Ask HN: What's your greatest non-tech hack?
For me, I think it was when I used social engineering to track down the programmers who designed a very expensive product for a vendor in my industry and then negotiated a price to build the same full featured product for 1/5th of what the vendor charges for a one-off job. They were freelancing on odesk/elance and I had used the demos that vendors offer of their products to categorize the features and estimate what technologies were involved. When I talked with the programmer he admitted about how much he was paid for work on their product.
The industry is e-discovery for law firms, btw.