I was working in Canada for over 2 years on employer work permit. My work assignment got over and so I was sent back but before getting back to India in the month of June 2013, I applied for PR under CEC which is under process.
Now My current WP (which is closed) is valid until Jan 2014 and now I am planning to go back to Canada on my own mid next month without my employers knowledge.
I know I am already eligible for a Bridging open work permit once I enter Canada.
Questions:
1) Will there be a problem when I land in Canada after approx 5 months?
Possibly. Sometimes CIC will ask if you are still working, show proof of employment, etc. - if you cannot, then it is possible you would be refused entry. In practice, others have reported no difficulty re-entering as long as the work permit is still valid. But there are no guarantees. It's hard to claim that you were on vacation for 5 months...
3) Should I be applying Open work permit for both (husdand and wife) together or apply mine first and then my wifes?
You can apply for a BOWP, you can apply for your wife's at the same time, or later.
4) Anything that I need to know before I take this step.
It is not clear at all how CIC would view this situation, but my guess is, this is not what the BOWP was intended for, so don't be too surprised if it is refused.