There are specific rules on when rent increases can be submitted for review, but there are no guarantees when they will respond.

It seems simple, but it's not a DIY thing because of technical rules that are different depending on circumstances.Or, you can pay a lawyer to file an ejectment lawsuit, the developer can pay a lawyer to defend the lawsuit and redeem, and the developer will also be responsible for reimbursing your legal fees, plus interest. 

You don't ever want to double book and have to cancel one of them.And the guest giving a phone number in the first message like in your original post is against the rules and the guest knows it. 

Might be good to apply to real estate.  

I also saw a blog post by the Financial Samurai that said if he could sell a rental for more than 100x the monthly rent, he should... but I wasn't sure if others liked that as a general rule? 

Given that I'm not positioned to buy just yet, and simply running the numbers, is there a rule of thumb for estimating insurance costs that would make sense in Cook County?

The issue I see most is the cashflow gets crushed by HOA fees and the added headaches of having them tweaking rules etc. 

The insurer is not subject to the financial solvency regulation and enforcement that apply to California licensed insurers.3.

Hi Max, a good rule of thumb is to start with your target market/ideal guest.

@Zen Lenon, I'm not dealing with HOA's at scale but I agree that MTR owners need to check their HOA rules to make sure the strategy works for them.