I usually test all of the above you mentioned here. I would test link redundancy, sup redundancy, chassis redundancy and finally switch over redundancy.
This is assuming you have an access switch connected to both 4500 (VSS) using a Portchannel
Run a continuous ping from a device (PC/laptop) connected to the access switch to an IP address on the vss or a device that is connected upstream to vss and do the following tests:
Disconnect one of the physical links in the Portchannel and record the result.
Reconnect the link and do the same for the other link. Record the results
Pull out the primary VSS sup (switch-1). Inserted it back into the chassis and record the result
at this time switch-2 should be the primary
Repeat the same thing for the other sup in switch-2
at this time switch-1 should be the primary again
shutdown the primary switch (switch-1). Turn it back on. record the results.
wait until the the primary switch boots.
at this time switch-2 should be the primary
shutdown switch-2. Turn it back on. record the results.
at this time switch-1 should be the primary again
do the same thing with switch over command.
If VSS is configure correctly, during all these tests, you should not lose more than 2 pings at any time..
HTH