This is not going to end well.

Ethical quandaries aside (of which there are several) for a moment, I think this strategy speaks poorly of the startup. What type of signal does it send to prospective investors that you feel it's necessary to pull illegal stunts in order to gain attention for your round? A quality YC startup shouldn't need to go to such lengths to raise a round if the substance of your project/team is of sufficient quality as to warrant investment.

I wouldn't be bragging about "hacking" voicemail, as that's unethical and borderline illegal, despite your disclosure.

Last night, you submitted a "Show HN: We Hacked Jason Calcanis's Voicemail," which you wisely deleted. This isn't something to be proud of, especially since you strongly emphasize that you are YC alumni.

http://www.ycombinator.com/ethics/

This is terrifying.

It's incredible that you think this is okay.