I'm with Concat. I read your post from the office this afternoon and hesitated about saying a lot of the same things he did, because I was worried it would scare you away.
Liquid really is the way to go. Your tastes are going to change so much once you start vaping (especially since your sense of taste, sense of smell will be gradually restored) in ways you can't really anticipate. For instance, I got started at a brick and mortar store. One battery, one clearomizer, a 5ml bottle of juice with a flavour that was supposed to mimic my brand (Camel Blue) to some extent. I loved it! I was like, ha, this is easy, I'm getting my nic fix, I have something to inhale with my morning coffee, this rules!
So I went back to the store and bought another 30ml of that liquid, plus a tiny sample of a Canadian RY4, which I didn't touch. Vaped that 30ml and was close to running out eventually, so I called the store and asked if they could set aside a bottle for me so I could pick it up after work. THEY WERE OUT OF IT! So I went across town on my lunch hour to another store, bought TWO $20 bottles of it, figuring I wouldn't let that happen again. Two days later I couldn't stand the stuff. It tasted awful to me, and burned the back of my throat. So I tried the RY4 I had picked up a sample of and thought hmm, now THIS I can get behind. And on it went, I tried a bunch of other flavours, including some I NEVER would have thought I'd want to inhale instead of cigarettes. But I do.
If you go the pre-filled route, your flavour choices are limited, and most of them really aren't very good. Whereas if you go the clearo route, first of all, you have way more choice in how you want things to go. Warmer vapour? Cooler? Several flavours on the go at once? No problem! And there are a lot of cheap $5 clearos that work just fine, many of which are designed to be easily maintained. If you don't feel like fiddling around, the fiddling could be limited to topping up a tank before you go to bed, and changing a coil head (screw out old one, screw in new one) once a week or so. It's not difficult, the companies that make these things want them to be usable by a broad cross-section of people.
It's really not all that different from cigarettes, you're just not used to it. Do you think tapping a cig every now and then to shake off the ash is a hassle? Buying a new lighter? Unwrapping the cellophane, pulling out the warning card and the foil, and sometimes having a hard time getting that first one out? Never mind getting rid of all those spent butts. These things are probably totally transparent to you by now, but looking back I can't believe I did all of them. Dripping some juice into a plastic tank is so much easier than getting dressed at ten o'clock at night to go to the corner store or gas station.
Edit: If it matters, all of this is coming from a twenty-year, pack-a-day smoker. Quit 48 days, or 48 packs, or roughly $550 ago. Not a single cigarette in that time.