I will preface this with the fact that I am not a pro, but I have learned a lot about how to wrap and the different kinds of carriers. When I had my first I caught interest in it and bought a boba wrap shortly after she was born. The problem was that we live in South Texas where our weather is almost always hot. And so the boba was used only a handful of times before I stopped using it altogether.
While pregnant with my second, I hadn't really thought about wearing her until I came across the facebook profile picture of a friend of a friend. She was carrying her son in a beautiful wrap. I stalked the rest of her profile pictures and saw her using about three different ones. I sent her a creepy message asking what kind of wraps she had and this is where my obsession with babywearing began. She told me one was a didymos and the other was girasol. These are names I had never heard before, so I googled and boy was I in shock. They were a little pricey and in euros and pounds - I had no idea what to do. Then she told me another piece of very valuable information...she had been using the Babywearing swap on facebook. And so I raced to check it out. I not only found the main group, but also the budget swap (which was more in my price range). Now, at this point I started learning about different brands and wraps vs. ring slings (RS) vs. soft structured carriers (SSC). And I began finding my favorites.
Before Sophia was born I had two Wrapsody stretch hybrids (Rowan & Stella), I just recently received my first KoKaDi RS, and I'm about to purchase my first Olives & Applesauce SSC. Sophia LOOOOOVES to be wrapped and every one of my carriers are littered with sleepy dust (this means she falls asleep almost instantly once she's carried). It's a great way to bond even more, especially since I was, again, unable to breastfeed. I will always be pro-babywearing, it helps with bonding and it helps you go hands-free when baby needs you but you have a million things to do. If you want to learn more I suggest looking for groups on facebook, they have been a great tool for me. And there is a b/s/t (buy/sell/trade) group for nearly EVERYTHING and every brand. I would suggest to buy used first to see if you even like the feel of the carrier. If you're in love then buy your next ones new if you want, but I think the used are just as good, especially since all of what I've seen are in EUC (excellent used condition).
Shout out to our local BW group - Heart to Heart: Corpus Christi Babywearers :)