1. If reported at the POE and asked to sign 44(1) will we be allowed to enter Canada?
Yes.
2. If we decide to renounce PR at POE (if we are pressed to renounce) will we be allowed into Canada as a visitors or asked to leave on the next flight?
N/A. Do not agree to renounce at border (IMO).
3. If successful in entering Canada without being reported can I apply for a health card before the PR card expires? If so which is the easiest province (with less wait time) to get a health care card?
As far as I'm aware, all provinces. BC seems very difficult if card expired. IN some provinces there will be a waiting period of 3 months (eg Ontario used to have this, but currently waived due to pandemic. Don't know about other provinces.)
5. Does the PR who is in breach of RO have a tax obligation although I never worked or earned in Canada (I did my soft landing in 2018 and several circumstances prevented me from returning)
If not a tax resdient, no. Note that tax residency is different.
6. Can I apply for bank account with a PR card nearing expiry or expired?
Close to expiry, yes. Expired - don't know but believe so.
7. If I intend to leave Canada ( If I don't find a job) is it OK to travel with an expired card to home country? ( I believe it should be OK but wish to clarify)
Canada has no exit controls at border. What you'll need is travel documents that let you board the plane.
Note in general: card is not PR status. Expired card does not mean you are not a PR, nor 'illegal.' Being out of compliance with RO is not illegal.
8. Do I need to carry any H&C documents on my personal circumstances just incase I am referred to a secondary officer?
It is not a bad idea to have some but as I recall few posters here have said they have been asked to show them. Perhaps a couple pulled them out and pointed to them but border officers just sort of acknowledged there are some docs. That said, definitely will not hurt to have them handy.
Thing to keep in mind: CBSA officers are not a 'court' in sense of evidence etc. They are making, mostly, a snap judgment about whether there is a real case for H&C. They're mostly working on what the PR says, which is mostly going to boil down to credibility. Having a straightforward story that seems to be backed by evidence, presenting a brief and cogent explanation is going to come across as more credible.
But mostly they're not going to look at docs in detail - if at all. They don't have the time and if there's some more detailed consideration of the evidence needed - where credbility is truly in question - let the appeals process deal with it.
9. Which is a better POE for PR with breach of RO / Toronto, Vancouver, or any other city?
BC appears to be far more strict about
expired PR cards than Ontario for purposes of getting health care and driver's licenses. I don't think that applies to your case - you should be able to get both dealt with upon arrival even if the PR card is due to expire - but I'\m not certain.
10. What are the ways one can get casual jobs or academic jobs in Community health organizations ( Sorry if this one cant be posted here)
Thanks in advance and I plan to fly in a couple of months.
I have no idea but of course the issue of medical qualifications being recognized is an incredibly complex and important one. So the primary question here would be will it be possible to get your qualifications recognized for the employment you want (or something in that area at least) and whether having a short-dated PR card (soon to be epxired) will impact that at all.