Hi @Arthur Deburgo PM me with your email address, and I will personally connect you with the owners of a boutique property management company in Capitol Hill that specializes in DC. 

But, also have a smaller, boutique property manager I've consulted with as well.  

@Lisa Waldman Our portfolio is with a smaller boutique company.

I have a friend who is renting a  boutique right down the street and I am looking to develop and rent to her and another renter (the district allows for multiple uses that are limited to a certain size each - The land  has the ability to have 3 possibly 4 commercial/retail rentals on it.

We’d either live in one of the units so that our mortgage is being paid for, or, stay in our current house while still investing-Build or remodel a boutique STR in Northern WI where we could charge a higher price point and manage ourselves part-time if needed.

Before I start the process of vetting PMs, I was curious as to what are some "less obvious" questions to ask Property Managers that would help me make a decision on who to hire.In addition, if I am a small SFH investor, wouldn´t I be better off with a boutique PM rather than a nationwide chain?

My intent in earning my license was to gain the ability to subscribe to TMLS for data and to preview listed homes (without relying on a broker) so that I could ensure the deals I'm building pass the giggle test with investors.The vast majority of shops I've contacted - both large and boutique firms - aren't interested in taking on a provisional broker who's current interests are what I've described above and not necessarily building a retail sales pipeline. 

Reach out to boutique commercial investment firms and dig through their website to see if they sponsor syndications and/or joint ventures.

I am part of boutique brokerage in Columbus, Ohio and would be happy to share more about my thoughts on the area and long term rental potential.

It's a smaller boutique title company.