I said it before but for me when I bought my current car, I thought poof money gone. I do not think of depreciation because I know when I sell it'll be practically worth nothing, I'm putting so many miles, wearing out the tires, wearing out the engine etc. I bought it to drive it every day, every day I have fun and I would be miserable locked in my house every night watching TV. I've been watching TV for over 20 years when I was an employee. Now I can afford putting premium gas so I'm catching up in the happiness department. I'm having a blast.
As far as declaring gains I would, you see my screen name means several things including the black clouds that are always following me, always. I'm being tested all the time, weekly, monthly. The only way to not get burnt to a crisp is to stay in the shadows out of the sun. Just like a burglar doing many scores, eventually they get caught, it's just a matter of when. You see a 250K car probably doesn't go unnoticed in the CRA files either, they have full time investigators, they are catching up on those who cheated covid checks, even those who work for the RCMP who cheated are getting caught!
A client of mine probably did a slip up one time, he had a stack of his papers the thickness of 20 inch, he had to send these to the CRA, he told me since then every year he had to send everything in and they were scrutinizing every single page.