@Kiran Alisam You will need landlord dwelling coverage on the properties if they are 1-4 Units otherwise you will need a policy for apartments 5+ Units or a Lessors Risk Policy if they are commercial. 

Get that 5th dwelling an occupancy permit and rent it for at least $550-650/month conservatively.Purchase method:  Unsecured business LOC + bank financing.  

@Daigo Kurosaki One of the biggest hurdles I see to your strategy is the zoning regulations that limit the number of unrelated parties in a single family dwelling.  

If a flip, for example, you would require a vacant dwelling, fire and liability, replacement cost policy with builder’s risk.

Will I have a problem if/when I move out registering each dwelling as a rental with up to 3 people in it provided it meets code? 

(d) If a landlord is awarded possession of a dwelling unit by a court under IC 32-30-2, the landlord may seek an order from the court allowing removal of a tenant's personal property.

We have a larger property and are considering adding a detached accessory dwelling unit to the back of the property for rental income.

She then emailed me some documents to fill out, to further explain what we discussed on the phone, but I fear I'll it wont be enough, and once again I'll be denied.My goal here in my beginner stages is to invest in small multifamily dwelling rentals and eventually ramp up to larger condominium investments (20-50 units).I'd really prefer to get some type of traditional bank financing for my first deal, I have the steady pay, credit score and and DTI to receive it but that work history issue seems to be a killer for me.Now that I've been denied, Its really put a fire in my belly.  

In some states like NC, self-help 'evictions' (person dispossessed or otherwise constructively or actually removed from his dwelling) are not permitted per NCGS 42-25.6

They can often be competitive for the Dwelling Fire policies used to insure 1-4 family rentals.