You have a short bed truck and an older trailer. That in my opinion would greatly benefit from adding the roller option to the Curt Q20. You'll have to manually move the hitch to the rear position whenever you will need to turn sharp such as when backing. Then move it back to tow position when towing. In tow position you have to avoid sharp turns. Normally this isn't a problem although some older trailers with flat front caps and shorter king pins can be difficult.
How much can you get the Curt Q20 with rollers installed for? If its in your budget I would highly recommend the Pullrite Superglide over the Curt Q20 or other manual sliders. It is an auto sliding hitch. You never worry about it. Just hitch and go. It automatically slides back when turning. Your trailer will never hit the back of your cab. Another benefit of the Superglide is easy removal from your bed when you need full access.