Cars won't make you happy. What a fuggin' loser. What other world is he from?
Of course cars themselves don't make you happy. It's what you DO with them that makes you happy. But yet, without the car itself, you have no chance to be happy. Lack of cars won't make you happy either. Can't be both, unless you're a f*cktard.
I totally get keeping your expectations in check and being in tune with your own skill levels. Nobody knew how to rebuild a 200-4R in 1972. Nobody ever THOUGHT about an LS swap into their G-body in 1991. In 1974 nobody EVER talked about T-top leaks eating out their A-pillars. Go grab your tools, get your hands greasy, do what you know, read and learn what you don't, don't be afraid to fail, and make sure that bank account is fat enough to cover your mistakes that YOU WILL MAKE. Don't lie to yourself. Don't act like there's not enough time to do it right. Because there's always time to do it again. Perfect? No. Take the small wins as wins. Don't discount them. There's only so many welds, so many bolts, and so many parts to get your project road-worthy. Show car, rat-rod, or modified the way you want it to be, however you decide, just make sure it's overall FUN. If you end up hating your car for giving you "experience marks" (aka scars), then you're doing it for the wrong reasons.
My dad always told me to buy the best I could afford. That doesn't mean it'll be #1 all the time, but do the best you can. Be proud of what YOU did, what YOU learned, and share the HOW along with the WATCH-OUT-FORs with guys that are just starting their projects. Be brave. Follow-through. And never be ashamed to put your signature on it when you're done...sorta. You're never done, really.