Short answer:Has anyone recently tried to enter Canada by land from US with a Canadian PR? What are the typical questions asked? Is it enough if I only show my Canadian PR? Is it possible the officer don't ask question about meeting Residency obligations? I'm wondering if it is possible to enter to Canada with PR and doesn't get questioned if I meet the residency requirements, in case I don't.
There is no general guideline, no way to forecast your risks. It is possible a PR without a PR card and in breach will be waived into Canada without being reported, but there is a real risk to the contrary. The scope of that risk will vary greatly depending on the individual's personal situation and history.
Longer Explanation:
I've been a citizen now for years, so no recent personal experience returning to Canada as a PR.
But there is no doubt: whether a PR will be referred to Secondary and examined about compliance with the PR Residency Obligation depends on the individual, fact-specific situation. The vast majority of PRs returning to Canada are NOT asked about PR RO compliance, because they present a valid PR card and otherwise there is nothing about the PR's situation which even hints there is a PR RO compliance issue.
For a PR who does not have a valid PR card, obviously there is a substantial risk of a PR RO compliance examination. The longer the PR has been abroad, the greater the risk. The longer it has been since the PR last entered Canada the greater the risk. The longer the PR card has been expired the greater the risk. The less apparent ties in Canada the PR has the greater the risk.
In regards to the latter, how the returning PR responds to preliminary questions can dramatically affect the risk of a more probing examination, including whether the PR is asked to complete a written residency questionnaire. The PR's answers to questions about address in Canada, employment or employment history, and such, can either satisfy the officer or lead to more questions. This is about the content of the answers (specific information about employment history for example) AND about how the officer perceives the applicant's demeanor. Obviously, if the officer gets the impression the PR is being evasive or deceptive, things tend to go downhill rather quickly.
In any event, how the border crossing examination will go will depend mostly on you, your history, your facts and circumstances, how you answer the questions, what the answers are to the questions. No one can reliably predict how it will go unless it is a rather clear cut scenario.
Examples of clear cut scenarios:
-- PR with valid PR card driving a car the PR owns which is registered in a Canadian province, and who has periodically or regularly traveled to the states and back: NO PROBLEM, not likely to be asked about PR RO compliance
-- PR without a valid PR card who has been outside Canada for 3+ years: high risk of PR RO compliance questions
In between those scenarios, it will vary and vary greatly. Bottom-line, a PR without a valid PR card who is in breach of the PR RO is at substantial risk for being examined and reported, and losing PR status. The scope of that risk also varies greatly depending on the individual's personal situation and history.