Yikes! Don't keep pushing the pin in and out. You will deform the holes in the plates and the pin will slip out under load, usually at a VERY inopportune moment!
The pin should be pushed in ONCE. What kind of chain is it? Did you use the appropriate replacement pin? What kind of tool are you using?
You need to stop what you are doing and double check some things before you go any further. You are at a point where you could potentially cause damage.