If she claims one is an ESA so she technically only has one pet, then you can tell her that the pet requires a $500 non-refundable deposit and an extra $100 a month for the pet.

MA law requires to save tenant deposit money at bank escrow account.

You shouldn't need the expense of a PM software until at least 10 units.Rent Collection - have tenants deposit directly to your bank or use Venmo, Zelle, etc.Leases - we created a great one in Word, added form fields and then locked it, so all we have to do is tab through 6 or 7 fields to add property address, tenant names, rent amount, SD amount, start & end dates and a few other fields.Contractors - don't recommend Craigslist as mostly flakes.

You mentioned good schools,so kids and only a 2bedroom don't match.

We collect security deposits to cover cleaning or damages that may arise out of the tenancy.

I avoid buying any deals with any major negatives to it such as busy streets, near railroad tracks, in airport flight paths, having a large number of stairs to climb from street to front door, commercial unit next to or behind it (unless the play is to convert the usage of course), or any major factor that will hinder your buyers pool With a smaller buyers pool comes less competition for your unit and therefore, typically will make it more difficult to sell (longer hold times) and for less than the model match on a non busy street or without major detrimental factors.This opinion of mine comes from 15 years of experience and making some of these mistakes.

Do you have the rent deposited into your personal checking account, one business checking account, or do you have individual business checking accounts for each property? 

I kept their deposits.

You will need leases and deposit checks at closing.

@Dil NaikThe partnership / LLC name should be the one registered with Airbnb.EIN's should match up with the entity / owner receiving the income.If the property is held inside of an LLC, then the EIN with the 1099-K should go to the LLC.Best of luck