It allows you to easily scale your business without having to switch bookkeeping/accounting softwares.

Congrats on the new job.Some things to keep in mind is to have systems in place : maintenance,bookkeeping,management, filling vacancies etc.Know your SWOT  (Strengths, Weaknesses, Opportunities, and Threats)The city requires a property manager if the owner lives more than 20 miles from the property.

I ended up going with a software called Innago for the property management - which we use in conjunction with Stessa for the bookkeeping.

How do you conquer book keeping if you both have to your personal funds into the deal? 

I dont mind the extra bookkeeping.

They do partner with a company for bookkeeping, that I passed on after my interactions with them.  

No matter how good your systems are you will likely end up in that city a few times per year at least, especially in the early years.With that being said, once you have your core team established in long-distance investing, it becomes much easier and problems equal google searches for vendors, phone calls and book keeping in your life (project management) vs. swinging the hammer or fixing a toilet yourself because you're forced to put those systems in place.I live in a similarly expensive city and would honestly be stoked to find a duplex in Denver for $600K!

@Tricia O'Brien. i have a bookkeeping client that uses inago. 

Be responsible putting rehabs on credit cards :)Regarding paperwork/bookkeeping.... 

i use berkshire bank, it's a more local/regional bank in MA that i've been with for like 15 years for personal & both businesses. i like that i can walk in and everyone knows me, anytime i have an issue, which i just about never do. i actually didn't know stessa was a bank, i thought they were just a bookkeeping software!