Reginald, a former 16-year-old prisoner who served eight and a half years for a carjacking, shares how his time in solitary prison became a turning point. Amid isolation, he discovered books and was profoundly impacted by Sonia Sanchez’s poetry, which taught him to love himself and reject violence. This experience sparked a lifelong commitment to transformation and rehabilitation. After earning a Yale Law degree, he founded Freedom Reads, a nonprofit that has opened over 500 libraries in federal and state prisons across the U.S., giving incarcerated individuals access to literature and self-improvement. Reginald credits his journey to his mother’s forgiveness, financial support, and the belief that people can grow beyond their pasts. He emphasizes that prison should be a place of learning and healing, not deprivation, and that books serve as a powerful force for change. His personal story—marked by missteps, resilience, and hope—demonstrates that transformation is possible through trust, curiosity, and a deep commitment to love and education. The organization now receives donations through its website, and Reginald personally promotes book reading as a form of healing, even describing himself as a "book sniffing" enthusiast. His story is both a personal triumph and a powerful call for systemic change in how incarcerated people access knowledge and opportunity.
conan o'brien needs a fan want to talk to conan visit teamcoco.com call conan okay let's get
started hey reginald welcome to conan o'brien needs a fan hey how's it going hey reginald how
are you i'm i'm delightful man i'm doing i'm doing great honestly yeah um i have been reading your
your bio your story your marvel origin story uh reginald and it's fascinating it's amazing
thank you i i it doesn't rival yours i mean yours is amazing mine is just i'm just trying to make
it out here no yours is better yeah honestly i'm sorry reginald reginald i love to i love to toot
my own horn but no you have me beat by a country mile um you just have an amazing story you have
a law degree from yale law school
and uh which uh is insanely uh impressive and um you have an mfa in poetry
and here's what's those are incredibly impressive accomplishments and then you add to it that when
you were 16 you participated in a carjacking and went to prison for eight and a half years
yeah that was not as impressive i think that was the bane of my existence but
you
i think you live and learn and and for me you know picking up a gun was the most crazy volatile
violent thing i've ever done in my life yep and um and nobody tells you that you could do something
at 16 that'll change your life forever you know as many teachers that used to sell me you know i i
would end up in jail or i could end up in dead because i went i lived in a bad neighborhood so
to speak right um i didn't really understand that i could change my life forever and and i did i
changed my life forever so that's the reason why i'm here and i'm here because i'm here because i'm
kind of devastating thing about it is recognizing that i changed my life forever well there's so much
to people like to say unpack here there's so much to talk about um you as far as i know you spent a
lot of time in solitary when you were in prison and while you're in solitary you discovered books
is that correct yeah i did
i did two years off and on in solitary but the thing that's really remarkable is
i'm 18 years old 17 years old i'm in a hole and they took all your books from me and the thing is
24 hours in a cell with just four walls not as beautifully decorated as the walls around me
yeah i'm gonna say yeah you find yourself that's some impressive artwork around you
and i was unraveling and and i heard a guy call out for a book and i realized that these dudes
had created an underground library for themselves
and all you had to do was call out for a book and they would sing you one and so i said hey yo send me
a book and they sent me this anthology called the black poets and that introduced me to robert hayden
lucille clifton sonia sanchez langston hughes sterling brown etheridge knight and i'm reading
these words and i realized that these poets were able to capture an entire life in 14 lines yeah
and i remember buying two books this is the first books i bought with my money it was a
sonia sanchez book called under a soprano sky and it was sun zoo's the art of war yeah now i was i
was i was trying to survive prison i was 5 5 in 120 pounds oh my god of those two books i read
sonia sanchez's book a hundred times and i never really i never finished reading the art of war
yeah um because i learned the real way to survive prison ended up being love it ended up being the
exact antithesis of what had gotten most of us in prison
because i think the antithesis of love is violence and so it was sonia sanchez's
under soprano sky that became a part of the pathway of me learning to love myself
but also in learning to love myself me learning to understand that we had did
horrendous things to land ourselves in prison but that that we could be more than those things
and and i've spent my entire life since then trying to prove that to be true i'm curious um
had you been at all interested or intrigued by books or even the idea of getting around to books
before you went to prison you know the last book that i read um so my local library said uh
mr betts we understand you're still in prison but we need you to return this book that you checked
out and it was the evelyn woods but but you wouldn't believe what book it was it was the
evelyn woods got to speed reading see i've always been obsessed with infomercials right yeah they
would have those infomercials yeah how to speed read yeah and i was just like my mom my mom
wouldn't let me but she didn't believe that this guy could read you know a thousand words a minute
when he was flipping the pages my mom said he's just flipping the pages
i said no he's reading listen to this and so i went to the library and i found that
evelyn woods book and i checked it out and i still remember the tips that was in it so i've
always been fascinated with reading i've always wanted to be a reader my mom refused to let
anybody tell me that hardback books came out first yeah so that she could keep giving me the old
paperback books of like books i hadn't read yet as if they were new she would be like walter moses
new book just came out book came out three years ago you know and so what prison did was like
honestly the judge said to me i'm under no illusion that sending you to prison will help but you can
get something out of it if you try to right and and i never forgot what he told me and i just had to
lean into what i cared about and i asked myself what would you be when you leave prison i mean
you 16 now what are you going to train yourself to be while in here yep and i told myself i will
be a writer because the only thing that i could name myself as loving in that way outside of my
mom was books and i needed to love something that i believe might save me and so i decided to lean
into the love of books that's what you're doing that's what you're doing that's what you're doing
that's a i mean it's it's kind of stunning to me that you wouldn't encourage people to read who
are incarcerated and um you know supposedly the concept behind the penal system is for people to
better themselves and reform and grow and so i'm amazed that books are denied to people in solitary
and
that's a new concept to me because i would think you want people to read you want people to
build their minds um and the fact that you had to kind of do it uh secretly is kind of surprising to
me yeah but that you know the sort of credit of the department of corrections around this
country i think that they've improved and changed a lot yep my my biggest supporters
are the department of corrections our first freedom library was in angola uh i i won a and one
one b angola in mci norfolk where malcolm x did time and you gotta understand that there's work
that we've done um opening 600 libraries across the country um prisons in 14 15 states about 50
different prisons that doesn't happen without the department of corrections and the senior
leadership in the department of corrections and the last ceos all um ceos all saying
we believe in books we believe in literature and we but i mean
we bring 100 pound bookcases and put them in cell blocks that have never had anything
but plastic and metal and steel we bring 500 brand new books into the lives of people
who many of whom have never seen a brand new book have never smelled the brand new book i mean
you know it's about work that i do but and with all due respect it's like the most humbling
you know all inspiring thing i've been a part of because to be a part of it is is deliberately why
Watch how an invention that dates back hundreds of years, the Gutenberg printing press, actually is still the conduit for people to have access to the world.
If we first imagine a printing press, we get them access to.
Yeah, yeah.
It is, it's cool.
Well, I mean, it's beyond cool.
I want to make sure I stress this.
You get out of prison, you go to Yale Law School, and you have founded something called Freedom Reads.
It's an organization that gives incarcerated people access to books.
And you guys have, as you said, opened somewhere around 500 libraries across about 45 prisons in 14 states.
And this is going to have an enormous impact.
I'm sure it already has.
But I do think that exposing people to books and giving them the chance to better themselves and find actually the love.
Yeah.
It's not like eating your spinach.
The love of books and the possibilities opened by books, that's a massive thing that you've done.
It's huge.
I know you're a humble person, but it's incredible.
You had this great misfortune when you were 16 years old, and you've, you know, you've, you've, it's just a massive contribution you've made.
I cannot tell you how impressed I am by what you've done.
I appreciate that.
And I, you know.
We have seven, eight people in the workforce out of our team of 22 served time in prison, anywhere from 18 months to 30 years.
And, and for each of us, you know, books played a profound role in.
us reshaping our lives and so i love the fact that i feel like it's um remember i i got a
bald head but you remember um um i'm not just a client i'm not just a president i'm a client
you know oh yeah yeah the hair club the hair club for men cy spurling cy spurling would end
his commercials it was a as a spray i think that you could put on your bald spot he would say i'm
not just a satisfied you know i'm not just the president i'm a client and then he would reveal
yeah this is like i feel like i just i carry books around with me everywhere to be like we
i just don't talk about this i got a book in my bag you know we tell people that we keep books
because um books are the talisman that would have kept us safe uh when we chose to pick up
pistols yeah books were the talisman that would have kept us safe instead of the pistols that
cause more harm yeah the um did you know when you were getting out of did you have a plan
when you're sent
sentences coming to an end did you have a a clear goal then i am going to get this higher education
uh or was it something that unfolded gradually after you got out
now i mean i was just talking to somebody a few minutes ago about adhd and one of the real
blessings in my life is that i have horrible adhd which means um i've never had a plan in my life
and the reality is you go to prison at 16 if you're a person that operates on the plan you
might have a hard time
i have literally never had a plan i've kind of just moved through this world
with a hope and a desire to be better than i was when i committed that crime
and a curiosity and an openness and so you know i ended up in law school because i was struggling
to get jobs that would support me and i ended up representing friends of mine and i got five people
out of prison that i did time with because once i went to law school they were like well duane
you're a lawyer can you can you help with my case i started freedom reads because
a friend and a supporter who also works for the mellon foundation had asked me what would i do for
people in prison if money wasn't an issue and i said we put millions of people in prison i will
put a million books in prison and she said how and i said one library at a time and with that phrase
i started making up freedom reads i started making up the organization has had a profound change in
my life this is the first job that i've had since 2006 because i've essentially been a student and
an independent writer and and performer you know from 2006 until now and and now i run an
organization with a multi-million dollar budget um 20 people that work under me i mean it's been
amazing but i would be lying to you if i pretended like this was a part of a plan i think the only um
plan i've had was trust no that's well said yeah i mean that but that's true of that's true of a lot
i can't say i had a plan i just um kind of followed my passion and uh and and it was always news to me
like i i didn't know where it was going to lead i didn't know where i was going to go i'm sure i
took a lot of missteps along the way but you um you know i think that's a good message to get out
there is that it's not people saying okay this is exactly what i'm going to do and here are the steps
jazz quality to it where you're just playing what you feel and if you trust and you're leading with
that kind of positive energy and you marry it to a work ethic things happen and you're a proof of
that it's amazing absolutely amazing thank you um you talk about the smell of new books i've been
kicked out of bookstores because i just
go and smell them oh yeah yeah yeah like you open them and smell them or you're just standing by the
bookshelf sniffing the book no i open them and i smell them okay and um i guess it's it's a perversion
are people holding if you don't buy the books though as long as long if you buy a couple of
the books the people at the bookstore they'd be delighted you know you just gotta buy no i'm just
gonna buy two or three you know i'm gonna tell you something reginald i'm a uh i'm a
sniffing runner i get a good deep sniff and then i run and i'm wearing a raincoat when i do it
the sniff and sprint yeah yeah sniff and sprint i'm that yeah and uh there's my pictures up in a
lot of uh bookstores around the country um they'd be like yo they'd be like who was in who was in
the section with the books with a reader's digest yeah you know from the early 20th century oh that's
favorite section have you seen this man
hey it's 100 degrees out and it's a sunny day why are you wearing a raincoat that's my business
uh look reginald i'm a creep and you knew that when you contacted us so this is on this is all
on you um but i also think that you know a lot of us have bad make bad mistakes when we're around
16 years old we don't have i wouldn't have had access to um any you know i wouldn't have known
where to get a gun or but so there's a you know i i there's a quality to some of it which is like
yeah mistakes usually people make mistakes bad mistakes when they're in those teenage years
that's when they do it and then um you know i'm very aware that i was incredibly fortunate to be
in a situation where i'm not able to do it and i'm not able to do it and i'm not able to do it
um my bad impulses couldn't get much worse because i'm living in a in a very stable kind
of environment do you know what i mean and i wouldn't have known where to get a gun frankly
and i used to ask people how do i get a gun you know i did why my sons yeah because you know
makes you cool i mean somebody asked me once yes i had no idea i'm gonna disagree with you
me with a gun does not look cool i don't think it would do
i look like a frightened old woman who found a gun just wondering where to return it
the crazy thing about it though is i deeply believe that so like i even as a kid i really
had no access to guns yeah i could pretend that i did but i didn't and then this one day i did
but i think about my son's life and they have never seen a fight before you know and so some
of it i think about how radically different the life that i've been able to provide for my sons
have been because they haven't seen the consequences of it and they haven't seen the
kind of violence that my childhood was steeped in even if i didn't grow up in the worst neighborhood
i didn't grow up in the worst neighborhood but i got beat up more i got beat up you know
at least 15 times how many fingers do we have fingers and toes i was you know i spent my
childhood on the ropes you know i mean they used to call me glass joe that's that's a joke
see cody got me trying to be a comedian now because this is the first time that i've been
around somebody truly funny but wait so where did you grow up where where where did you grow up
right right outside of dc in pg county maryland yeah okay so which we had the benefit of like
the nation's capital and you could see everything and my mom had a great government job but it also
had the poverty and in a sense of being a black belt and being like like right outside of the
center of everything but literally right outside of the center of it i was the first person in my
family to go to college and the first person to graduate from prison yeah and that's not supposed
to be a potential reality of somebody
growing up in in the 80s and the 90s that's not supposed to be the landscape of what it means to
you know be an american citizen but it literally was my perspective yeah what do you what do you
credit because there have been many people obviously that have been in your situation
and not had this uh spectacular turnaround where do you who do you credit or what do you credit
the ability to turn this massive negative into a positive and to as you sort of say
pursue love and understanding and acceptance where did that come from
i'm gonna go ahead and credit my mom and i'm gonna credit my mom for two reasons um
first uh you know on the front end she forgave me and and i didn't she didn't make me beat myself up
she just accepted that i was better than that and she had to accept it on her faith you know she had
to really believe that i was better than the crime that i committed yeah and convey that to me in such
a way that i could believe that i was better and so i'll credit my mom and then she put money behind
her belief i took a per legal course in prison she paid for it you know i was buying those books in
prison she sent me the money for it so i'll credit that and i will also credit you know like every
time somebody was honest with me yeah the judge was honest with me he told me i'm under no illusion
that sending you to prison will help but you can't get something out of it and it was it was a
challenge as as well as just being a statement that like you 16 and everybody else is going to
tell you how little power you have how small you are how violent prison is i'm gonna tell you you
can get something out of it if you want and i think that i've always had this attitude once i
went to prison and felt like i was i have sinked to rock and roll and i'm like i'm gonna get something out of it if you want and i think that i've always had this attitude once i went to prison and felt like i was i have
sinked to rock bottom that i could be who i say i am and and i have just sort of committed myself and dedicated myself in a
go away to doing that. And then I also say the last thing is that because I spent so much time
in prison, I was able to become an autodidact. I was able to pursue and chase my interests.
And I was able to learn a lot about things that I thought were completely unrelated
until they became related. Who would have known me maneuvering around the Department of Corrections
and around COs and around wardens would be the skillset that I needed 20 years later when I'm
starting an organization that demands that I not look at COs and wardens as my enemies.
I had to choose in prison that they weren't my enemy. And that's why it's easy for me to do it
now. I had to choose in prison that I had a story that needed to be bigger than me being a felon
so that the COs had to have a story that was bigger than them being a CO. And so it was all
of these small things that actually built a set of skills that people trusted me to deploy in a way
that matters. But honestly, I'm just here for the ride. And I could say that I wouldn't have guessed
any of this when I was 16. I wouldn't even have guessed that I would survive prison.
But I don't think I would trade anything for the journey.
Well, Reginald, you're an incredibly inspiring person, a really impressive person,
honored to get to talk to you, seriously. And you're doing something that's huge,
really is huge. Very few people can say they've had this kind of impact.
Yeah.
That you're going to have on all these lives. And so I could not be happier to talk to you.
And if you have a question for me, sometimes people call and they have a question. You may
not have a question for me. I do. I got one. And I'll tell you, I wrote you myself like two
o'clock in the morning when I was like, man, I would love to be on this show. And it is one of
those things. It's like, I'm going to be on this show. I'm going to be on this show. I'm going to
read this. And out of everything that I've done, I really jumped out the window like that. But two
o'clock in the morning, I sent that email out. And the question I have now is we all say books
change our lives, but we live different reading lives. I wonder what book changed your life or
what book you really remember from your 20s. Wow. I remember there's this book, I think I've
mentioned it before by a writer named Shara called The Killer Angels. And it's about the Civil War
Battle of Gettysburg.
And it's written. It's, it's a fiction. It's written like fiction, historical fiction. But it's very beautifully written. And I read this book, and I just became obsessed with it. And I had already been a fan of history, but I read this book, and I've gone back and read it many times since. And it's just kind of a beautiful, very accurate account of history. And it's just kind of a beautiful, very accurate account
of not only what happened, but the kinds of personalities that were involved. And it just brought what could have been a really dry historical account to life. And I realized you can do that with anything. Do you know what I mean? Any, any story can be told in a very dry, boring way. Or if you've got a really talented writer and storyteller, they can tell it in an amazing way. And that book was really powerful for me. Really powerful.
See, look, I'm going to tell you, you won't even believe this. This is such a great question. That's such a great answer. My son's birthday is the Gettysburg, is the date of the Gettysburg Address.
Oh, wow. Okay.
That's my oldest son's birthday, November 19th.
Well, get the Killer Angels.
Now, this is perfect.
Get the Killer Angels. You're going to read it. It's just a great book. And if it was just fiction and wasn't about real, how the battle really unfolded, it's just filled with
amazing characters it's so well done i think shara died shortly after he wrote it he died young
um but it's just fantastic um you should go on in the library yeah i'm putting it in the freedom
library for now on it's going to be in the freedom library this is a great new hey let me ask you a
question how do people um how do people donate is there a way that people can donate to this cause
yeah they should go to the website freedom reese f-r-e-e-d-o-m-r-e-a-d-s yeah okay that o-r-g
and um they could donate right at the website i think that i mean uh i know i'm gonna want to
make a donation um and i'm gonna make david make a donation of course with your credit card with
um but no i i love what you're doing i love your message i love your energy your positivity
your sweetness
um
I mean um you know we you're one of those people i get despairing sometimes about all the stuff
that's happening in the world and then i meet someone like you and i think i think we're going
to be all right so um but then i go back to drinking um and book sniffing god i'm leaving
this interview right now and i'm gonna oh you're ending it on book sniffing i'm gonna go i'm gonna
end it so i can get to there's a there's a bookstore just down the street
oh
oh
oh
oh
oh
oh
oh
oh
oh
oh
oh
oh
oh
oh
i'm gonna go i'm gonna go i'm gonna go i'm gonna end it so i can get to there's a there's a book store just down the street
put on my put on my put on my bathrobe and go rushing in there
you're book sniffing my book sniffing robe yeah
hey reginald
well i don't want to go into that
let's just say it was about personal it was about churchill that's all you need to know
um hey reginald uh be well keep doing what you're doing i hope we get to meet in person
someday because i'd be honored to shake your hand really
i will be honored to meet your person thank you so much and everybody else man the whole team has been
lovely from the first interview oh cool now it's been amazing well i gotta let them all go today but
getting some ai in here to replace them all right take care reginald bye bye take care guys
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Podcast Summary
Key Points:
Reginald spent eight and a half years in prison at 16 after a carjacking, where he discovered books in solitary and found transformative inspiration in poetry, especially Sonia Sanchez’s *Under a Soprano Sky*.
Books became his lifeline in prison, replacing violence with love and self-worth, and he later credited this experience as foundational to his personal transformation and mission.
After being released, he earned a Yale Law degree and founded Freedom Reads, a nonprofit that has established over 500 libraries in 45 prisons across 14 states.
He emphasizes that access to books in prison—especially in solitary—is vital for rehabilitation, self-discovery, and breaking cycles of violence.
Reginald attributes his success to his mother’s unconditional forgiveness, financial support, and the belief that he could grow beyond his past.
His journey was unplanned and driven by curiosity, hope, and trust, not rigid strategies, demonstrating that meaningful change often emerges from openness and resilience.
He credits his time in prison as a formative period where he became an autodidact, developing skills like navigating correctional systems that now serve his mission.
A pivotal book in his life was Shara’s *The Killer Angels*, which inspired him deeply and is now part of the Freedom Reads library, linking personal history to national events like the Gettysburg Address.
Summary:
Reginald, a former 16-year-old prisoner who served eight and a half years for a carjacking, shares how his time in solitary prison became a turning point. Amid isolation, he discovered books and was profoundly impacted by Sonia Sanchez’s poetry, which taught him to love himself and reject violence. This experience sparked a lifelong commitment to transformation and rehabilitation.
, giving incarcerated individuals access to literature and self-improvement. Reginald credits his journey to his mother’s forgiveness, financial support, and the belief that people can grow beyond their pasts. He emphasizes that prison should be a place of learning and healing, not deprivation, and that books serve as a powerful force for change.
His personal story—marked by missteps, resilience, and hope—demonstrates that transformation is possible through trust, curiosity, and a deep commitment to love and education. The organization now receives donations through its website, and Reginald personally promotes book reading as a form of healing, even describing himself as a "book sniffing" enthusiast. His story is both a personal triumph and a powerful call for systemic change in how incarcerated people access knowledge and opportunity.
FAQs
Reginald credits the book *The Killer Angels* by Shara as the one that deeply impacted him. It's a beautifully written historical fiction about the Battle of Gettysburg that brought history to life and inspired his lifelong connection to stories and narrative.
While in solitary confinement, Reginald discovered an underground library where inmates shared books by calling out for titles. He was sent a book called *The Black Poets*, which introduced him to poets like Sonia Sanchez and Langston Hughes, and became a turning point in his journey toward self-love and redemption.
Freedom Reads is an organization founded by Reginald that provides incarcerated individuals with access to books. It has opened around 500 libraries across 45 prisons in 14 states, bringing new books and reading opportunities to people who have never had access to them.
Prison taught Reginald to become an autodidact, pursue his passions, and develop resilience. He learned that love, not violence, was the key to survival and transformation, which became the foundation of his mission to help others through books and education.
People can donate to Freedom Reads by visiting the organization's website at freedomreads.org. Donations can be made directly through the site using a credit card or other payment methods.
Reginald credits his mother for forgiving him, believing in his potential, and supporting his growth. She paid for his legal education while in prison, showing her unwavering belief in his ability to change and succeed.
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