Caldwell

Notes From The Pen

Society EN ↓ 290 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

Author

Caldwell

Category

Society

Podcast website

notesfromthepen.com

Latest episode

Jul 8, 2026

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Episodes

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...

Beyond The Bars - Introduction To New Series 21.11.2025

Beyond The Bars is a series of stories, as told by a former inmate, highlighting one of failures of mass incarceration - prison gangs.  Stories he wasn't able to share - until now - an eye opening, riveting peek behind the razor wire.  Part 1 is now available. Overcrowding, inadequate management of prisons, and lack of resources (nationwide) creates an environment where the "convict code" (informa...

NFTW (66) - GR Joe Makes An Appearance 29.10.2025

Sharing the mic with GR Joe on this episode. One of the things Bobby is passionate about is continuing his efforts with prison reform and highlighting some of the misconceptions about people behind bars. In true Bobby fashion he finds some humor in being sent to the hole, along with some heartfelt emotions as they talk about the fear of losing a loved one while incarcerated.  You can read more abo...

EP #230 - Doing Time In Prison To Doing Time With Doug 22.10.2025

Host Bobby and co-host JD reflect on Bobby's entire first day out of prison. He went from doing time in prison, to doing time with his favorite stand-up comedian Doug. I can't think of another day when an inmate walked out of prison and ended up on a stage performing with headliners like Doug Stanhope and Andy Andrist. A dream come true. Special shout out to Doug and Andy, and please check...

Bonus - Post Release Update 15.10.2025

This is a short update on Bobby and his release. As you can imagine he's working on getting his feet under him and organizing things for life on the outside. He's doing well as he navigates the world after being out of it for over 12 years. When he returns, he has lots of ideas, surprise guests, and important topics, and can't wait to get them off the ground so please stay tuned. Thank...

Bonus - Bonus - Last Prison Recording Before Freedom 05.10.2025

This is the last episode that Bobby will record on an active prison yard and he wanted to thank everyone for their support. Going forward he’ll be on the outside of those prison walls, so stay tuned. I wasn’t able to edit the recording since I’m on the road to pick Bobby up at the prison. You can read more about Bobby and prison reform on our website:    notesfromthepen.com    And check out the Go...

EP #229 - Art, Neoliberalism And ill-Conceived Moral Stand 01.10.2025

The fight for justice, even with the best intentions, can overlook the people it's trying to save. Bobby shares an article about an artist, who was asked by a department of corrections, to provide artwork for its facilities. In a well meaning attempt to highlight the failures of mass incarceration, the artist refused the offer. Their attempt to make a moral stand actual hurts inmates who view...

NFTW (65) - Nearly Free, Nite Nostalgia, And Screaming Into The Void 24.09.2025

Bobby is nearly free with only 1 more episode in prison, and in two weeks he'll be on this side of the razor wire spouting off at the mouth as a free man. Inflation hits the prison, mama c has decided to stop screaming in to the social media void, Bobby does some memory time-traveling as he spins some final laps on the prison yard, and perhaps people on the outside need to start living like they'r...

EP #228 - Comedic Hero, Charlie Kirk, And Tolerance 17.09.2025

Bobby and Co-host JD are back to spin laps as they talk about their comedic hero, how life in prison teaches profound lessons of tolerance and understanding (something desperately missing in the outside world right now), and the polarizing death of Charlie Kirk. You can read more about Bobby and prison reform on our website:    notesfromthepen.com And check out the  GoFundMe  to help with Bobby’s...

EP #227 - Struggling To Stay Invisible In Prison 10.09.2025

As Bobby gets closer and closer to the door, the more important staying invisible becomes. He reflects on the life and death rules you learn during incarceration, and how he now has one foot inside the prison and one on the outside. Less than a month to go for his release. You can read more about Bobby and prison reform on our website:    notesfromthepen.com And check out the  GoFundMe  to help wi...

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