When I was a kid my dad hauled me around with him for years doing his RE sales calls and meetings with his RE attorney.

I spoke to the City of Oshawa (licensing department first).

Do look up REIA meetings in your area and start attending them.

I'm open to all suggestions regarding different cities that meet my requirements and would love to chat with some realtors who have local experience working with investors.  

The painting should be completed within three months of the move-in date, and the Lessor will inspect the work to confirm it meets these standards.Can the landlord void the clause, and what happens if the clause gets void?

I may need to purchase something that numbers do not meet my normal criteria.  

As Bill Thomas says, “the greatest amenity in a senior community is community”, so investing in things that will promote togetherness and cooperation are high priorities for the population that I am addressing.The funding model also relies upon bringing together different groups and structuring deals to meet their diverse objectives.

You don't want to put yourself in a position where you are paying down two forms of debt for one property unless that property consistently cash flows to meet those numbers and has a low vacancy. 

HOA violations are only grounds for evictions if you your lease requires them to meet HOA regulations, you have properly notified them of the violation, and they have neglected to resolve the issue.

Make sure you spend a lot of time reading, learning, and meeting people before making the first investment.