rpeyton65 - It really depends on what your criminal record is and what you mean by resettle. If, for example, you intend to apply for the Philippine's SRRV, then there is a standard application form to complete, irrelevant of the country that you are applying from. In addition to that application, one of the supporting documents you would be required to submit is a Police Certificate which must be no more than 6-month's old. I don't believe Canada would differ much from UK with regard to the stages for obtaining the police certificate and I can tell you that UK citizens have to first of all obtain the Police Certifice from the Records Office in Hampshire, then they have to have it legalised by the British Foreign Commonwealth Office in UK and finally, have it further legalised by the Philippine Embassy in London. As part of your SRRV application, these documents would then eventually be reviewed by the Philippine Retirement Authority (PRA) and the Bureau of Immigration (BI), both based in Manila.
USA law may be a bit different than UK law. but it depends on the circumstances. If you ever committed a felony, in that you were tried, convicted and imprisoned because of it, there might be a problem. In the USA if one committed a felony, they could never obtain a passport or travel visa. Even though the Philippines has a high corruption rate as far as government personnel, the laws are very strict, i.e., if you stole even one peso and was caught doing it by any law enforcement personnel, tried and convicted, you would spend 12 years, 6 months in prison and there is no time off for good behavior.