Trying to decide where to fly next was evidently more difficult than my brain could handle, so I decided to take a dive into career add-ons. One thing I have started to figure out is, the add-on you pick is going to have a lot to do with what you want out of your career. Hopefully this post will help anyone in the same position I am in.
Built-In MSFS 2024 Career
I started off with the built-in career within MSFS 2024, and it was not bad. Clearly Asobo put some time and energy into this, and I think for a lot of people this might be just fine. Not being able to fly any plane I wanted, combined with the state many of the built-in planes were in, plus career bugs, and I decided to see what else was out there. But to Asobo's credit the built-in career actually got me back into FS.
NeoFly
Full disclosure: I did not care for NeoFly because I found the UI cumbersome and I just couldn't get into it. It is free, so anyone looking for a career add-on should spend some time with NeoFly, to see if it works for them. For many people it does, so don't take my skipping over it as an indication that it isn't good. It very well may be great for you.
Fly the Line: Short Haul Edition
I like FTL, and with a one-time cost of ~$35 it isn't too bad on the wallet. Basically, you can fly any plane for any airline, and it generates the schedule for you. It also rates how you do in various areas. I have 10+ flights under my belt in FTL and overall, it is not bad. It is a very light career, as there's no airline tycoon aspect to it. If I had to knock it, I would say that other than flying your schedule, which can get repetitive pretty fast, there's really nothing else going on. Sure, you get basic ratings after each flight, but it isn't too in-depth. They also have some "wellness" aspects to it (after each day you select the activities you want to do, and that impacts the ratings of aspects of your well-being), but it really didn't connect with me. I started out thinking this was all I needed but then sort of outgrew it within a few days. Go figure.
A Pilot's Life: Chapter 2
Moving right along, I decided to check out APL2. Now this was also ~$35 so again, not terrible. With APL2 you start as a Junior First Officer with $5k and then buy licenses to fly planes. For example, an A320 or B737 license would run you $2500. A Triple 7 will cost you $4k. Next you need to apply to work for an airline. Forget the top ones, because you have no experience or skills. I started with Air Corsica and began flying in Spain and western Europe. As you fly more your rating increases, and that means you can eventually work for better airlines. There's more to it, but it takes FTL and adds layers and incentive to be able to fly for the best airlines. I only have a few flights with it, but I like it. There is a serious community around this, and they host regular events, so the online community is strong. I personally didn't see myself using this aspect, but you never know. I also wasn't sure that APL2 was "enough" which leads me to my current career add-on.
OnAir
Unlike the two choices above, OnAir is subscription based. With the amount of money I already spend on this hobby I can easily afford the $3.50 per month (annual basis) on this, so I did not let the subscription sway me one way or another. OnAir easily has the best UI of the bunch. It also has a depth to it that the others on the list cannot even remotely match. I wasn't sure I wanted that depth/complexity, which is why I waited to try it. There is a 7-day free trial, so you might want to start here in your search. For me, I don't think I was ready to decide if OnAir was right for me until I went through the other options. So let's say you really just want to fly the planes you own, and have it create a schedule for you. OnAir has that covered. I would say that I like the way OnAir implements this aspect better than the others. This onboarding mode is the recommended way to start, and from there you can decide if you want more. If you do, you can gradually ease into it. You can run a small company and fly everything yourself, or you can build a bigger airline and even have AI pilots flying for you. Heck, you can even have humans join your airline and fly your routes. You can create custom routes, and operation centers, industries, etc. etc. etc. You can go down the rabbit hole as far as you want with this one. I am in the onboarding mode, so I don't have to worry about fuel costs or any of that stuff, and there are no check rides. But if you decide to build your own company, whether to haul cargo in your Caravan, or own a fleet of A320s, you are going to need to earn money to buy those, and do check rides to get certified. OnAir is very polished, very deep and flexible enough to allow you to decide what balance fits you best. And as I have seen from myself, what you think you want today might not be what you want tomorrow. OnAir has you covered today and in the future.
In conclusion, there isn't a bad program on this list. They all integrate well with Simbrief, and I will continue to use all of the above, although I have a feeling that OnAir is going to capture the lion's share of my time moving forward. It is just a very slick program with tons of features, and it is flexible enough to handle any career wants I may have down the road.