Since we seem to be in about the same place with Latin, I thought I would throw out our plan.
After we finish SSL2 (in a few weeks), we are going to read through Minimus for the rest of the year. Next year, we plan to do GSWL and Minimus Secundus. The following year, I plan to enroll Sacha in Lively Latin's online class, which covers LL1 and LL2 (LL3 is still being written). Not sure if this is in your budget, or if you even want to begin outsourcing (I do!!). I've read good things about LL, and the author is even a teacher at our charter school, so the charter will pay for the class -- bonus! If outsourcing is a possibility, you might look at LL. After that, I plan to oursource to Lukeion (Wheelock) or the Harvey Center (Latin for the New Millennium).