If a Type A  compensation pick #17-32, first round does not sign do you then get a supplemental pick the next year. 

Also, what about in the supplemental round #33+ up to the second round?

I have number 20, 26 and 37 this year and will most likely be picking higher next year (20th pick) based on my crappy start so just wondering how aggressive to get.  Thanks for your help.

Comp picks don't get comped a 2nd time.

Which one is your own non comp pick in the first round  (#37 doesn't count - no comp for supplemental picks)  If the 20th is your own, I might go aggressive, If it's the 26th, I would go very conservative, because only your true first round pick is comp-able.  As a side bar, though, you might want to gamble and go aggressive, because you still might snag a better prospect with that 20th pick, even if there is no comp.

The 20th is my own pick.  26 and 37 are compensation for losing a type A.