Man, there is so much wisdom and good information in every thread on this forum!
Reading this thread has made me glad I'm still inexperienced enough for hairdressers to afford me!
Seriously, my biggest source of commissions has been word of mouth from a hairdresser in an uppity salon here in Louisville. I made an appointment to have my hair done (just a cut was all I could afford there!) and casually mentioned that I do portraits (at that time I was just doing pencil.) He had four children so that was a good-sized job. I was lucky enough to happen upon someone who believed in local businesses helping and supporting each other. I brought by postcards to put out on the counter by the hostesses desk. I got several commissions from that because the postcards worked with the word of mouth.
Coffee houses in nice neighborhoods were also good fishing spots for sketch commissions.
Once I began doing color and charging more, things changed. The hair salons and coffee houses have not been so good. I've gotten some jobs for pastels but things have really slowed down a lot. Of course, this is because of two things. My skills with color are not as refined as my skills in drawing, and there is a financial cut-off point. I suppose very wealthy people, even if they did frequent coffee houses, would not necessarily trust the competence of someone who has to advertise via coffee houses! I did however try a transition from hairdressers to antique shops. I traded a pastel pet portrait for an antique book case. The dealer hung the pastel in her store and I got a commission from that. And then reality hit. I have so much to learn before I can make the leap to the next marketing level!
But I learned that the method of marketing should fit the target. And I learned that there is a transition period for us developing artists where we might be better laying low for a while until we can get good enough to justify more sophisticated marketing strategies.
How I long for the old days when a phone call for a $75 sketch would make my day!