The problem is mainly a concern for people with a net worth or reasonable income. 

People might be taking advantage of the rising prices.

So thanks for contributing because you have helped more people than you know!  

I want to hear some stories on how other people got started and how easy/difficult it was.

However while people in Windsor doesn't have the luxury of high paying jobs that GTA residents have, is it just a temporary fever of buying houses, or there is really something going on in this city ? 

I also wouldn't touch hilltop with a 10' pole. struggled. old homes, over budget renovations, lots of issues. realtors push people here since it's the only place cheap houses close to downtown can be good but homes are 1900-1920.

The more cash on hand the more options.

I would also be a hard no; I don't subsidize other people's investments.

I warn people over and over and over to know what they are buying and to go personally see what they are buying. 

The past 3 people who did that have either continued to be demanding or have had their contracts "canceled" and I have to work to get the money in the long run.