That little nipple below the computer is your A/C evaporator condensation drain. When the air conditioner evaporator gets cold it sweats just like a cold can in your lawn chair and that water has to drip somewhere. If you were in Arizona you'd barely see anything but you're in the Midwest so you know how humidity works.
So unless it's shooting out of there like a garden hose somehow I wouldn't worry about the drip at all it's normal that's what that hole is for.
As for the cooling fan that's a separate issue, and yeah you want to address anything to do with cooling ASAP because an overheated engine means a dead truck and I don't know about you but when I was 21 a new engine wasn't in the cards financially for me. Heck I'm more than twice that and it's not something I'd be eager to buy.
One other bit of advice you can choose to pick up if you want it - keep your engine really clean. It's a good exercise, good habit to get into and when problems inevitably arise it makes troubleshooting and repair infinitely easier - plus it's an easy way to feel pride and earn respect when someone else sees that you're taking exceptionally good care of your equipment. If nothing else it just looks cool - sorry if that all sounds like **** an old man would say but that's what I am and it's advice some of the better old men gave me when I needed to hear it too.
Plenty of guides on the internet for how to clean an engine, here's what I have to offer: don't spray pressure directly into your radiator (the fins are delicate), directly into your alternator (the bearing lubricant can get washed out), your A/C compressor clutch (same reason) or directly into the cloth insulation liners because it will get degraded and begin sagging and falling apart. Just about everything else is fair game. Scrubbing bubbles (the stuff for bathrooms) aerosol is amazingly good at removing grease build-up without damaging rubber or paint. Liquid castile soap (like what you might use to shave with if you're a soap-and-blade man) is unbeatable for general soil and soot, and baby-butt mild so it won't damage any of the materials your vehicle's made of. That stuff plus some washcloths, plenty of water and a scouring pad or two will clean about anything under the hood and under your truck.
Good luck man I hope that cooling fan trouble code ends up easy for you to fix.