I would think that many of us would agree that the Joye 510 is the easiest to start with. Its parts are also compatible with many others. When I started, the hardest part was knowing what I needed and running out of stuff not having backups. Whatever you get, READ READ READ about cleaning/maintaining it. Also read up on juices (PV and VG pros and cons were something that made a WORLD of difference for me!). You HAVE to have a good juice to kick the smoking habit and switch to vaping. Fortunately, it seems to be easier for menthol smokers.
This would be my recommendation for a starter:
at *least* 2 batteries and a charger
If you get small batteries (if you want it to look similar to an analog): a personal charging case
4 atomizers (they are going to get clogged and you are probably going to pop at least one trying to clean it)
I would start out with regular poly-filled cartridges (you can look into alternative fills, carts, tanks and dripping later)
A decent sample pack of liquids (because taste is subjective, I can't really help you here, but I would recommend getting them from a juice vendor - my experience with hardware suppliers' juice is not positive)
This is exactly the kit I started out with:
Joye 510 Starter Kit (JOYE510START)
I didn't do a whole lot of reading first, but I was happy with it. Wish I'd bought some extra atties, though. Also, that site is pretty good, they have fast shipping and great customer service. Their juices aren't bad either to start out with.
The important thing is to read, educate yourself and take your time. If you need to pick up an analog in between because the whole new to vaping this is frustrating - do it and don't beat yourself up over it... Otherwise, you'll just end up giving up and going back to them entirely.
Unfortunately, there is no one size fits all solution for everyone. I love my ego-t, a lot of people hate them. I don't like direct dripping and some people swear by it. It's trial and error and it *can* get pricey. The more you read first the better off you will be.