I did hear, but not via official communication, that ~50 people for mission beach lost their permits for cheating on the lottery.  

What is the best months to secure a property on the low end?

I have a business plan, positive feasibility, relationship with a number of contractors and even the city officials.

Best way for collecting rent, security deposit, etc. with 1 property.

@Evan Polaski yes the cash that I’ve allocated is going into low volatility liquid securities that also generate some yield.  

One strategy for acquiring a coastal vacation property or future primary can be to secure and operate the property as a mid or short term rental to help sustain or offset the investment.

For those landlords who take security deposits in City of Chicago, is a separate business bank account sufficient for the security deposit or do I still need to set up the special landlord account that requires all W-9 paperwork from tenants etc?

By securing long-term tenants and maintaining the property’s condition, I’ve enjoyed consistent rental income and significant appreciation in property value.

Anyway, as of today she forfeited her 5k deposit because she refused to close on her new property and the leaseback period has officially expired. 

How would you handle this in the security deposit?