My Mom made Ham Roll-Ups with green onions. Those were easier to make because you can roll up entire onion in cream cheese coated slice of ham. Then cut up into 4 pieces. I make with olives because I Love Olives. Even though it takes a little longer to make.
Warning: Do Not make for a get together unless you want to invest up to an hour of your time making these for every get together you ever have in the future. But, oh well, they are worth it. :-)
Remove ham from pkg. Blot both sides of ham stack dry with paper towel. Leave ham stacked on your workplace. It is much easier to spread cream cheese on the dry stack of ham.
Cream Cheese must be at room temperature. Open Pkg & have ready.
Remove some olives from jar to drain juice off of them.
Spread cream cheese nice & thick on top piece of ham. You must use a soft hand as not to rip ham.
Now, slice through the top slice of ham, with cream cheese, into 4 pieces. (Use a sharp paring knife to make 3 even cuts, lengthwise, through top slice of ham.) Cutting through the top slice of ham (Only), takes a little practice. You will get better at it after a couple slices.
Place an olive on end of first section of ham with cream cheese. Now roll it up to the other end. Place a toothpick through entire Ham roll-up.
Roll up the next 3 sections from the top piece of ham & insert toothpick through each one.
Repeat spreading cream cheese, cutting piece of ham into 4 sections, rolling up olive & inserting toothpick. Until you run out of ham.