Well, second day of driving it and... the front passenger tire is flat as can be after work, 15 miles from home. Luckily I had a portable compressor at work to throw enough in it to get me home.
I proceeded to spend the next half hour searching for the mysterious object that was in my tire... And didn't find anything. Soapy water, nothing... So I got to a point where it was getting late, so I filled up the tire with more air, and...found the issue. the valve core was leaking, BAD. Threw a new core in and it's good to go.
Good times!
(first picture is this morning, happy to see it still at 35 psi)