What Should I Do with My Life? These 8 Questions Will Tell You.

Lauren Holliday
12 min readOct 25, 2018

“Ask the right questions and the answers will reveal themselves.” — Oprah

What should I do with my life? That’s a really scary question.

When I started out in my career, I thought I needed a mentor to tell me exactly what to do, when to do it, and how to do it.

I prayed for this fairy godfather to drop down out of Silicon Valley and into my inbox with a complete roadmap for my life.

As it turns out, fairy godfathers don’t exist and no mentor — no matter how brilliant — can deliver a complete roadmap to anyone’s life.

In the words of Steve Jobs, you can’t connect the dots looking forward, you can only connect them looking backward, so you have to trust that the dots will somehow connect in your future.

Advising you to just trust that the dots will connect later isn’t exactly helpful, though. It certainly won’t help sort out your career path or relieve any anxiety.

I do know something that will help, though… Asking yourself questions.

“Questions can be like a lever you use to pry open the stuck lid on a paint can.” Fran Peavy