I'm glad you are thinking ahead, because the question likely will come up.
It did for me!
I had re-entered the workforce after taking time off to raise children and spent 3 years in a part-time retail position, then spent 1 1/2 yrs in a second-shift banking position that, frankly, was a nightmare. Then, I found a job-share position that I spent another 1 1/2 years in (there should have been a revolving door on this one - I still outlasted most of my predecessors). I then took a temporary "gap" position that I knew going in would only last 9 months (it was fascinating work and I would still be doing it if it had been full time with benefits), then landed a position with a large corporation that I held for almost a decade.
Then, I was offered an opportunity by a former supervisor who had left the corporation previously. It was when I interviewed with his HR department that the question of my prior work history came up.
Be prepared for the questions. It's expensive to bring in and train a new hire, and the interviewer is trying to make the best decision possible, just as you are. Remain confident, calm and as open as possible about your work history.
In my case, I explained that the first position was a "re-entry" into the workforce; I thought the second would be a step up but turned out to be a bad fit and the third turned out to be a worse mistake. The fourth had been offered to me by someone who watched me handle a bad situation at the job-share position with grace and poise and was impressed. While it was only a 9-month gig, I was able to move into a leadership role while there and gained so much experience and knowledge from the experience overall.
While I was frank about the bad experiences, I focused on what I was able to contribute while there and on what I learned rather than bashing two poorly managed organizations. I took responsibility for accepting those positions while admitting I did not know up-front what I was walking into. I remained as neutral as possible about the companies involved and resisted the temptation to discredit them. I also focused on the fact that I received the last two opportunities because someone saw how I conducted myself under difficult circumstances and saw an opportunity to grab a valuable employee - hint, hint!
My openness on the subject, my candor and the positive takeaway I exhibited kept me "alive" in the interview process, and I did receive an offer.
I hope sharing my experience helps. Good luck!
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