I carry a 12' A-frame ladder and an extension ladder that is 12' when stored. I figure the ladders can be mounted high in the truck to poke into the "mom's attic" section. Otherwise a 10' truck would be better. The next longest thing I carry is 10' pipes. I actually want the shortest vehicle possible so I can fit in short driveways or between driveways and not blocking mailboxes if I park on the street. The mail carriers get pissy if you block the boxes.
I was hoping to just spend the $10K U-Haul wants for their 14' trucks. Ryder prices their used 16' trucks at $22K. When I searched other used truck sites the prices were $30K and up. New trucks are $50K and up. I would be very nice to have a new truck. I could spend $50K but a really don't want to even if it amortizes out well.
New price $50K
Keep for five years and sell for $25K
Cost to own $25K / work days in five years (1305) = $19.15 per day.
After you mentioned the big Transit and Sprinter I did some more research. I didn't know these long wheelbase models existed. The dealer in my area has some long wheelbase and extended box Ram Promasters coming in. I'm trying to be patient and find a used truck for a reasonable price, but I'm afraid I might just give in and buy a new Promaster for $50K.