High School drop-out securing BB Interviews, not 'fitting' in

Some honest feedback on this one Monkeys, I know that an attention grabber in my cover letters and interviews has been raising the fact that beyond target school performance/activities and credentials, I took advice really drive home my drive and determination by highlighting that I catapulted from being a high school dropout to both an Ivy-League economics degree and masters. I've noticed that it's impressive and sticks with people (even though I accomplished quite a bit more). I always relate it back to drive and determination necessary in competitive environments. Is this an intangible or hurting me or making me stand out?

While it's not the first or primary thing brought up, It's definitely is what recruiters appear to remember. One (1) recruiter said they appreciated the I was "humble, a bit of an underdog...you don’t sell yourself unless necessary, come back hard from mistakes, and always come out on top" while (2) another just didn't ask any questions about my internships/training/finance work just zoned in on the high school dropout story. (3) the other just said "you have a very compelling story and it shows a lot of strength" and the last one said (4) this has been a very interesting conversation (seeming very bewildered). Am I differentiating myself or simply hurting my chances for final rounds by not "fitting in, not being vanilla, or coming across as different"?