Thanks everyone! This is very helpful! I'll take a look at the recommendations but the AA credit card sounds like it might save us a lot of money and the AA challenge seems like it might get us to a status faster since it's such a short hurts of traveling.
To clarify a few things:
1. We will each be making about 6-7 trips personally. Thus, if there are any programs that let you combine that would be better. We can make all major purchases on a single credit card.
2. This year, outside of these trips, we will probably each fly 2-3 different places (e.g, Colorado, Florida, England).