I'm still actively hunting for jobs in Canada. Without job it's very difficult to sustain oneself in this economy. I also had to spend considerable money on medical procedures so I don't have much savings really. My current job in USA dosen't pay all that much to be able to save considerable money and I'm also on a visa so it's hard to find better jobs too. My plan is to move to Canada with a job offer in hand. Will it help my case at the land border to have a job offer in hand vs no job?
Honestly I do not know. I would say that showing up substantially later to Canada because you have been looking for a job is a poor trade-off from an immigration perspective. Or put more simply: if you're justifying delaying return to Canada on basis that having a job will help you at the border - probably wrong. Being more out of compliance is a bigger factor, having a job a minor one. Probably - one can only guess.
Of course, only you can decide - from a monetary perspective may not be realistic. I'm not lecturing.
Now if it were truly a question of eg one month longer abroad to secure a job - sure, that might be a worthwhile trade-off.
BUT: it's one year later than a year ago. Doesn't seem you're getting much from delaying, at least from the immigration perspective.