I hope to purchase my first investment property by the end of the year, initially in Northwest Indiana, likely Hobart.

.- Initially I over valued the cash flow.

You'll be asked to step out in the hall during the general sessions for individual strategy sessions but they are more like sales sessions. 

All I was doing was asking questions to fill in the blanks you left in your initial question. 

That was initially scary, but ever since then everything's been phenomenal.

We have an initiative called Eviction Free Milwaukee - sounds like a great idea, because evictions are a lose-lose for investors and renters nobody wants evictions.Most evictions are because of non-payment, but instead of helping with rent payments the majority of the funds goes to free attorneys (rookies usually) trying to stop eviction cases on formalities.

I know you are out of state but sometimes you can find virtual sessions that might help with insight. 

So long as each LLC does not own more than two residential dwelling properties, or more than four dwelling units total, the LLC may require two month’s rent as security deposit.Although elsewhere I have expressed the opinion that placing each rental unit into its own LLC is maybe not necessary for limiting liability, if an investor is subject to the new security deposit limitations, the idea of limiting the number of dwelling units in any LLC to four rental units, now has an added benefit of allowing the LLC to require higher security deposits.Below is the pertinent portion of the statute:(4) (A) Notwithstanding paragraph (1), a landlord may not demand or receive security, however denominated, in an amount or value in excess of an amount equal to two months’ rent, in addition to any rent for the first month paid on or before initial occupancy if the landlord meets both of the following requirements:(i) The landlord is a natural person or a limited liability company in which all members are natural persons.

This was not unique to a specific lender but some made the process easier then others for sure.Anyway, I am now approaching 75% LTV (based on initial purchase price) for the last investment property with PMI so I reached out to start the process and was denied with no explanation.

If you are financing the initial purchase, you will probably be subject to a seasoning period where you won't be able to refinance.