Damn @Ricardo R. that's a hell of a write up!
@Kyle W. for a less doom and gloom version of the story... :)
I do PM as a 2nd job...or more like a 3rd or 4th job. I love it. I am doing exactly what you are talking about. I still invest in real estate and started a PM company to manage my own properties. Then someone asked if I would manage theirs, which i couldn't do yet since i hadn't gotten my Realtors license yet. Well in CT, there are certain things you need a license for and other things you do not. So I started out as the "Maintenance Guy" and let the owners do all the leasing, rent collecting and such. Got the required license and off I went, had my foot in the door and now manage over 50 units after only 6 months in the official Biz.
I have plans on leaving my W2 by scaling the PM company. Because what I've found in my area, nobody wants to manage the 2-6 unit buildings for single owner investors. The big boys want condo or 250+ apartment complexes and most Realtors that do PM only want SFHs, so I’m aiming for the niche.
One thing i like about managing more units in addition to my own is now your team of maintenance techs and contractors get a lot of business from me and give me better deals on my own properties as well. Another thing is talk about a great pool of contacts! Who would be calling you to manage properties, but other investors. Although I don't advertise buying and selling real estate, since i had to have by license I now have worked with investors to buy properties that I also manage. One more step closer to W2 freedom.
But once you start managing other properties for other owners you now have two customers. The tenants AND the owners and it's a whole bunch of fun being in the middle of all that.
I wouldn't trade it for the world.
Cheers