Start with the actual end of authorized stay and a range of visa-availability scenarios, which cannot be forecast as one reliable date. Assess any extension or change of status on its own requirements, and include departure and consular processing where appropriate. The EB-5 petition alone neither extends current status nor guarantees eligibility for a bridging application.
Reading the queue against your own calendar
Chargeability usually follows country of birth, so a Canadian passport or address does not by itself put you in a particular queue. Check the Visa Bulletin against your birth country each month, and note the dates that matter to you: status expiry, extension filing windows, and the point at which an adjustment or consular interview becomes realistic. Revisit after each movement.
Two calendars run at once and only one of them is yours. Status expiry, extension windows and travel are yours to manage; visa availability is not, and it moves for reasons unconnected to your file. The record that keeps both visible is a printed monthly note pairing the current Visa Bulletin dates for your country of birth with your own next status deadline, filed in sequence so the trend is legible rather than remembered.
The condition deciding which queue applies deserves plain statement: chargeability generally follows country of birth, so Canadian residence or a Canadian passport does not by itself place you in a particular queue. Hypothetical example: an insurance actuary born outside Canada files that monthly note for a year, and the trend rather than any single month informs the decision.