Nice start. I'd like to see how it turns out
I don't know enough about Harleys to be right, wrong, or indifferent.
But I know improvising and like your work stand.
I know what b!t?h getting a tire off a rusty rim can be. This may, or may not, have worked in your case but was taught to me by another improviser in Maine. You need a 5 gallon bucket, two large c-clamps, and two 1x4 boards about a foot long. Place the wheel on the bucket and squeeze the tire between the two boards and c-clamps. Spraying the rim with PB Blaster MAY speed things up a bit. Anyway, clamp everything together as tight as you can, it may break right away or you may need to sit through a double feature but it will pop that bead.
If they were solid rims, I'd tell you to park your truck on the tire and go have a cup of coffee.