I've been gradually increasing rent.

Some strategies to get around are:1. leverage your current portfolio and buy in cash, increase value, and then refi2. buy Multi-family so your ratios aren't the main factor to lenders3. get in with a lender for high net worth individuals4.

For investors, this can mean boosting rental income or increasing the property value significantly.

If Oak Park allows STRs, leveraging that history could make the property stand out.That said, unless the home has been preserved as a landmark or has unique historical features, the value boost may be more about novelty than a significant price increase.

They'll tap out in 3 months, max.Rates can increase.

When you save up enough capital, slowly increase your portfolio.

With some changes to the management structure and leadership, I believe we can significantly increase the revenue potential while providing a positive impact.

Gave the other tenants a smaller 250 increase and fixed up attic space to rent as storage.

That will most probably be offset by an increase in new mortgage costs and increased rates. 

That way they keep their licenses and ratings.I don't see much of a difference really.Don't keep them out as they will get increasingly suspicious and they might pull your permit for non-compliance.