If you are applying for jobs, you focus on how you can meet the hiring organizations needs. It is the primary thing they are looking for.

You can only minimize their perception of your job history transitions, so focus on selling your strengths and how you can help them.

If asked, you should be positive without degrading an individual or organization. You never want to talk bad about someone as you never know who knows who.

---

Brian C. Gray
Head of Reference & Engineering Librarian
Kelvin Smith Library
Case Western Reserve University
http://blog.case.edu/bcg8
bcg8@case.edu

Let's analyze this:
1) You were a teacher. That ties directly into information literacy and instruction. Positive
2) You changed your first job after a year. That's typical of an entry level job. No problem there. The fact it was toxic? Doesn't need to be explained other than "This was my starter job and I immediately went out looking for more responsibility/better job."
3)You were sick. It happens. Not your fault. You are fine now. And, of course, you took that "downtime" to refine your idea of what you wanted to do -- this was a good thing.
4) You were at a technical/aeronautics college. Maybe you did something there positive -- web pages, teaching, whatever, and, of course, we know what 9/11 did to the airline industry. Not your fault. You don't say how long you were there. You were a supervisor in a library -- positive.
5)You were at a charter school. Laid for budget reasons. Again not your fault. But you immediately went and found another job in that field. positive. You don't sit around and moan about situations but are proactive. Positive.
6) You went to library school and did a great job. Positive. You have all those new web 2.0 skills people want now right? You haven't been doing the same thing in the same library for 15 years and not keeping up on your skills.

In the past I think this job hopping thing would be an issue but not now. Stress what you can do and stress that you're looking for a steady long term relationship with an institution. Really, I think you're being much to hard on yourself. The majority of these job losses don't appear to be your fault and I think that a hiring organization would see that.

Quite frankly, I not sure that your situation isn't a positive. You show flexibility, willingness to change, ability to deal with adversity. Those are positives to me as a employer. Presumably as a supervisor you would have empathy towards people with illness or problems having experienced them yourself.

I think you will have no problem finding a job. Good luck.

I was fired myself, once. I thus don't necessarily hold it against someone ... it could have been a simple mismatch, could have been your trying to hold to professional standards, could have been a toxic supervisor.