I appreciate the interest. Right now, the Years in Review 2007-2009 are being written simultaneously with a somewhat related article also planned (really - 28 pages in Word and 19,000 words so far- as to why write them all together than get one done at a time - that's just the way I'm doing it and I'm stubbornly sticking to it - but I last touched in on September 10). I'm farther along on some than others, but have to steal time now from work and getting various house and yard projects before winter rears it's ugly head here in the Cleveland area, where it comes sooner rather than later. Not to mention my 8 year old son who wants to do various things with his old man, moments I have to get in before the next couple of years or so when he comes to the usual conclusion that his parents are the dumbest, most uncool fucks in the world and will want nothing to do with them.
As far as the likelihood of the possibilities you raise:
Dr. Octopus - LONG overdue, but there's more Ock material to cover than there was Norman, considering the latter was dead for 20 years. Prelim work actually done in 2004 in conjunction with movie II, but fell apart because my daughter became heavily involved in outside projects which took her mother away from home most nights of the week, leaving me the primary caregiver of a toddler. And when that time passed other projects presented themselves
Gwen Stacy - not likely in the near future since Bertone has done a Gwen series, but I might find an angle
Another chapter on Norman Osborn post-Civil War - probably not until he's dethroned from his current role, but there's always room for more Norman - he's the most requested subject even though he's been extensively covered already in SKB
Spidey's B-list (and down) villains (Scorpion, Vulture, Mysterio, Chameleon etc) - not likely
J. Jonah Jameson - that'd be a tough one, but not impossible. Did actually jot down a few ideas for it once
Spidey's supporting cast (Aunt May, Flash Thompson, Betty Brant etc) - probably not
Spidey's relationship with other heroes (Johnny Storm, Matt Murdock etc) - probably not - but then I never imagined doing a review of Spidey's team affiliations over the years so that's not impossible
Spider-Girl - I had once planned on a chapter of Alternate Spideys devoted to her, along with one on Spidey 2099, but those are faaaaar on the backburner. Keep thinking she'll get cancelled and provide a "beginning" and "end" to her story and a retrospective, but fanatics like Spideydude keep her alive.