Go for the old truck. A $20,000 new truck will be worth less than $5,000 in 5 years. Put $5,000 in the old one and it will be worth more than $5,000 in 5 years. Plus you'll be driving an attention getting old truck not a common everyday piece of plastic.

"It's just a phase. He'll grow out of it." Mama, 1964

1956 Chevy 1/2-ton 3100
1953 Chevy 6100 "The Yard dog"
1954 GMC Suburban Now with a new proud owner.