Caldwell

Notes From The Pen

Society EN ↓ 299 episodes

A pebble in the shoe of the Prison Industrial Complex. Notes From The Pen is a modern portrait of American incarceration told, in real time, through a series of fifteen-minute phone calls between two special degenerates on opposite sides of a prison wall. Our website: Notesfromthepen.comCheck out our reviews: https://www.podparadise.com/Podcast/Reviews/1518819034

Be sure to visit the podcast's website and support the creator: notesfromthepen.com

Author

Caldwell

Category

Society

Podcast website

notesfromthepen.com

Latest episode

Oct 22, 2026

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Episodes

EP #266 - The Captain, Moving the Needle, Tupac, and Flat Earthers 22.10.2026

The stress of freedom, hoping the Captain returns, moving the social needle with mental health, the Tupac trial, and not falling off the earth! B.L.A.C.K. Label Art    https://blacklabelart.shop/ You can read more about Bobby and prison reform on our website:    notesfromthepen.com    

EP #264 - Inspiration, mama c's Mortality, and Schooling 07.10.2026

A recap of the past week: Bobby finds inspiration on the Vegas strip, mama c fears death, and Bobby's going back to school.  B.L.A.C.K. Label Art    https://blacklabelart.shop/ You can read more about Bobby and prison reform on our website:    notesfromthepen.com

EP #263 - Alone and Lost in Freedom; an Inmate's Struggle Post Prison 23.09.2026

Bobby, and special guest Ghost Gerbil, talk about making up for lost time and the dread that comes with it, deciding Bobby's future, and feeling more alone in freedom than when in prison.  B.L.A.C.K. Label Art    https://blacklabelart.shop/ You can read more about Bobby and prison reform on our website:    notesfromthepen.com

EP #261 - Creativity: The Meaning of Life or Exercise in Egomania? 09.09.2026

An episode of how art transformed life behind bars and built a bridge to freedom. Bobby talks with his co-host, mama c, about his love of art inside prison and how it's carried over to his life as a free man. They also explore the lineage of creating art starting with mama c's father to present day with Bobby.  We recorded this episode as video but ran into some issues, but we've figur...

EP #260 - The Return Of Annoyingly Positive Bobby C. 26.08.2026

Yep, he's back talking about OCD eating rituals, blessing squirrels, dead insects, turning Miss Ray on to more comedy, and Bobby getting a Vegas gig.  B.L.A.C.K. Label Art    https://blacklabelart.shop/ You can read more about Bobby and prison reform on our website:    notesfromthepen.com

EP #259 - Social Media, Fulfillment, And Stand-up 12.08.2026

Catching up with Bobby: social media fulfillment post prison, new Parole Officer, Soccer in America, and honing his stand-up set.  B.L.A.C.K. Label Art    https://blacklabelart.shop/ You can read more about Bobby and prison reform on our website:    notesfromthepen.com

EP #257 - Nose Pillows, TV Addictions, And Locking Away Father's Day 29.07.2026

Bobby tests a CPAP machine, binging TV shows while falling asleep, and dealing with Father's Day emotions by locking them up in the back of the mind.  B.L.A.C.K. Label Art    https://blacklabelart.shop/ You can read more about Bobby and prison reform on our website:    notesfromthepen.com

EP #255 -The American Dream: Failed Education And Debt 22.07.2026

Bobby and Co-host Riann are dragged back to reality as they build their life together, post prison, in a new state. How do others outside of the U.S. see Americans? Do they notice the majority who are struggling to make ends meet, and is the American educational system in need of an overhaul? B.L.A.C.K. Label Art    https://blacklabelart.shop/ You can read more about Bobby and prison reform on our...

EP #254 - The Things That Shape Us, Cultural Avenues, And The Purity Of Stand-up 15.07.2026

Bobby and JD are back to talk about childhood upbringing, learning to address fears, the lost purity of stand-up, and a crazy story of Prison Rambo.  B.L.A.C.K. Label Art    https://blacklabelart.shop/ You can read more about Bobby and prison reform on our website:    notesfromthepen.com

EP #253 - Take A Knee: A Grizzly Bear, Shame, And Trying To Figure It All Out 08.07.2026

Bobby has a one on one with the Pebbles about a dream he had, his feelings, and what it's been like adjusting to freedom while still tethered to the prison industrial complex.  B.L.A.C.K. Label Art    https://blacklabelart.shop/ You can read more about Bobby and prison reform on our website:    notesfromthepen.com

EP #251 - Day 12; Adjusting To Life On Parole 24.06.2026

Updates on Bobby living in Las Vegas and meeting his new Parole Officer, finally feeling free after 12 years in prison, and finding your place in life.  B.L.A.C.K. Label Art    https://blacklabelart.shop/ You can read more about Bobby and prison reform on our website:   notesfromthepen.com Shout-out to JD and Ashely Bell for all their behind the scenes support. Intro and Outro music created just f...

EP #249 - Transferring Parole, America The Beautiful, And Hoodtels 13.05.2026

Bobby's post prison journey continues with his trip out to Las Vegas as he transfers parole out of Michigan. He's experiencing parts of America he's never seen, and reflecting on his freedom and the long road that's still ahead.  B.L.A.C.K. Label Art    https://blacklabelart.shop/ You can read more about Bobby and prison reform on our website:    notesfromthepen.com YouTube:  https...

EP #248 - Learning To Live On The Outside, And Ketamine Revolutionizing Mental Health 06.05.2026

Bobby running solo this week while Miss Ray is in Florida, and JD is away on family business. For the past 12 years Bobby learned how to live on the inside of prison, and learning to live on the outside has been more challenging and stressful than he ever imagined. In this episode he shares a recent visit to a Ketamine clinic where he's finally getting help to treat his anxiety and depression....

EP #246 - NFTP Does Film: All Things Cinema 23.04.2026

The boys list their favorite movies of all time and talk all things cinema in a lightened episode for all. What are your top 3 movies of all time and why? B.L.A.C.K. Label Art   https://blacklabelart.shop/ You can read more about Bobby and prison reform on our website:   notesfromthepen.com YouTube: https://www.youtube.com/@notesfromthepen9604 Instagram: https://www.instagram.com/p/CJYuOh4pKxa/?ig...

EP #245 - Lost Stories: A Look Inside Prison With; An Inmate, A Professor, And A Night Keeper 15.04.2026

The college Professor that taught classes in prison is now a guest on this podcast, a full circle moment for Bobby. They discuss everything from what it's like to be an inmate attending college classes, the Professor who taught the people that society throws away, and untold lost stores of people who lived and died behind bars. It's a heartfelt look inside the failures of prison, with how...

EP #243 - Anxiety, Healthcare, And Institutionalized Caution 08.04.2026

Bobby and JD talk about navigating health care, and post prison anxiety not being addressed properly and timely. Also, how staying safe inside prison looks like staying distant or appearing aggressive to the civilian world.  B.L.A.C.K. Label Art    https://blacklabelart.shop/ You can read more about Bobby and prison reform on our website:    notesfromthepen.com YouTube:  https://www.youtube.com/@n...

EP #241 - Honoring Monica, And Living A Life Worthy Of Her Memory 02.04.2026

Honoring Monica on her birthday, and dealing with post prison survival issues: With Riann by Bobby's side, and after 12 years of protecting his memories of Monica, Bobby is able to share more about Monica and their love and life together. Also, chaos at home requires a short exile in order to survive post prison hardships. You can read more about Bobby and prison reform on our website:    notesfro...

EP #240 - Finding Meaning From the Bottom of Maslow’s Pyramid 25.03.2026

Bobby and Ray bring this episode to you while on a local retreat. What are we meant to do and how do we find purpose?  B.L.A.C.K. Art label   👉    CHECK IT OUT      https://blacklabelart.shop/ You can read more about Bobby and prison reform on our website:    notesfromthepen.com YouTube:  https://www.youtube.com/@notesfromthepen9604 Instagram:  https://www.instagram.com/p/CJYuOh4pKxa/?igshid=y8lo...

EP #239 - Opposite Sides Of The Same Tragedy, And Biological Dads 18.03.2026

No scripts…just two adults dismantling the stigma through shared stories. Bobby and Riann discuss truthful and painful moments about not knowing their biological fathers, their ties of suicide, and finding truth and beauty in the darkest moments.  B.L.A.C.K. Art label   👉    CHECK IT OUT      https://blacklabelart.shop/ You can read more about Bobby and prison reform on our website:    notesfromt...

EP #237 - Figuring Life Post Prison And Synchronistic Threads; The Story Of Bobby-Ray 12.03.2026

It's important for NFTP to share the struggles of the past few months as Bobby and Riann are figuring out how to navigate the challenges of life post prison. There's doing what's best for Cassius, multiple gerbils, toddlers, hitching wagons, crying in the shower, and most importantly pushing through. You can read more about Bobby and prison reform on our website:   notesfromthepen.com...

EP #236 - Walking The Word Line, Written Language, Smut Fairies, And Bobby-Ray 06.02.2026

Bobby and Miss Riann reflect and discuss movies, books, and TV shows as Bobby shares his insight and thoughts about the lineage of the written language and story telling.  You can read more about Bobby and prison reform on our website:    notesfromthepen.com YouTube:  https://www.youtube.com/@notesfromthepen9604 Instagram:  https://www.instagram.com/p/CJYuOh4pKxa/?igshid=y8lo9kbdifvq     TikTok: ...

EP #235 - No Manual For Post Prison Anxiety: The Story Of Bobby-Ray 07.01.2026

Bobby and Ray talk about the struggles of dealing with anxiety after being out of prison for just over 2 Months. Thinking that when he's out and seeking professional help things would be better, but that's not the case because the help that is there doesn't fit the needs. How the obstacles of Bobby finding his footing while navigating life on the outside after 12 years, adds to the anxiety. The be...

EP #233 - Sustaining Prison Relationships: The Story Of Bobby-Ray 24.12.2025

From Florida to a Michigan prison: the hardships of maintaining a relationship with someone in prison. Due to physical separation, high costs, limited emotional intimacy, logistical barriers, societal stigma, and stress, maintaining prison relationships are always challenging. Bobby shares the importance of having a strong relationship beyond prison walls. Relationships with strong ties reduce rec...

Ep #232 - Shifting Perspective, And The Freedom To Cry 10.12.2025

Bobby and mama c talk about newfound freedoms and what it's been like for the two of them since Bobby's been out these past few weeks. He shares how he broke down and cried for hours when memories of Monica and Corey came up, something he couldn't do in prison. He shares what his 3 favorite meals were, and experiencing grocery shopping again. Even though Bobby is out of prison the goal...

EP #231- An AI Overload Joins NFTP 26.11.2025

Celebrating 30 days of freedom, and having fun with co-host Nigel, as they discuss similarities between inmates and artificial intelligence.  You can read more about Bobby and prison reform on our website:    notesfromthepen.com YouTube:  https://www.youtube.com/@notesfromthepen9604 Instagram:  https://www.instagram.com/p/CJYuOh4pKxa/?igshid=y8lo9kbdifvq     TikTok:  https://www.tiktok.com/@bobbyb...

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