I know your opinions on Raimi's movies inside out from talking to you over the years, but I don't think I've ever heard your thoughts on the TASM ones.
Also are you pleased we're getting a reboot with Marvel?
Honestly, yeah I am. After TASM, I had hope that they might be able to move in a new direction and keep things fresh. The main thing limiting that film was their desire to try and be different for the sake of being different. But at the heart of it, I enjoyed Emma and Andrew. As a film, it felt quite rushed and pel-mel, but it wasn't awful.
TASM2 showed me that Sony had no grasp of what makes Spider-man relatable, and all their talk of a "Spider-world" and all that. It's not about trying to make Spidey the next Avengers, it should be about how he's the most relatable superhero out there. He's the only hero we see struggle to pay rent, get a job, go on dates etc.
None of the films ever hit my idea of a perfect Spidey. Ideally, something like SSM is pretty much exactly what I want. From what I've been hearing about this new Spider-man, it seems a step in the right direction. Though as long as we Spidey stay a "film-only" character, I don't think we'll ever see him done true justice in live-action. I think Spidey is a character that works best in a Tv-show format. Something like a Netflix series would work great for him, because it gives us time to build his world, give characterization to his high school friends (something SSM did great), and watch him deal with the every day challenges of life while trying to be a hero. In a film, due to limited time, we only get to see pieces of these aspects, and to me, that's a shame, because it's what makes the character truly great imo.
EDIT: As for my overall feeling of TASM as a whole...it's pretty much what I said above. I liked Emma and Andrew. They both had great chemistry together, and their love story was written very well. I liked that they started to bring more of the wise cracking humor to Spider-man...but overall, their films just weren't put together well. The first TASM is average. It's got some good moments, but it suffers from retelling a story that didn't need to be retold, and forcing in the "different" aspects simply to try and be different. TASM2 isn't very good. I don't think it's god-awful, or anywhere near the bottom of the barrell superhero film wise (it's not Steel, the 90s F4, or this past F4, or Supergirl etc). I'd say it's about SM3 level...maybe slightly better for me. A move that, structure wise, isn't very good, but it has a small saving grace in that some performances are good. In TASM2 Emma and Andrew are good. In SM3, Sandman and Harry were good.
But overall, it was a series that will be remembered only for it's leads and it's wasted potential. It was ruined because Sony was looking to build an empire off Spidey instead of tell a good story.