from the bow and begin pulling on the forestay as you push the mast up. Since you only have 2 hands, what really happens is you push it 90% of the way and then use the line to help once its almost vertical and not so heavy. Now, standing at the mast and leaning with one hand, you can tighten the line and cleat it to the halyard cleat on the mast. Now it's holding itself up.
Now go the to bow and pull the forestay end into position and shackle to the bridle. Voila.
Then undo the extra line, take the trap lines out of the jib cleats and run them back under the tramp with their bungee. I'm pretty sure I used to just leave that little block on the bridle, but suit yourself. A purpose-rigged line with a clip for the forestay and a clip on the block (and a stopper on the end) would be ideal for easy and quick.
Hope this all made some sense. It seems fairly easy in retrospect, and from the comfort of the kitchen table almost 20 yrs later. Good luck, you can do it even without a gin pole.
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