How I went from underemployed waitress to the top 1% of millennials in 6 months

Lauren Holliday
16 min readJul 13, 2015

“I’ve missed more than 9,000 shots in my career. I’ve lost almost 300 games. 26 times, I’ve been trusted to take the game winning shot and missed. I’ve failed over and over and over again in my life. And that is why I succeed.”

— Michael Jordan

“All the best things that happened to me happened after I was rejected. I knew the power of getting past no.” — Barbara Corcoran


I scour Reddit A LOT. One subreddit I thoroughly enjoy engaging in is “r/findapath.” In this subreddit, young people are redundantly asking three formations of the following questions:

  • How do I get a job (I enjoy) that gets me out of my parents’ house?
  • How do I gain experience when I have no time?
  • Which career should I choose?

These are really important questions, and it got me thinking about how I could help my underemployed peers.

Truth is, there are a lot of different ways to get a well-paying job you love. Most job hunting advice comes from people our parents’ age — “career experts” — who are far from “in your shoes.” Some of their tips work in one instance or another. Others just don’t.