Rupie;
The Fedora probably looks great on you, so it was a wise purchase.
Handicapping is a process. You'll most likely migrate your selection process over the years, and you'll probably change Capping method as well.
Personally, I don't usually place Show bets unless there is a large Show pool i.e., a Bridgejumper. I frequently bet to Win. I will wager a Place and Exacta on occasion, and I do sometimes Box if I can't quite decide on exact order, but like two or three horses at the wire. I hit two Exactas at Beulah last week and it was because I boxed them. I'm not advocating that, just happened to hit both out of order, but the box won for me on both.
Many here will advise to start looking at Win bets. Pick horses you think will win. However, the choice is YOURS. YOU have to decide how YOU will Wager. It sounds like you are having fun. Enjoy the learning process and the wagering.