I personally think he's full of himself. He will sell your trade in for a profit so the figure with trade in is bs. I deal with out the door pricing only, so offer him $27000 out the door and go from there.
Have you checked RVtrader to see what others are selling the new unit for and to possibly see what your current unit is selling for used? If you're willing to drive a couple hours you could stand to save more money. We drove three hours to purchase our new fifth wheel and saved almost $7000 compared to local offers.
Good luck and Merry Christmas
2008 GMC Sierra 3500 SLT DRW D/A 4x4 (Big All)
2006 Ford F350 PSD SRW King Ranch 4x4 (Henry) (Sold)
B&W Companion, 90 Aux Fuel Tank, Scan Gauge II, Curt f/m hitch, Swagman XC
2015 Forest River Sierra 360 PDEK
DW Diane, DS Michael, FB Draco and Sabian