Torey,
I signed up for the Roofstock Academy program when it first started up about 18 months ago. Like you, I spent about a year doing my research; reading and consuming everything I could relating to real estate before I came across Roofstock. Roofstock Academy doesn't teach you some secret unknown formula for real estate investing. What it does do, however, is neatly line up all you need to know about real estate investing (when I first joined it was primarily focused on single family homes), instead of having to dig around on the internet for countless hours trying to piece together the same information (they also provide some very helpful templates to use too).
Since then, I have purchased 6 units, and am currently closing on my seventh (only one was through Roofstock). The key thing that I got out of Roofstock Academy wasn't actually the material, but the coaching and the community. I joined the monthly book club and met some great like-minded real estate members, and have had some very impactful coaching discussions which have helped me "collapse timeframes" (to steal a Real Estate Guys phrase) to learn what I needed to learn, and guide me as I was in the due diligence period for a couple of properties.
I wish you the best of luck in your real estate journey!