Hi,
1. Assess my weaknesses. How will those impact me? Are they biggies or things I can explain with little harm? Any other ones?
The most salient issue to me was your career progression. My concern is that some readers might interpret your career as one of an unfortunate IB who reluctantly took up teaching and spent the next few years with one eye on the door looking for another opportunity.
The C grades are not great, but I think you can overcome the academic risk pretty easily.
2. Because of my irregular background, it's hard for me to point out specific accomplishments as a teacher, and it's also hard to demonstrate leadership / teamwork experience outside of the classroom. Any ideas here?
It sounds simplistic, but I'd start with achievements you made in the classroom. Reaching a student who was resistant to learning shows many of the same skills as winning over a reluctant internal or external client.
3. Thoughts on applying to same school as girlfriend, pros/cons / process of applying as couple
To avoid hate mail, I suppose I should say I like the idea of couples applying together. In reality, alas, I am not a fan of it.
A few of reasons
1) It often makes sense to have one couple gainfully employed while the other attends school. Of course, some prefer to attend school at the same time so this is not an issue for them.
2) Attending different schools allows the couple to have access to a wider network of alumni- you now have two pools instead of just one. Further, you might benefit from two career services centers instead of one. However, some people might prefer to "work" their network as a pair so maybe this is not an issue for them.
3) Couple applications are a rather awkward bargain for the school, especially if one of the candidates is significantly stronger than the other. This could lead the stronger partner having to attend the "lowest common denominator" school.
There are some clear advantages in terms of logistics when it comes to attending the same school at the same time. Further, it is probably easier on the relationship if both people are in school at the same time and can relate to the same events, but this is beyond my area of expertise.
I would chat with alumni/current students for some informal information on couple applications.
4. In my essays, how much detail should I go into reg. my exp working at an investment bank and marketing? Are they even relevant at all? I have written a number of essays, and all my ex. of leadership/teamwork/etc. are all coming from my comm service (board membership) and creating/teaching classes (teaching exp.)
They are somewhat relevant because they show you can relate to the "for profit" world as well.
Hjort