Without my analytical abilities, my negotiating skills and my ability to manage projects and schedules, there is no way the business could succeed.

Last but not least, deceiving sellers into signing contracts when you have no ability nor intention to close is FRAUD BY INDUCEMENT.

You're demonstrating your investment experience, desire to grow portfolio, and strong willingness and ability to close.

I am currently a billing coordinator at an advertising firm, with low personal expenses, and good credit.

It all just depends on what you have time/ability to do.

This is at the heart of what William said above about entering into a contract in bad faith - i.e. with no intention, nor ability to execute the contract yourself.Best case, you loose your deposit and tarnish your reputation.Worst case, the Vendor takes you to court to compel performance under the contract. 

Working on SEO and getting better rankings.

Also, my wife is a Realtor and is supremely confident in our ability to sell the house when it is done, windows or not (but at a lower price).I appreciate your concern and words of caution though. 

I am interested in "House Hacking" to reduce if not eliminate my mortgage payments.I would like to have the ability to move out of this property in a few years and rent it for passive income.

From my knowledge, I do not believe York County has that same ability to pull comps from the map.