Not sure where you get the idea that the Benjamin is only meant for 2000psi. The specs clearly state it is meant to work up to 3600psi. I've used my Benjamin to fill PCPs up to 3000psi with no problem at all.
Perhaps somebody else with more experience with both Hill and Benji or others can corroborate my theory but when I read about having to put all your weight on the pump and being a 200lb guy to reach your fill pressures, that had me thinking that way. I have absolutely nothing remotely close to that much resistance at 2800psi with my Hill which is as far as I've taken my Disco.
Get a HILL and never look back !You'll get what you pay for, the pump is one thing I wouldn't cheap out on.I'm 150-155 pounds and have been pumping big guns for years, ...tedious ? Yes....hard ? not even.