They seem to always stay rented with no problems at all due to the price, location, and them being pretty nice units.

Our goal would be to make sure the house that we are not currently staying in would be used as an air bnb. 

Now this being said, should I prorate rent for them for a day (I feel like I don't really need to), or should I just recommend that they stay out of the house for a few hours, and I tell the painter to make sure all windows are open and the fan is on while he paints?

I was down there  earlier this year networking and looking at properties, and after hearing lots of bad things from Calgarians about Windsor, I must say it is a beautiful city with great cash flow potential, making it our #1 pick to invest in if we stayed investing in Canada. 

We are putting the deal together with my Father who is a local contractor and will be organizing the build and private investors for financing the build. 

.), length of stay, etc.  

Their pricing seems to be free, or $1,100/mo for large partnership type of organizations (I’m assuming PM type companies)https://www.stessa.com/pricing/Or am I missing something?

After changing the HOA back to me as the one who pays it, changing the vacancy rate to 8.3% to have 1 month covered after a tenant stays for 1 year to find a new a tenant, I will cash flow only ~$100. 

Would love to hear your best tips and tools for keeping your projects, contractors, finances, etc. organized. 

I work in a sometimes dangerous service job and I do my best to be careful and stay safe, however I would never sign away my workers comp and disability rights just in case something ever did happen, I guess I look at this the same way