Everyone's experience is going to be different but we were fortunate when we bought a used gas dryer a few years back.
We all obviously understand we are not going to get the most efficient dryer out there buying used, but as long as it is not too old it will be a solid investment. I think all of us would love to buy everything we need new; however it is not a reality. The way I look at, unless you have everything else you need in your shop, that 20k you are saving could go to use elsewhere.
As everyone else said get the longest chamber you can fit/afford and a 60" belt where you can fly with two autos. We actually have a 72" belt so if you have to run the belt slow for waterbase/discharge you can fit 4 shirts across, unless the print is huge.
My advice would be buy used as long as you are comfortable with the dryer AND who you are buying it from.
Mark