Hi Scott,
Can you confirm if both the source subnets behind the outside interface of the ASA since
ASA being a security device does not allow the accessibility on the far end interfaces and hence we can only access the device via telnet/ssh/asdm/ping on the facing interface.
I would like to review the below outputs:
show run asdm
show run route
exact error that you get while connecting from the non-working PC
Regards
Tripat Kaur