Short version: Can you deduct work-related expenses that aren't covered by your employer? If so, what can you deduct?
Long version: I'm an undergraduate student, and for the past two years I've worked in various student positions, changing as funding sources dried up. For the past two semester's I've worked as a TA for a professor's class, however I began doing work for another professor in the same department. This other work involved some light website maintenance, a few graphical tweaks, some event staffing, digital marketing campaigns, random jobs like that. Recently my work has transitioned from being a TA to this other work, and as such I've been required to purchase various items. The department I work for is in the College of Business, and for staffing forums and conferences, meeting clients and corporate partners, etc, I've had to outfit my business-casual and business-formal wardrobe considerably; something I had to do anyway due to internship interviews and such. I've also had to purchase software packages such as Dreamweaver, Photoshop, and Indesign. Total expenditures in 2012 are roughly around $1,000.
Now, most of these would have been bought eventually so I've never thought of them as work-related expenses. However, the purchases were accelerated and necessitated due to work. I've also ran into an expense now that is distinctly due to work: The laptop that I bought just a few months ago, before transitioning to this work, was bought with the intention of having a small, cheap, lightweight computer with a long battery-life to take to classes. As such, it doesn't perform very well when I have all of the software for work open, and often crashes. So now I'm faced with needing to purchase a $1,000 laptop to handle the load required by work, not to mention selling my fairly new laptop and absorbing the loss. I also do most of my work at home rather than at school, since a large portion of it is computer-based, and I could really use a docking station set up with a monitor, keyboard, mouse, etc to make everything easier and more productive. I've hesitated to spend all of the money for the home office setup, however if it's deductible it may be worth it.
Also, in case it matters, large percentage of what I do in my capacity as a student assistant is online marketing campaign management and website usability optimization for various local clients and other departments in the college. In doing so, I've had to pay for certification exams in Google Adwords and Analytics. I plan on attempting to capitalize on these skills via some independent work. Would it be possible to justify these deductions in this capacity? If so, what would I need to do?
Thanks for all your help/advice!