The best thing to do is if you have a store near you that has a tasting bar where you can sample different flavors, definitely take advantage of it. Go try out a bunch of different flavors to find which ones best suits you. The better the juice will taste to you, the more you will want to vape it and not smoke. I was a menthol smoker my entire life and when I first started vaping, I figured that I would only want menthol juices to most closely replicate what I got from smoking. Not long after I started buying juices did I realize that menthol juices are not very much like menthol cigarettes....they tend to be way too strong or way too sweet. Once I started opening myself up to different flavors outside of the menthol/mint profile, I found myself leaning heavily towards fruity juices. I had already bought a ton of menthol juices that I now no longer liked. I ended up pretty much giving away all that juice I had originally purchased.
And when you do find a juice that you think you will like, buy a small bottle and take it home and try it. The smallest bottle will usually be 10 or 15 ml. The tester juices in the store is typically 0 mg nicotine and when you buy the same juice with nicotine in it, it will taste different. Also, what you may think you like after a few puffs in the store, you might find you might not like it as much if you have to vape an entire tankful at home. If you have vaped half of the bottle and find that you still like the taste, then you can go searching online for that brand but in larger sizes, like 30 ml or even 120 ml. The "premium", "national" brands that you can find in the store will typically be available online at a slightly lower price. This will be the more expensive route to go. You can get cheaper from online stores that mix their own juice (i.e. ITC Vapes, Mt. Baker Vapor, Vape Wild, etc.). Juices from them can run half the price or even less compared to the "name" brands like Five Pawns, etc. and they will be available in a greater variety of nicotine strengths, and PG/VG ratios as they are custom mixed when you order it. The downside to freshly mixed juice is that many times the juice may need steeping, as much as a couple of weeks or even a month, much like letting wine age. If the juice needs steeping, it will smell and taste like perfume or chemicals. So if you go that route, plan on allowing for that steep time.
As for gear like mods and tanks, only you can decide what you are comfortable in using. It doesn't make sense for you to get a 150 watt box mod with a subohm tank or a dripper if you are not comfortable carrying it around or being seen using it. But it definitely a smart move to have an extra tank and/or an extra battery that you can use while the other one is charging. Having extra tanks allows you to have different juices loaded up and ready to vape so you can switch your flavors around. I have six tanks loaded with six different juices and I will vape all six during the course of a day. Switching up flavors will also help avoid getting vaper's tongue. Vaper's tongue is when your taste buds get overloaded from one flavor and you end up losing your sense of taste. This usually happens within the first month. When I got vaper's tongue, it didn't matter what juice I was vaping, they all tasted the same to me. It took about 2-3 weeks for my sense of taste to come back.