Many things get changed on these vehicles over the years. Someone may have replaced the upper shift arm with one from a 57-59 truck. The later TF trucks use a deep dish wheel and the shifter is angled to match more closely with the wheel. See if you can find a shift lever from an earlier truck and it could solve your problem.
Fred


1956 3100 Pickup/Red/350/3sp OD/PS/Disc Brakes
1957 Bel Air Sport Coupe/Red/355/TH350/PS/Disc Brakes
2017 Silverado LT Single Cab SB/Black/5.3/6 Speed Trans
1947 Willys CJ2A w/F-Head engine