Does the 60K need to be spent right away, or can it wait a year? If not, I suggest you work for a year first. Unfortunately the best ideas seem to come when you are not trying to think of them - such as when you're at work or at college. I think we are most creative when we are yearning for something else.
I like the idea (as someone who knows few other techies/entrepreneurs in his small town). But, the 'Update your profile' and 'Post tweets for you' requirements are huge red alerts. If you are going to require such an invasive twitter feature, you need to first explain exactly what tweets and under what conditions it would auto-post. Facebook login at least has the advantage of making permissions optional and you get a little box so you can explain. I'd say drop these requirement for new users. You can always request them later right?
I like it how they don't even mention that css properties should one per line (as though it is assumed). I really don't like having to deal with single line css.
Regardless of whether you use OSX or not, when you buy a Mac you're still paying a great deal for OSX. It suprises me that Linus is prepared to fund OSX. I mean the guy is a genius and I'm sure he has good reasons, but my tiny brain does not comprehend it.
neither photoshop nor fireworks are ideal for creating websites. Some features in fireworks are great but it's missing some important stuff that give photoshop the edge. it will be interesting to see how Adobe Muse turns out in practice.
I understand that you are trying to do a MVP, but 'does not currently work in Internet Explorer' is stretching the meaning of 'viable' a bit too far.
This tool is supposed to make developers life easier when building a file upload tool? Getting it to work in IE is the most annoying part, but this plugin is not offering any help.
Single window mode is definitely the step in the right direction towards what I think GIMP should be doing: ripping off Photoshop wholesale. Perhaps GIMP has some features that are arguably better than Photoshop, but the problem is that a huge number of people are very used to Photoshop's interface. Just about everyone has messed about with Photoshop at some point either professionally or just for fun (be it legally or illegally) and Photoshop's interface (for better or worse) has become second nature. I would actually argue that the lack of a familiar Photoshop alternative is holding back mainstream adoption of Linux. Open Office or Libre Office are good enough replacements for most people (and they have obviously gone for the wholesale rip off tactic) but GIMP just does not suffice - the main thing being the interface, not lack of features.
There are really simple things that could be done like making the toolbar the same as photoshop's. I mean it's great that you can resize however you like, but having it unresizable makes it easy to remember the button layout and instinctively grab for a tool. The fact that completely different symbols are used for the same actions does not help. eg: knife is crop in GIMP and slice in photoshop.
Once Linux/GIMP has achieved good market share over mac/photoshop then it's time to start thinking about improving the photo/vector publishing paradigm and boy is there much remove for improvement. Adobe has pretty much had the monopoly on 2D graphic design tools for the last couple of decades. With almost no competitors - what incentive is there to truly innovate? I mean compare the sophistication of something like 3D studio max or Maya compared to illustrator. (3D being an area where stiff competition still remains) Why is Photoshop and Illustrator even two completely separate pieces of software? because they can sell two things separately for a combined total price greater than one?
I think this 'problem' is already being solved pretty well by Tumblr and Pinterest. Tumblr is mainly used (by teenagers) to post images of things they think represent them (an activity that is very popular with teenages - the same reason they like to put up band posters in their bedrooms). I think Tumblr was meant to be a blogging platform, but this has become its main use. Pinterest can be seen as an extension of this but with more features (ability to group things rather than just having a single stream). I think a great deal of the success of Tumblr and Pinterest can be attributed to their extreme ease of use: to build up an online persona all you need to do is browse peoples' profiles and click 'reblog' or 'pin' - no need to even pull out your smartphone camera. My advice would be to make your app integrate well with these two services (offering an easy interface to upload photos from your phone) and try to slowly ween users from these services.