I’ve owned a lot of great trucks, not many bad ones.
Hands down best was my family’s 1981 Ford E-150. My folks bought it new as a white cargo van with a 300 I6 and 4 speed manual then had it custom converted. We kept it in the family until 2018 when I finally let it go. It had its quirks along the way (alternator belt was the most common issue) but it was relatively problem free for the ~200K miles we owned it. The last 15 years we had it the maintenance/repair bills were under $1500 including a set of tires and a kingpin. The last carburetor rebuild was in 1991. It’s still on the road today somewhere in Rhode Island.
My 87 Bronco should probably be the worst but I loved it too much to claim worst, it defined my 20’s and 30’s. Over the 23 years I had it I dumped tons of money into it both for repairs and mods, but the experiences and memories were well worth the price of admission. I rock crawled all over AZ and UT over the years, took my wife on our first date in it, it was big part of my life. My wife used to jokingly suggest the Bronco came before her, I suggested she not test that theory and reminded her the Bronco was here first. I sold it to my best friend in AZ when I moved, he is currently having a 347 stroker motor built for it and told me I can borrow it when I go back to AZ.
My 2006 Dodge 2500 Cummins Diesel was great, I purchased it used in 2008 with 14K miles for $22K, did some audio and other upgrades (pacbrake, free spin hub conversion) and sold it with 122K miles for $18,500 in 2020. Repair bills were under $2K along the way. It towed like a freight train and never let me down. I sold it because I wasn’t towing heavy anymore.
Another great truck was my first new vehicle, a 2001 F-150 Sport 2wd regular cab 4.2L V6 manual trans. I mildly modded it into a street truck. It took a Superchips tune very well and was fast (for a V6) and great on gas. I was dumb and traded it for a 2003 of the same thing, that truck was a dog by comparison.
The worst vehicle I ever had was a 1985 Oldsmobile Tornado. My dad gave it to me senior year in high school. The only positive was the large front seat for hooking up with the ladies. It sucked gas at the rate of 11 mpg no matter how it was driven, had some major repair issues, and the brakes failed several times to the point where Oldsmobile purchased it back from us in 1995 after we spent $2500 for them to replace the entire brake system and they failed again.
The van
The Bronco
Dodge 2500