Cassandra Grube
The Last Mile
Indianapolis, IN USA
"You know you, more than anything. If you really are just like, ‘I love what I do,’ that’s where you’re supposed to be. You’re meant to be there and everything else will fall into place."
Career Roadmap
Cassandra's work combines: Education, Technology, and Teaching / Mentoring
See more careers and stories that connect to your interests.
Take Roadmap QuizSkills & Education
Advice for getting started
I turned down the position with The Last Mile twice before I actually accepted it. I didn't know how to code, so I didn't think I'd be able to help them. I really doubted my abilities. However, when I finally did accept the position, it was the best decision I could've made. Empowering women to rewrite their narratives has become my life's passion.
Here's the path I took:
High School
Life & Career Milestones
My path in life took a while to figure out
1.
Growing up as a military kid, I moved across the globe—from Seoul, Korea, to Germany, then the U.S.—learning adaptability early on.
2.
I began my career in the medical department at a correctional facility but soon realized I wanted a more direct way to help incarcerated people.
3.
A warden encouraged me to shift to education, where I started teaching basic business tech skills like Microsoft Word and Excel to inmates.
4.
I became a site manager at a men’s facility, helping people in their 50s and 60s earn their GEDs.
5.
I transitioned to working with incarcerated women, where I was invited to teach coding through the Last Mile program.
6.
Stepping into the classroom, I embraced the challenge of teaching JavaScript and fostering personal development for women striving for reentry.
7.
I found my purpose in empowering women to rewrite their narratives, celebrating every win—whether coding a website or overcoming self-doubt.
8.
My passion for rehabilitation deepened, leading me to advocate for the expansion of the Last Mile program to more correctional facilities nationwide.
Defining Moments
How I responded to discouragement
THE NOISE
Messages from Myself:
I can't help these women. I won't be good at this.
How I responded:
I turned down the position with The Last Mile twice before I actually accepted it. I didn't know how to code, so I didn't think I'd be able to help them. I really doubted my abilities. However, when I finally did accept the position, it was the best decision I could've made. Empowering women to rewrite their narratives has become my life's passion.