Teaching High School Classes In Maximum Security: “Gives Me Hope for the Future”

For “Miss B,” a San Jose single mother of two young adults, teaching English literature and other subjects to about 70 men in a maximum-security California jail remains the single most moving and humbling experience in her more than 21 years in education. 

“It’s so rewarding to witness students reading their own prose or smiling when they master an algebra equation, how proud they are of themselves,” says the 44-year-old former middle school language arts teacher. She adds that teaching at the jail in some ways is more rewarding than teaching in public schools.   

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“Sure, there are some resistant students, but most are curious and excited to show up in class,” says Miss B. 

During the last two years, she has taught general high school courses and led a drug and alcohol program at the Santa Clara County Jail in San Jose where she says she’s learned a most important life lesson — “You are not your crime and your past does not define you.” 

“Many of the students have been convicted of violent crimes, but they still have a soul,” says Miss B. “They are still funny, smart people who have potential. I get the honor of being able to enter their home daily and form an open, respectful relationship with them. Meaning, the students are in classes to learn from me and show me respect, just as I show them respect. I also learn from them about their life experiences and have come to view things with a more empathetic lens.  I’m here to educate my students  as best I can during the time they are with me.”

In addition to teaching the core curriculum, Miss B. brings her life experience and own recovery to the jail, sharing her own story and helping inmates turn their narrative around. Miss B. knows that paying it forward also helps in her recovery as well.

As part of Five Keys Schools & Programs’ novel initiative to teach inmates at a higher level, she is passionate about the mission to turn lives around, forge opportunities and ultimately reduce recidivism and the financial and social costs to society. 

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During “normal” times, there are challenges working inside a jail,— from lack of classroom space to technological limitations — but the COVID-19 pandemic has magnified the obstacles. In order to keep on teaching these men and helping them to earn their diploma, and the possibility of a life that does not involve going back to being incarcerated, these days she drops off her lessons at the jail.  Jail staff deliver the curriculum to the inmates to complete, and then the completed work to Miss B. to review.

Miss B. jests:  “Some people asked me if I was hesitant to teach people who have murdered people. My response is that teaching middle school students, and how tough that can sometimes be, prepared me for this, and offenders are still deserving of an education.”

She says she was drawn to the opportunity to teach incarcerated students a couple of years ago when she stumbled on Five Keys during some Google research and discovered a news story clip featuring the organization.  She says she was immediately intrigued and was drawn to the mission.

“I have gained such an understanding of the odds some people face and the fact that we are all responsible for doing something to help.”

In addition to her teaching, Miss B. is also interested in training for and working with Five Keys’ restorative justice program, helping with counseling for and exploring how the programs can be brought to life at Five Keys navigation centers to help with the homeless population.