Regarding #2, while there are a lot of issues with the FAA's medical process, you can absolutely get cleared to fly after having previously taken ADHD medicatio

Regarding #2, while there are a lot of issues with the FAA's medical process, you can absolutely get cleared to fly after having previously taken ADHD medication. What you have to do is: 1. Not take those meds for at least 1-2 years. 2. Show documentation that getting off the meds hasn't impeded your performance. This generally means showing a stable work history if you've been off them for a long time or documents showing no change in performance between before you stopped taking them and x months after if you recently got off them. 3. Take an FAA ADHD re-evaluation. Then they'll clear you. It's an annoying process but it's absolutely doable.