Clearly you've never been to the Starbucks at Slauson and La Tierja in LA. There are guys there who set up everything but their nameplate and a picture of their family on their table.
Six hours a day, six days a week, for six years? Golf can take it's toll on the wrists, forearms, shoulders, lower back, and knees. I predict he'll give up due to overuse injuries long before he reaches 10,000 hours.
Admittedly, I didn't log in and actually try your site but from the looks of the landing page, why couldn't I just march down my timeline and essentially do the same thing? Where's the added value? Also, I can't see ever paying to use this. Sorry if I sound harsh...
Frankly, I'd be _extremely_ happy if they just changed the damned Finder so that I can right-click a folder and create a new folder within it instead of placing it alphabetically so that I have to go find it and drag the new folder into the folder I want it in.
My wife, who hires people, complains about this point all the time. Unless you've been a serial entrepreneur since age 10, keep your resume to one page. You're too young to have a resume longer than a page.