While this isn't a major pain point for me, I think it's a great mini UX case study by one of the folks at Cooper Design. Definitely spot on about the redundancy of checking the voicemail and then click on recent calls just to get rid of the dot.
We did something that would probably go well with your site for Evernote. Probably could stand a once over from a talented visual designer, but overall we're happy with the UX choices.
Im a "business guy" out of Stanford GSB and if I was going to look for a hacker, I would expect to see a list of things that s/he had done. The more impressive that list the more likely I would be to work with that person.
Seems to me you should simply take the flip side. For me, savvy isn't the right word. There is something very self-interested about it. Instead, I would look for a business person who has actually helped build something. Preferably something very interesting.
Also, while im not big on references, it might be nice to talk to another hacker, whose work you respect, who had a positive experience working with that business person.
Lastly, I would definitely not judge a business person by which business books he has read. Business people should help you build something of value, not regurgitate the most recent tagline of a management fad.