Wow - this is a fun topic to read about! Here's my free advice that is worth every penny, Ryan.
I would echo the calls to redo the whole network. Mixing systems does not go incredibly well in my experience, and honestly for the kinds of things you are looking to do you really don't have any bad options. When evaluating different products, definitely keep in mind licensing/maintenance agreements. Some products require an annual maintenance for software/security updates.
If you are using your own money and no E-rate, you won't really be able to beat Ubiquiti's UniFi line for ease of use and price/performance. Use their UniFi Pro line. You can install and configure this yourself without too much trouble, but it might be helpful to find a local contractor to help with the initial config and design.
If you go the Category 2 E-Rate route, you can't put one specific manufacturer in your proposal unless you add the phrase "or equivalent". The bidding and paperwork process for E-Rate can be super intimidating if you haven't ever done it before, so I would suggest hiring a consultant the first time through. It will save you hundreds of hours and limit your exposure to liability by making sure you follow the process exactly. The first time you sign that agreement saying you are personally financially liable for any errors in the form is really scary, but it gets easier!