Prison Turned Him Into a Harvard Reformer (Full)
60% of people released from prison are back inside three years, burning $80 billion a year. Quan Wynn did 22 years for murder, walked out, went to Harvard, and now runs entrepreneurship bootcamps behind bars through Defy Ventures. He proves the system can flip lifers into CEOs—if we let it. Jerremy Alexander Newsome and Dave Conley go deep on why most “reform” is theater and what actually drops recidivism hard.
Timestamps:
- (00:00) Incarceration Nation – the stats that should piss you off
- (01:49) Remote setup + introducing Quan Wynn
- (02:11) Coaching female inmates on business plans
- (02:56) Why entrepreneurship works when nothing else does
- (04:23) The real roadblocks to prison reform
- (05:04) Scaling programs that actually move the needle
- (06:02) Success stories that sound fake but aren’t
- (07:25) Quan’s 22-year murder sentence → Harvard turnaround
- (15:00) Why America still cages people instead of rehabbing them
- (16:37) Life after release is harder than the sentence
- (21:21) What you can do
Connect:
- Quan Wynn / Defy Ventures – https://www.defyventures.org
📢 Solving America’s Problems Podcast – Real Solutions For Real Issues
Transcript
Jerremy and Dave sit down with Quan Wynn—a man who served 22
Alex:years for murder and walked out a Harvard-trained reformer running
Alex:Defy Ventures in Southern California.
Alex:Right after coaching women inside Chino prison, one inmate asked Dave
Alex:what he’d tell friends about his day.
Alex:He said, “Just went to another entrepreneur pitch day—same as
Alex:I’ve done at the best startups and top business schools.”
Alex:She stopped him cold—“You’re not gonna say it was in prison?”
Alex:Dave told her no.
Alex:Because the pitches he heard inside were as sharp as any he’s coached
Alex:in Silicon Valley or New York.
Alex:[surprised] Quan spent over two decades locked up—yet he’s the one
Alex:proving the system can be flipped…
Alex:What did he figure out that the other 2.3 MILLION inside still
Alex:haven’t been given a shot at?
Jerremy Newsome:Dave, what are we addressing and solving today?
Jerremy Newsome:My man?
Dave:In this week's episode of Solving America's Problems, we confront a
Dave:system that costs 80 billion a year.
Dave:Yet 60% of released prisoners return within three years a
Dave:cycle that demands change.
Dave:We're joined today by Qu Wynn, who turned 22 years in prison
Dave:into a mission for second chances.
Dave:As executive director of Defi Ventures, Southern California, a
Dave:certified gang expert, and a Harvard Executive Education graduate.
Dave:Kwan leads programs in entrepreneurship and personal growth.
Dave:His memoir, Sparrow and the Razor Wire inspires thousands
Dave:with power of internal change.
Dave:And that's this week on solving America's problems from punishment
Dave:to possibility With K Juan Win.
Jerremy:Okay.
Jerremy:On our way to an amazing Vietnamese restaurant, we just left the
Jerremy:Women's Correctional Facility here in Chino, California.
Jerremy:Dave, we are in a van with a very special guest.
Jerremy:This is our first
Dave:remote recording.
Jerremy:Our first remote recording, which we were trying out and we
Jerremy:were very excited about quality.
Jerremy:Kwan is joining
Jerremy:Quan tell us what experience we all just embarked on together.
Quan:We were there for a
Quan:business coaching day through the five ventures program There was.
Quan:It's the halfway point of or seven month training program where
Quan:it's career readiness, personal development, and entrepreneurship
Jerremy:and it was really remarkable.
Jerremy:Dave, one of the favorite things that you told me, a quick little story,
Jerremy:fill me in when you were talking to the one individual lady, the EIT, asking
Jerremy:about the resumes and the thing that stood out in particular about how many
Jerremy:times you've done this in the past.
Dave:She asked me like,
Dave:what my
Dave:day.
Dave:What was, like, what would I tell people out, when I left this an amazing event.
Dave:And I would, I said, actually, it's boring.
Dave:Maybe even a little funny.
Dave:I'd say I went to an entrepreneur event.
Dave:We did pitch coaching, we did resumes, we some business models
Dave:around ideas and that's about it.
Dave:And she stopped for a She said, you're not gonna say it was in a prison.
Dave:And I said, no, I've done this all over the world.
Dave:I've done this at.
Dave:The highest level at the best business schools in the world.
Dave:The biggest startups the everywhere.
Dave:I've done this hundreds and hundreds of times in New York and DC and
Dave:LA and San Francisco and overseas.
Dave:And this is exactly what.
Dave:We do, and you all are entrepreneurs.
Dave:I, this is e exactly it.
Dave:And she stopped really?
Dave:And I'm like, really?
Dave:Like I, I didn't hear any that the fact that it's in a prison was
Dave:irrelevant and Right.
Dave:That's one of the hardest things about entrepreneurship is.
Dave:Is just having somebody listen.
Dave:And I think it was extra special in this environment because you're seeing
Dave:And once you get that a across that that it's the same that you're
Dave:not being treated any different.
Dave:You're not being, like this isn't, this isn't dumbed down.
Dave:This isn't, this is this is business.
Dave:It.
Dave:It really clicked and it elevated the
Jerremy:Right.
Jerremy:Because in this series we are working on focusing on and solving the
Jerremy:problem and the challenge that faces America, which is prison reform.
Jerremy:And one of the main, one of those main topics is what goes on inside of a
Jerremy:prison and the different aspects of that.
Jerremy:And that's why we have Quan here, because Quan happens to be a specialist in that
Jerremy:he has studied it, he's been a part of it.
Jerremy:He has not only been reformed, but has had reformed so many other people.
Jerremy:Quan is this something that can be done in any prison or any jail in America?
Jerremy:This
Jerremy:educational Environment where people are pouring into their future best
Jerremy:self?
Quan:Yes.
Quan:I think that's the great thing about our program is it's very scalable.
Quan:It's a 2000 page curriculum.
Quan:We're in the process actually of piloting a digital
Quan:format of.
Quan:The, our program onto the,
Quan:porting it onto the tablets that are inside California's prisons.
Quan:'cause every person incarcerated has the access to the tablets.
Quan:So that's what we are in the process of piloting right now.
Quan:But even if they don't have access to tablets, it's a
Quan:curriculum that we put on books.
Quan:And then we have a model where it's a facilitator goes into the prison and
Quan:teaches the curriculum, and it has the coaching day at the halfway point.
Quan:And it culminates in a business pitch competition that's judged
Quan:Shark Tank style by volunteers
Jerremy:Shark Tank style.
Jerremy:That's cool.
Jerremy:Yes.
Jerremy:That's really cool.
Jerremy:What does the winner receive?
Quan:The top five winners receive IOU.
Quan:First place gets 500, second place gets 400, 300, 200, 100.
Quan:So they receive those when they come home.
Quan:Yep.
Quan:One of our EITs
Quan:I remember in San Diego, he had pitched
Quan:a honeybee business.
Quan:He had this huge fascination with honeybees, and I remember he came
Quan:down home during the pandemic, his.
Quan:$500 that he won for first place, helped him buy his first colony and he sent
Quan:us some honey during the pandemic.
Quan:That was the best honey I've ever tasted.
Quan:I had the honeycombs in it and everything with the colonies, he was
Quan:able to make several other colonies.
Quan:And the last I heard from him, he was, he said he was coming up with some new
Quan:stuff, with some certain wax and all this.
Quan:Wow.
Quan:So he everything.
Quan:Yeah, he did everything honeybees.
Jerremy:That's really cool.
Jerremy:So why isn't.
Jerremy:This program or programs like it in every prison across the
Jerremy:country?
Quan:I think the main thing is the, there's the narrative of lock
Quan:someone up and throw away the key.
Quan:Or also another narrative of what does it really mean for rehabilitation?
Quan:Or perhaps the narrative or
Quan:the belief.
Quan:Do we believe in second chances?
Quan:Do we believe that once a criminal, always a criminal?
Quan:So I think there's.
Quan:There's different narratives that prevent us from even thinking of the possibilities
Quan:of why if given opportunities, given options during incarceration, there
Quan:could be ways for people to step into better versions of themselves.
Dave:And Quan, can you,
Dave:You're such a model of this.
Dave:Can you give us just a bit of your background
Dave:and your story and.
Dave:Like what
Dave:this journey has been
Dave:like for you?
Quan:Yeah.
Quan:High level I'm formerly incarcerated myself.
Quan:I've served 22 years of my life in correctional facilities,
Quan:and I ultimately went.
Quan:To prison with a 15 year to life sentence.
Quan:For secondary murder.
Quan:I shot and killed a man by the name of Minu in Los Angeles.
Quan:At the time I told myself it was a gang related crime, that things
Quan:happened because I was in the gang, that it was during my prison journey
Quan:when I started to think about like, how did I end up this way?
Quan:Am I meant to die in here?
Quan:Because to give you context.
Quan:Although it was a 15 year to life sentence, the state of California
Quan:had not paroled one single lifetime prisoner since 1977.
Quan:And it wasn't until a woman
Quan:that was incarcerated that fought it all the way to Supreme Court, her name was
Quan:Sandra Lawrence, and that was when the first ruling came out in, I think 2007.
Quan:So 30 years later, they had 30 years of data where she was able to argue
Quan:what's the difference between a life without possibility sentence.
Quan:And a life sentence because California was not paring anybody.
Quan:And that kind of opened the MOG door where then the courts came
Quan:back and said, okay, there has to be some type of nexus to the crime.
Quan:And they gave this list what they called the factors of suitability
Quan:as never been arrested, had higher education never been arrested, had
Quan:higher education didn't get in trouble.
Quan:No.
Quan:No violent offenses.
Quan:And then they had on the other side of the list factors of un suitability
Quan:where it says multiple arrests write-ups during incarceration,
Quan:violence during incarceration.
Quan:And I fell on that other list.
Quan:So I go, this does, these factors don't apply to me.
Quan:Or 98% of us in here anyway.
Quan:But then men started to litigate it and the door started opening
Quan:and I think governor Brown in
Quan:2012 released one of the first.
Quan:Or 2013 released one of the first prisoners after they were found suitable.
Quan:But then the governor continued to take the dates.
Quan:I'm sorry he didn't release 'em.
Quan:The governor continued to take people's dates.
Quan:'cause it's almost a political thing.
Quan:'cause it became where if the governor signs off, then that
Quan:makes him look soft on crime.
Quan:So that under politics the governor doesn't wanna look soft in crime, so
Quan:he has to continue to pull the date.
Quan:Yeah.
Quan:Send it back.
Quan:And the guy goes back to the parole board or the woman
Quan:goes back to the parole board.
Quan:And this continues to happen until Sandra Lawrence was ordered.
Quan:Leased from the courts and then that started to happen to other men and women.
Quan:And that kind I, that was the backdrop for when right around I
Quan:I at the time was on a different set, was always been a bookworm, so I was
Quan:just read a whole bunch of books.
Quan:I love entrepreneurship while I was incarcerated and I have this
Quan:tendency of going down rabbit trails when I'm reading a book.
Quan:Like I go now, acknowledgements, see who wrote it.
Quan:And then who influenced them?
Quan:And then I read up on that.
Quan:So right around that time, I remember I became very fascinated on books
Quan:around stories around the saints and in particular stories about saints that had
Quan:failed in their lives, but had gone on to create these legacies and these orders.
Quan:And it just became this other rabbit trail.
Quan:And I started reading books on spirituality, personal development,
Quan:mindfulness, and then all of this, I would have to say, became like a perfect storm
Quan:in my head where I. One day he was just on a prison yard and just said like, why do
Quan:I have to view like prison as punishment?
Quan:Why can't this be a place where I can begin to remake myself even
Quan:if I'm supposed to die in here?
Quan:And of course, the answer from the universe come back and said, yeah you can.
Quan:And I wanna say that's where I, my awakening began.
Quan:Like I remember I was on the yard that day and the sun was
Quan:barely coming over the hills.
Quan:I could feel the warmth on my skin, on the blades of.
Quan:Grass, I could see the individual drops a dew.
Quan:And up above me in the razor wire I heard a sparrow chirping.
Quan:And I say the sparrows have probably been chirping my whole prison term.
Quan:I did not hear it, but that day I heard it, and from that
Quan:day is where my journey began.
Quan:And I saw men that perhaps not, some not even awakened some of them much further
Quan:along, but then suddenly I was like, oh, these are human beings that I'm here
Quan:to connect with and here to learn from.
Quan:And.
Quan:Began to
Quan:change the fabric of my existence in prison.
Quan:One of the first things I did was I checked into therapy 'cause
Quan:my father passed away when I was 13 years old from leukemia.
Quan:I never was able to grieve properly, grieve him,
Quan:and that's the first thing I did.
Quan:I checked into therapy,
Quan:began the grief and loss process, but then also became fascinated with
Quan:Elizabeth k Ross's model on grief and loss and, then being the rat the bookworm.
Quan:I read a bunch of hers writings and read other things, and I realized there's
Quan:a lot of men that were incarcerated that could not process their grief.
Quan:There's a lot of mourning, whether that's losing their loved ones or
Quan:being separated or even something seemingly normal in prison as being
Quan:transferred from one prison to another.
Quan:But these are, that means these are friendships and relationships
Quan:that you're getting removed from, and you have to form new.
Quan:Ones and they're unable to process it.
Quan:So I saw this need of, hey, how do we give a space for men
Quan:to begin the grieving process?
Quan:And I submitted a syllabus to the prison psychologist, and we started
Quan:the prisons first ever grief and loss group, which I remember being in that
Quan:first group and seeing men be able to shed tears or be able to just speak
Quan:about like a some loss in their life.
Quan:And, that's where I think I would've say, like that's where I felt fulfilled
Quan:and I felt there was meaning in my life.
Quan:And that's where it just began this hunger for, and thirst for wait, what
Quan:else can I do to make impact in the world?
Quan:And then being the bookworm once again, I get books on group psychodynamics,
Quan:childhood development, and we start building other curriculum.
Quan:And the next thing I know I'm able to inform and help build curriculum
Quan:inside the prisons for per.
Quan:Like for self-help and get involved with a bunch of them.
Quan:And then, yeah, it just began this whole process where I realized here I am
Quan:in some forgotten corner of the world, but I am able to do God's work and
Quan:I'm doing impactful work and nobody knows about it, but that's okay.
Quan:'cause I know the impact I'm able to make while
Quan:I'm in here.
Quan:And that's just how I lived for the last three, four years of my
Quan:existence inside Solano State Prison.
Quan:and then I went in front of the parole.
Quan:It and I just share with them like
Quan:my own understanding, self understanding of why I, I
Quan:joined a gang, of why I thought
Quan:it was okay to shoot and
Quan:kill somebody.
Quan:Why I thought it was okay to still inflict acts of violence
Quan:on others while incarcerated.
Quan:And they said that they felt I was no longer a danger and they
Quan:paroled me and I got out in 2015.
Jerremy:Amazing.
Jerremy:That's incredible, man.
Jerremy:Thank you for sharing that story.
Jerremy:And I heard you say the word impact.
Jerremy:A few times.
Jerremy:So in this short interview, and thank you for
Jerremy:doing this on the road, we'll definitely do another one as well.
Jerremy:What impact do you feel this
Jerremy:country could make in prison reform?
Jerremy:If you had to
Jerremy:choose one thing that would create that MO the most impact, what would it be?
Quan:These are our community members.
Quan:These are our fellow human beings coming home.
Quan:So if we invest in them while they have been removed from society, I
Quan:think the question we have to ask ourselves, what are we doing with people
Quan:that have made poor choices in life?
Quan:We're removing them from our communities, but now what?
Quan:What are we gonna do?
Quan:Are we just gonna lock 'em up or we're not going to, we're going.
Quan:To deprive them of any type of way to come, become better versions
Quan:of themselves, or should we let 'em know Hey, we're removing you
Quan:from this community, but these are the things that we want to do.
Quan:Let's address what made you go down this path in the first place?
Quan:What, let's address, what made you think it's okay to
Quan:break our social norms?
Quan:Or and what are the issues around it?
Quan:And get some type of, help them develop some type of self
Quan:understanding and some type of.
Quan:Of personal responsibility for their choices and everything that's happened.
Quan:And
Quan:yeah then suddenly there's people inside that yes, they did, made terrible choices.
Quan:They may have done terrible
Quan:things, but inherently if we invest in them and we tell 'em that
Quan:yes, we Can believe in them, that I'd say the potential for them
Quan:coming home and doing work, impactful work in the world is pretty exponential.
Quan:I see it in our man.
Quan:And women that are graduates.
Quan:Like for them it's all about how do I give back, how now I know the harm that I've
Quan:caused, how do I give back to society?
Quan:So you would be able to have people that
Quan:I think would really come out and continue to help change the
Quan:fabric of the world out here.
Jerremy:Why do you feel recidivism is so high?
Jerremy:I.
Dave:Can I tag onto that?
Dave:Is anything working
Dave:about the prison system?
Dave:Is there.
Dave:Like why is this recidivism so high?
Dave:Is anything working?
Quan:I would have to say
Quan:no.
Quan:There's, our nonprofit is in existence because there is
Quan:no budget for rehabilitative programs in California's prisons.
Quan:So that's why we're in existence.
Quan:There's no,
Quan:the prison system was the California system.
Quan:It's built to.
Quan:Punished and it's built to put people, lock people away.
Quan:And while they're away, if there's no resources to help
Quan:them become better people, if there's no resources to help them
Quan:develop some type of understanding in themselves.
Quan:There's no resources for them to not only come to some type of
Quan:self-acceptance and self-forgiveness, but then come to a place where they can
Quan:believe in a brighter future for themselves because of believe,
Quan:like there's a way for them even after they're incarcerated.
Quan:Because think of all the systemic barriers.
Quan:Yes.
Quan:Now, once they come home, they have they're considered a convicted
Quan:felon once they come home.
Quan:Then when they apply for certain jobs.
Quan:They'll be barred from getting certain licenses.
Quan:They're when they're trying to rent out a home, the background check comes
Quan:back and then they get turned down.
Quan:So
Quan:there's all these systemic barriers that continue to hold them
Quan:accountable for something they've already served their time for.
Quan:And then there's, so there's not too many options for them.
Quan:And then if they're unable to be employed and if they're unable to make
Quan:a living and they're unable to raise a family, then unfortunately some of them
Quan:will have to turn back to what they only know unless of we had given them
Quan:opportunities while they're incarcerated.
Quan:Hey, let's dream of a different world in which you could have existed or a
Quan:different you that could have lived in the world that you don't see right now.
Jerremy:Do you mind sharing with our listeners one of those moments
Jerremy:for you when you filled out a
Jerremy:form and
Jerremy:you had to check that box and what kind of happened?
Quan:Yeah.
Quan:I remember during the Pandemic, 'cause after I came home I launched
Quan:my first company six months after a commercial cleaning company.
Quan:And during the pandemic I had about seven employees, no eight
Quan:employees at the time, and.
Quan:Alright, then the country got shut down overnight.
Quan:70% of our contracts were canceled because all the country was on
Quan:lockdown, so they didn't need
Quan:Janitorial services at commercial buildings.
Quan:And so then I filed for relief under the paycheck protection program.
Quan:But when I got to question f. Five
Quan:came up that question again.
Quan:Have you ever been convicted of a felony?
Quan:And Right when I clicked, yes.
Quan:The platform grayed out and it wouldn't let me continue
Quan:because I had answered yes.
Quan:And I remember, I was like I felt sorry for myself about 45 minutes.
Quan:And I was like, this is unfair.
Quan:Like why this is great that we have this program this is to give relief
Quan:to small business owners and I'm a tax paying citizen and why am right?
Quan:Me and like my team being punished for something I did like over 25 years ago.
Quan:But so
Quan:I don't know how
Quan:CBS Money Watch found out and.
Quan:CNN and they started calling me.
Quan:And the next thing I know, the A CLU had contacted me.
Quan:And then the Five Ventures did a class action lawsuit with
Quan:the A CLU and we sued the SBA.
Quan:So we successfully changed that language in it where I think they had to show.
Quan:Before there was no nexus to oh, anybody that's convicted
Quan:of a crime did not qualify.
Quan:But then they changed it to only if someone in that was convicted of financial
Quan:crimes couldn't apply for the paycheck
Quan:protection program.
Jerremy:Wow.
Jerremy:Thanks for doing that.
Jerremy:Thanks for not only.
Jerremy:Facing an opposition, but finding a way to push through it because that's
Jerremy:really, that's what makes America
Jerremy:great.
Jerremy:Same energy, the same drive, the same focus of, just because
Jerremy:I have an opposition doesn't mean that has to be the only
Jerremy:answer.
Jerremy:And to your point, if the question is there,
Jerremy:maybe we can either phrase it or realize that
Jerremy:if someone has faced some.
Jerremy:A
Jerremy:massive challenge and opposition in their life, but they didn't let that
Jerremy:stop them and they did rehabilitate, and they did come back into this
Jerremy:country and they're, they are a citizen.
Jerremy:They are a tax paying citizen.
Jerremy:They're someone who's really putting in their time and energy, having
Jerremy:employees and creating employment and helping other individuals.
Jerremy:Why couldn't they also get assistance as well?
Jerremy:So really remarkable story, man.
Jerremy:Thank you for sharing.
Jerremy:Dave.
Jerremy:Any final questions for our man Kwan here while we have him?
Dave:Would people who haven't been incarcerated be surprised about
Dave:inside the system?
Quan:God.
Quan:That's where can I go with that?
Quan:They would be surprised inside the system, but we're talking about
Quan:the human element, that there is
Quan:a lot, of.
Quan:Are good souls in there
Quan:that they would be surprised that there are not many
Quan:opportunities for people that are incarcerated.
Quan:They would be surprised that there's not much investment like there.
Quan:It's, it feels almost
Quan:shortsighted because these are people that are coming home to
Quan:our communities and there's.
Quan:No, there's no way to make, continue to make our community safer if we're not
Quan:investing in them while they're inside.
Jerremy:Yeah.
Jerremy:Again, back to your point and a word you've used a few times as well invest.
Jerremy:And it doesn't have to be just financial.
Jerremy:A lot of people probably do think that the word investing is only tied to financial
Jerremy:aspects, but in real, in reality, we can invest into relationships, we can invest
Jerremy:into humans, we can invest into education, we can invest into education reform.
Jerremy:We can invest and spend money or time or
Jerremy:energy into the rehabilitation and the betterment of just humans.
Jerremy:'cause that's really what I'm hearing you say as I'm hearing you say that.
Jerremy:Yeah.
Jerremy:Just because someone is incarcerated, they do not lose their humanity.
Jerremy:They simply did something that probably potentially other people have also done
Jerremy:that they simply had not got caught for.
Jerremy:And that's something that I experienced today in in our
Jerremy:exercise or empathy exercise where that there were definitely a few
Jerremy:instances and a few questions that were posed that simply show that.
Jerremy:A lot of times it very well could be for maybe less serious offenses.
Jerremy:The luck of the draw of who and who does and does not get caught,
Jerremy:who does and does not seek and find themselves in a punishable event.
Jerremy:And for someone to face dehumanizing
Jerremy:and unfortunate judgment from other people related to how they have once interacted
Jerremy:in the past with something I think is a. extremely un fortuitous and something
Jerremy:that we can at least create and bring light to that awareness and light to
Jerremy:that just the recognition that it exists and that we can do something about it.
Jerremy:And I'm very happy to know that you are doing
Jerremy:something about it and we are doing something about
Jerremy:it.
Jerremy:Just even having this discussion and bringing it to people's awareness
Dave:I, also heard.
Dave:That the $80 billion that the United
Dave:States spends on locking people up every year, that's a
Dave:hundred percent wasted money.
Dave:It does not work.
Jerremy:Yeah.
Jerremy:I would probably agree with you on that.
Jerremy:I think that's there's something that's really dramatically, drastically
Jerremy:wrong here, and I think the more that we go into this, Dave, and the
Jerremy:more that we have incredible guests.
Jerremy:Yeah, remarkable questions and really peer and get more insight and also
Jerremy:collaborate and collect more evidence.
Jerremy:We'll also come up with more solutions to this problem that's facing this
Jerremy:country\ that we are gonna solve together on solving America's problems.
