Background: It is hardly a background in programming or impressive from the viewpoint of someone who already has a real career in web development, but this where I am coming from.
I believe I do have the necessary skills to administer a server including security and backend administration of all aspects of the servers operation. I have never used linux at home or work personally, but utilizing it to administrate my own DS(s) was never a problem. I already have done my research on hosting and will be going with a company called SwiftWay.
Swiftway has 9 datacenter locations worldwide and a high quality network AS35017 with multiple uplink providers like Nlayer, Level(3), Steadfast, Hurricane Electric and private peering with Cogent and Fiberring. I will be using their CDN and eventually Colocation services. They also offer streaming services should I need them. I've talked extensively with customer support and feel very confident in my choice to use them. I will have an unmetered Gigabit connection through them. All in all, I think my hosting needs are well researched and more than sufficient for the project's needs. I do have the money to get my hosting and coast with it for a few months while I get everything setup server side.
I do plan on offering something like WordPress.com but not on that scale. I am starting a modeling company and the pages will be for the girls to self-market themselves with. Girls will be given a website with tons of features and content, but in the beginning I will be selling one single experience which will utilize the same theme, where they can change the colors to "customize" it as they like. This theme will most likely be tested by the community itself (free release?) or if I choose to keep it in house I will hire someone proficient in theme creation to look it over and analyze the various aspects required for it to be client ready.
From that point on my skills will be going into theme creation and site administration/maintenance. My wife will be handling the business side of things. We just closed down an eBay business we successfully ran for 10 years out of our home doing large scale reselling of item lots purchased on ebay. The business side is definitely something we are both well versed in but for the sake of time management I will focus purely on web development.
This is the plan so far. I imagine the amount of clients I will be looking at will be in the low hundreds for the first two to three years. With any luck it will grow well beyond that. So those are my plans and a little about my background. As for my personal drive, everything in my life depends on this. I have a wife and four children to support, the youngest being a newborn. Pushing myself hard and performing well is something I have done all of my life. I am ready and I am hungry. I just want to make sure I am walking the most logical path before I begin this new journey.