Dear Jasmine,
I have been taking money for photos since 2008. I raise my prices usually once a year, and have seen a gradual change in my clients when it comes to ” social circle” ( I cringe typing that). But. I was raised on rice and beans, and still don't drive a fancy BMW.
I am very blessed to have such amazing people in my life who are salt of the earth, goofy, genuine people. This also happens to be my clientele. I'm at a crossroads in my business. I am confident enough as a photographer to go up the next level.
But, how to I find the people willing to spend that kind of money? And how do I not leave my old clients in the dust at the same time?
Sincerely,
The Climber

Dear Climber,
First things first: don't leave anyone in the dust. Ever. It's the quickest way to ruin established relationships and impede future growth, both as a person and entrepreneur. What you want to do is take clients with you. This will require something to substantiate the price change (rebranding your business, a new website, or investing in education, etc.) and explaining the difference and/or the improved service they'll get as a result. Some of them might not be able to remain a client, but some will, so do everything you can to foster your client relationships and make them feel like they matter. Because they do.

A strong portrait photographer will tell you that explaining what the client will receive in investing in your services is necessary, but especially for someone like you who prefers to change prices once a year.
I stay away from an annual price increase as it can cut into current clientele. I prefer a few, small price increases throughout the year, so a photographer can transition into new markets gradually. The important thing to remember is you don't always have to find the clients…they can find you, too. Smaller, gradual price changes help facilitate conversations with current clients, but also helps move you into a new market for clients who can invest more in your services.
Lastly, if you're looking for procuring more business in a new market, you must think like that client. Where does the client take her kids to play? I know a lot of photographers who enroll their own children in a Gymboree class or a baby yoga session in order to meet potential clients…getting out and meeting people is the best marketing! Another tip would be to ask where this client likes to shop for her kids. Contact a store owner and offer your services to her for free in exchange to leave marketing materials in the store. This might seem small, but I've seen it work amazingly well.
These are just two small ways to find new business, but also try to bring your current clients along for your growth…they'll be your staunchest supporters if you let them.
Cheers!
j*