Earlier quoted context omitted.
Piracy might not bother him again... until his pirated downloads drop by 98% and paid downloads drop by 50%. And when he complains about this on Hacker News, patio11 tells him to spend more time blogging and working on SEO. ;)
My advice would have the desirable property of actually working.
So no... I disagree that it would work. I think rkalla below offers some great advice. To which I'd add that if I were this guy, I'd give a basic version of the app away for free to boost legit downloads through the App store, brand the hell out of it (URL on load page), charge other app websites to be featured as the site of the day, and use various methods ("visit our website for a code to unlock extra content") to get user emails and build a distribution channel that he can leverage in the future. This requires a bit of work, but much less (I think) than is required by the non-freemium approach, and has the advantage of avoiding a focus on Google as one's key distribution channel.