Looks great! Of course you don't plant all those at the same time. You have cool weather and warm weather crops both listed. And you seem to be using Mel's tomato plant method. I'm very interested to see how it works for you. Though your bush tomatoes will take more space than 1 SF.

I'm not a squash guy, but I know they vine like crazy. Most people either train them vertically or put them in a corner and let them sprawl out into the pathways.

Sounds like you've planned this out well. I look forward to seeing the process! Thanks and enjoy your garden.

Here is a link that might be useful: Sinfonian's garden adventure

Mel recommends 3 sq ft for bush tomatoes. I did vine tomatoes 1/sq ft last year, but you have to be quite disciplined to prune back to one vine (I wasn't) or else it becomes a tangled mess. A bit more space for those tomatoes would probably go a long way.
It looks like your house is the place to go for salsa this year, lol. You might add some garlic (plant soon for fall) and herbs for that. Very little space goes a very long way with herbs. What variety of squash are you planting that is 1 per 2 sq ft? Is it a mini-butternut type? Squash are SO beautiful growing up.
Sample herb prices at our store:

I would plant more lettuce if you plan to eat a lot of salad. I'm not sure how well your broccoli will grow in warm weather. I would use succession planting for carrots, lettuce, beans and cucumbers. THis way you won't have everything coming in all at once and an extended harvest.

Katrina
www.howmygardengrows.wordpress.com

great idea on the herbs ! I was thinking buttercup squash, but maybe that isnt enough space for them.

Have you considered some spinach for your salads as well? My spinach did really well this year. A few plants lasted us the entire season, as we just harvest leaves a bit at a time. We only eat it fresh (until I can figure out how else I might like it), so we don't need a lot at once.