Try this. All directional references are your own view.
- Orient the tunnel of the SOFTT-W (flat pad everything is attached to) along the inside of the arm, on the flattest spot available. The triangle should be oriented up/forward, buckle down/rearward. It's much easier to work inside than outside over the top of the arm.
- Pull the strap downward, taking the excess of the loop through the buckle closing the circumference, making it as tight as possible.
- Turn the windlass clockwise until occlusion, then another 1/4 turn or so past the triangle.
- With the windlass in that position, snag the triangle with your first finger or thumb depending on digit length.
- While you have the triangle snagged, pull the windlass rearward toward you in a brisk tug. There's a quantity of space/play in the slot of the windlass you're taking up.
- Allow the windlass to rotate counterclockwise that 1/4 turn back to where it is inline with the triangle.
- Lift the bottom end of the windlass away from the tunnel driving the upper portion to the tunnel.
- Pull the triangle to the windlass end with your finger/thumb and/or push the windlass forward into the triangle (again, manipulating the play in that slot).
When practiced in such a manner, placement and orientation consistent with the above is conditioned so there's no extra brain-work. This method has helped a number of folks I've worked with.