As I've said before on this forum,I have towed a C-60 with a half ton,including a fairly steep summit,but I really don't recommend it. I only did because I had no other option at the time. My pick up had no problem pulling it,though lane changes were a little tense.It even stopped reasonably well,if only because I was looking WAAAAAaaaayyyy ahead of the truck,preparing for every move far before its time was at hand. I began slowing for turns and stops a mile before I reached them. If I'd been cut off or someone had pulled out in fromt of me,it could've been ugly. If your boss will work something out with you,go with that.
Speed


1954 GMC 350
1957 GMC 1/2 ton
1962 Chevy C-30
1952 Chevy 6400 dump bed project truck
'98 Harley FLSTC
'66 Pontiac Catalina
'76 Chevy 1 ton Duallie
'84 Bronco II
'78 Dodge W-200
'81 Toyota 4X4 truck