I served the tenant with a first N5 on July 25th and second N5 on Aug 15th. It’s now Oct 19th and I have been told that I had to apply for a hearing within 30 days after the termination date, and that this period has expired. Do I have to start over?

At this point, what you should do is serve a new N5 as a first N5 with a 20 day termination date. If the problems are not corrected within 7 days, you would not serve a 2nd N5, you would just simply proceed with the next step which is to file the L2 application with the Board. The only time you serve a 2nd N5 with a fourteen day notice period is when the first N5 was corrected within the seven days and then the problems started again.

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