Your points are all true and he may make a great web designer. As for front-end engineer position there is a room for improvement.
Luckily it's not me hiring so all the best to Loren.
One thing I noticed was that your bolding (e.g., in real/airbnb/traveling/entrepreneur/challenges) was hard to see. (I prefer my bolds to be, well, bold, or to stand out in some way.) However, I am not at all a UI guy, so YMMV.
In any case, that's just a minor nitpick, the site looks beautiful! (And far, far better than the other directed resumes I've seen on HN.)
I enjoy the design but I find it very decorative. By which I mean there are a lot of visual elements (clouds, arrows) that serve no real function and distract from the message. It's fine for a resume page but doesn't say much about your ability to design the front-end user experience of a consumer web app, except that it's possible you might spend a lot of time on glitter.
THERE IS A HOLIDAY SOON.
I AM ALIVE AND HAPPY.
I HOPE YOU ARE ALSO.
ME.
Actually, that would be kind of funny. It would capture one's attention in a way that the typical cute and whimsical holiday card would not. Just as this cover letter gets one's attention in a way that a direct, factual, minimal, utterly banal and archetypal cover letter would not.