Congrats on getting close to the finish line, exciting for both you and your wife :) I've used Cozy which was recently bought by Apartments.com (their landlord software is free if you're just starting out and can also handle listing vacancies, collecting rents, etc.)One mistake I learnt the hard way: in NYS you *cannot* require your tenant to pay you electronically.

Every market is different, but in my market, tenants expect to pay those fees and the report is delivered electronically to us.

The property is in a college town and I think I can market it in a way that the online capabilities will work. 85% of the people who call my other facilities seem to already know what they want without seeing the units, so even being able to rent them over the phone with electronic signing or even getting it scheduled and having the local guy meetup with the client should work for the majority.

Airbnb start up costs: 2,500 (furniture, electronics, kitchen items, and decor). 

One way to reduce the lag time is to go electronic.

In the past five years, electronic payment (Interac e-Transfers or PADs) has become the most prevalent method of payment for rent among our tenants.Method of payment (42 tenants):Cash       Cheque        Electronic4              5                   33

The box checked on the electronic bid if the bidder is not using FHA financing states "paying cash, or applying for conventional or other financing not involving HUD/FHA". 

Does anyone know of any E-sign routing and signing web based software that charges on a per document or transaction basis?  Most of the packages I see require you to sign up to a monthly rate and I just dont use it th...

They can electronically fill out and sign the applications.

Right now I am mostly on excel spreadsheets along with other electronic tools, I am looking to streamline my process as well looking for a great tenant facing interface (website) that will allow them to seamlessly pay their rent online.