Depending on the location and the city, these could take a long time.

We play matchmaker, put our clients first in all arenas, and also manage.

We got out of condo conversions couldn't really sell any of them and transitioned to ground up development of single family homes and three story walkup triplexes on a build to rent model which is much easier for us to manage and our exit isn't a sale it's just a refinance. 

Start by being actively involved with your PROPERTY MANAGEMENT duties.  

I have solid property management in place with my portfolio so the time commitment is minimal but it still takes up space in my brain.

@Michael Baum how many Short-term rentals do you manage this way where you are on call all the time?

I served as the buyer's agent and property manager for my clients under Blue Chariot Realty & Management.

Next question.... will you self-manage it, or turn it over to a professional management company, or some type of hybrid? 

Chicago, with its vibrant neighborhoods and strong rental market, is a prime location for this strategy.

It will take time.3) Property management companies, chamber of commerce meetings, local commercial RE brokers, etc are all additional options to network and find people who do deals.