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I think 2-3 months will get you a *very* basic script written to your specifications (that has the functionality of most tube scripts from 6-7 years ago), and then you will realize you are missing a lot of functionality you'd need to make it useful. Something that can be resold takes much, much longer to write because you have to appeal to an audience of more then one person. The more you think things through the more complicated it will be as there's a lot of functionality you don't even think about that has to be there, and if you cannot code yourself and you hire a developer to do it - you will run into problems supporting your software after the fact because the developer won't be happy for long having to provide support to 100 people instead of 1 whilst having been paid once.
You'd need a month or more of back and forth with a designer to get all your pages for the project designed + cut into css alone.
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