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
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Day In The Life
Skills &
Education
Advice for getting started
I would recommend to someone who's looking into coding or teaching to pay attention to their own self and feelings. You're going to learn the skill and with time and a lot of effort, you'll get better at it. Focus on self-reflection and self awareness. Make sure that what you're doing is what you want to do for you. The joy and happiness in what you do makes things so much better.
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.