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Dec 20 1792 Regular mail service was established between what is now Canada and the United States.  
In 1792 a postal convention was concluded with the United States, whereby the United States post-office engaged to act as the intermediary for the conveyance of mails between Canada and Great Britain.  
First Mail delivery in Brandon 1907.  
A new era began for Brandon householders with the introduction of mail delivery service on Tuesday, November 26th, when six heavily loaded postmen started from the post office for their different postal sections. Three minutes later, at 8:03 a.m., Mr. Herbert Erickson delivered the first letter to Rosser Avenue jeweller Mr. J.F. Higginbotham. Mr. Leroy Marchand’s initial missive reached Mr. A.D. Rankin on Rosser Avenue at 8:05 a.m. Mr. J.A. Morrison’s call at the Ninth Street Bell Telephone company office and Harold Gregory’s delivery to Mrs. Kershaw on Princess Avenue came next at 8:10. Mail Carrier, Mr. Andrew Galloway had reached Brandon College by 8:15 a.m., but Mr. H. Knight did not keep track of time and could not finish his route leaving housewives along his walk to wait in vain for their letter delivery. Mr. Frank Saggers began carrying news good and bad several days later from the postal institution, which now came under the direction of the Post Master General for the first time. All future appointments of staff positions, previously handled locally, would be authorized from Ottawa. No longer were women employed within the Post Office building.  
 
Source: Brandon, a City, by Barker.  
http://faculty.marianopolis.edu/c.belanger/QuebecHistory/encyclopedia/PostOffice-CanadianHistory.htm