Well it will need to be life changing events like having kids, new job, divorce, taking care family members etc but the rule of thumb is to live there for at least one year then being able to rent it out and converting it into an investment property.

If they find out, they can get really intrusive and they do not care about your circumstance.

- To actually make money investing in S8 rentals, you'll need to develop a thick skin, so you can make business decisions that often conflict with one's humanity tendencies.DM us if you'd like to discuss more.

Can we just take care of this at the time of the sale? 

Instead of lawn care, you have snow removal. 

However if it’s a really big hazard and they fail to take care of it quickly, I might just take care of it myself rather than taking any legal action, personally.

Be careful about using your current home equity as a down payment on another property.

One thing I did note is my insurance is $3K a year lower due to the monitored fire suppression system in these larger properties versus my smaller properties that sleep 12 or less built close to the same time.As someone who has lived in Illinois twice, the politicians there don't care if people burn as long as they can tax and spend. 

He acted like a used-care salesman - trying to be my best friend at the meeting.

If the covenant specifically prohibits renting out rooms or STRs, you may be restricted from doing so.You should carefully review the covenants tied to your property to understand the specific restrictions.