I did the step mentioned above, and noticed a very small round protruding from the hole. Was this supposed to be removing material on the edge to make a blend, rather than a protrusion? Either way, it is a mistake to include such a small feature when calculating bearing stiffness.
When you say "the hole in the coupon is 6.35102 mm on the pin side and 6.3373 mm at the other side" you mean that the hole has a taper. I edited your Sketch 2 that makes the hole to have those two radial dimensions. Now there is clearance on one side and interference on the other side.
I also suggest you make the two sides of the pin the Fixed Support, and apply a Force to the -Y face of the coupon.
Under Analysis Settings, here is the two step settings for step 1. Note that Auto Time Stepping is On and Initial Substeps is 100.
The Force is zero in step 1 then 100 N in step 2.
The first time I tried to solve this, the solver had difficulty. I edited the contact in the Geometry Modification to offset the contact surface by -0.006 mm, which is most of the 0.00635 of the interference, and ramp the -0.006 to zero in substeps.
That was not sufficient. I added a displacement BC to the Y face of the coupon and set displacement to Free, Free, 0 to make sure that the coupon would not slide off the pin, since this is a frictionless contact. Adding friction is another way to prevent this problem.
When it nearly passed step 2, I added the APDL command neqit,50 so that it would not give up after 26 tries.