I think you are too heavy on your engineering staff, and too lite on your Sales & Marketing expense. Without customers you are dead in the water.
How do you attract & retain the Power Users in each city? If they are key to your sales and customer development, how are you accounting for their expense in your development plan (i.e.- whether you are throwing them a party, giving them some sort of referral fee or override for everyone who they influence to sign up in their city, etc.), there will be some sort of expense associated with that.
Also, I don't think you are doing enough to account for your fund raising activities - that's the CEO's job (which, BTW, CEO stands for "Cash Extraction Officer"; don't forget it). $2,000 is probably not going to be sufficient. If you think you'll need a 6 month time frame to raise funds, you should be planning for and allowing expenses for 12 - 18 months. The markets have been very tight for the last 3 years, and while there are some signs that they might be loosing up and their have been some high-profile deals recently (LinkedIn), the environment is not going to change very quickly. Without a more robust IPO market, people either can't put in new funds, or are very skittish about doing so.
Looking at your line items, I'd characterize your company as "technology development oriented" vs. "business oriented"; nothing wrong with that, but you need to show how you are going to ramp you Sales & Marketing activities in order to drive revenue. I like to see companies "fund themselves" as soon as possible. Funding from cash flow is the best and cheapest money you will ever get - and it has the added benefit of preserving your equity/control positions.
Things I would cut & re-purpose include:
* Furnished Office Space - do you need a full time, dedicated space? Can you sub-lease space from someone at a lower rate, and only be there part-time? Can you "look a little harder" for a better deal. Commercial space is taking a beating, and they are very, very willing to make deals right now; it's a GREAT time to negotiate on space)
Employee Salaries - pay yourselves just what you need to get by for now; investors understand that everyone needs to eat, but they don't want their money going into "overhead"; they want it going into growth (i.e. - sales, marketing, scaling operations & support, etc.)
Standard Equipment Allowance - everyone needs a computer (laptop?) and a cell phone - and most probably already have their own - what are you going to use this for?
Developer Equipment Allowance - what's this line item include? Why so much?
Errand Running Services - this is an extraneous expense and is not directly tied to generating revenue - get rid of this & put it into your Sales & Marketing. This won't help you get any customers any faster, and it's not clear how it would help you retain customers
Accountant - could be market rate, but it might be a little high; it's not the first thing I would address but I would ask probing questions about this...do you really need an "accountant", or could a part-time bookkeeper suffice, for $2,000/year, and then pay an accountant $500 to file your taxes?
Things I would increase:
Outsourced Development Team - compartmentalize your development and contract out pieces of the development, and you retain Integration Testing on your end. Depending on the specific skill sets you need, software development labor is fairly inexpensive, off shore, and the domestic labor market is still pretty soft. If you need skills that are more esoteric and hard to find, then those rates will still be fairly competitive.
Sales & Marketing (and probably customer service) - why are you only hiring one sales person? Why not 1 Marketing person & 5 or 6 sales people? Your sales force can be a commission-only sales force; put a good incentive plan in place and give them an environment where they can perform. Good sales people don't want a salary; they want uncapped earning potential. It sounds like your app would benefit from a larger, more active social media presence.
Graphic Designers - "people" buy your products, and the better / cooler / more engaging the User Experience, the more likely your customers will buy & stay with you. $5,000 could be sufficient, but I could easily see spending 2x (maybe 3x) that; depends on your market.
Travel Expenses - I think this is way too little; I'd accrue at least $10,000 for this. Assume 1 - 2 people traveling. Airplane, hotel, food and rental car / cab fare will run you $600 - $800 per person for an overnight trip. How many trips to investors will you need to make? How many visits will you need to host in Boston? Are you only looking locally for funding (mistake; you should consider the interior of the US as well). You don't have to spend, but it will be good for you to have it ready in case you need to.
Insurance - speak to an agent, but coverages you'll want to consider include, Key Man, E & O and Cyber Liability.
Unknowns:
Software licenses - do you guys need any software to run your company (i.e. - CRM, developer tools, etc.)? I don't see any license fees (other than $1,200 in SaaS fees - and $100/month for 8 employees a few more contractors seems kind of low to me)
Team Building Allowance - this is a good item to include, and I would definitely "go to the mattresses" to argue for it with a potential investor before cutting it; on the other hand, if it came down to spending $4,000 for employee morale or for acquiring 100 more customers & paying for the team building event our of cash flow, you better have a darn good reason why...I could see an investor say, "Get more customers, and I'll gladly spend more than that from cash flow for a Team Building Allowance."
Bottom line: from this budget, it looks like you are looking at your business as a technology company, from the inside-out. You need to look at it as an answer to someone's problem, from the outside-in - what do you need to make that happen?
Instead of going for $500k - $600K, I'd instead go for $1.5M - $3M and show how you'll get to more revenue faster. Spending money is only one part of the equation; generating revenue is the other (and BIGGER) part of the answer - build for that.
HTH, Chris