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I'm getting ready to give it a try too. I'm planning to use Studiopress & there seems to be quite a few tutorials both on Studiopress and YouTube. If it gets too time consuming/complicated I will hire someone though.
Pam I'm going out on a limb here, but I have never seen an agent-done site that looked half as as nice and worked as well as a professional site. But if you like fiddling with things it's fun to learn...and then you may have a better idea of what questions to ask. Most agents and brokers randomly spend money without knowing what they want because they don't understand what sites can and should do.
I spent hundreds (thousands?) of hours on my site, creating content, trying themes, learning some HTML, CSS and php. I enjoy it though, and I'm glad I learned what I did. I'm also glad however, that I finally realized that I needed professional help on design / development.
I would say it depends on how comfortable you think you will be and if you like doing that kind of stuff - I do, I have been doing my own work on my agentpress theme, my daughter is my webmaster but also a busy network admin and I really wanted to be able to go onto my site and do almost everything, except I don't know the backend css/php stuff (yet). She set up the site as a blank screen and I did the rest. It is a learning curve, it took me a day to set up and figure out the listing module the first time (take copious notes), but I have looked at so many different websites and agentpress sites for ideas, I don't know if I will ever be 'done' with it, but I can go in and add things and make changes and move things around myself. My daughter helps me if I get stuck and will do some of the design things, and if I need more difficult design changes I can hire someone else.