Being that I have to back my boat uphill into my driveway, I've had your exact problem. What I think happened is when you came to a stop to shift into reverse, the trailer brakes were already ON. The lockout solenoid closes off the brake line, so any pressure in there is locked IN - keeping the brakes on. The best way around this (and because of this problem, what you'll find on many new setups) is a BYPASS solenoid. When a bypass solenoid is activated, it closes off the brake line from the actuator (just like the old style solenoid), AND bypasses any brakeline pressure back to the master cylinder of the actuator. So even if you stopped with the trailer brakes on, once the bypass solenoid activates, it bleeds off the pressure and the trailer brakes are OFF.
http://shop.easternmarine.com/index....categoryID=155
Ken