If you're really serious about doing this, you need to apply to both Horizon and Skywest (and anyone else you're remotely interested in working for). The problem? Your lack of recent flying experience. Yes, it's a great time to be a pilot. Everyone is hiring. However, our training department (and probably Skywest's as well) has had a lot of issues with high-time pilots that have not flown in 10 or 12 years. You could be the exception, so please don't take it personally. Just understand that the long gap in your flight history is kind of a red flag to recruiters. Get hired by someone, get through training, and then evaluate your base options.

You also need to figure out how to manage your business and flying. Can you afford to take a 6-12 month break from your non-flying job?