A VNA is a better choice as it not only measures SWR, it can also measure cable losses, tell you if the antenna needs lengthening or shortening to tune it to a frequency and display the SWR across the entire band.
What radio are you using, and do you have the repeater in a repeater memory slot? You transmit to the repeater on 467 and receive from the repeater on 462.
There is software available that will model the coverage you would get from your repeater installation. The software can show areas with no reception and those with, depending on the repeater's antenna type and height above ground level (AGL). The software I used for coordinating Part 90 frequencies was rented for over $100 per month but was considered one of the most accurate. I suggest you contact a local ham club to see if they have access to a package that can model your proposed installation.
The dish can be reworked as a slot antenna giving you a directional vertically polarized antenna. There is a book on Amazon you can get that provides the details on building the slot antenna.
You need to check with Industry Canada (their FCC) for the regulations regarding use of your radios while in Canada. Amateurs are allowed to operate within the Canadian frequency allocations but many other users cannot.
@Sshannon Actually, you need to cite the entirety of Title 47 as the question was regarding type not placement or installation. There are no rules regarding when a Yagi antenna may be used while there are rules for the installation covering all antennas regardless of type.
The regs state you must not knowingly cause interference but must accept all interference. That implies someone using a repeater isn't necessarily responsible for interfering with a simplex user. The other is true as well: the simplex user isn't necessarily responsible for interfering with a repeater. This assumes the other wasn't aware of the current state of the channels.
Repeaters use two frequencies. The higher one is your transmit and the repeaters receive frequency while the repeater broadcasts on the lower which is your receive. Depending on the simplex frequency it could cause interference.
Look into an attic installation for your antenna. Depending on the available space you can get a decent base antenna inside. No need for more than basic protection of the antenna and feedline.
You aren't going to cover a large area with an antenna that's that high off the ground. The Tram is a decent choice, but the antenna needs to be tuned to the frequencies your repeater will be using for best results.