HABITUAL artwork

Documentary · Colorado Radio for Justice

HABITUAL

by Colorado Radio for Justice

HABITUAL is a podcast from Colorado Radio for Justice - told by someone who survived it. Herbert Alexander served 14 years in Colorado prisons, labeled a "habitual offender" under the state's three-strikes law, which can increase sentences exponentially even for nonviolent crimes. Against all odds, Herbert got himself free. Now, he's telling his story, and he's investigating habitual statutes across the United States that fuel mass incarceration and alter the lives of thousands of people. HABITUAL traces the history, power, and consequences of habitual statutes through Herbert’s deeply personal story. Alongside co-hosts Seth Ready and Ryan Conarro, Herbert interviews his mother, his wife, and his son. He returns to the scene of his final crime. And he sits down with lawmakers, historians, victims and their advocates, and families who live with the lasting impacts of the law. Along the way, he stumbles upon the shocking, dark origin story of the law across 49 states. It all adds up to a deep interrogation of how habitual laws expand prosecutorial power, pressure plea bargains, and transform prison terms into life-defining punishments, without consideration of rehabilitation, accountability, or repair. HABITUAL is the story of one man’s past, present, and future. And it’s a sweeping tale of power, punishment, and people across the country fighting for the possibility of change against all odds.

Latest episodes

Showing 6 · updated from the feed

Episode 5: Past & Future: Going Back to the Bank

Now a free man, Herbert returns to the scene of his crime, reflecting on accountability and his unresolved desire to apologize. The episode confronts the uncertain possib

Apr 30
41 min

Episode 4: An Unlikely Appeal

A chronicle of Herbert Alexander’s transformation while he’s incarcerated - including his dogged work as a self-taught "jailhouse lawyer" and his role in launching a grou

Apr 30
31 min

Episode 3: The Dark Truth

This episode uncovers the chilling, hidden history of habitual offender statutes in the United States. Attorney and legal historian Daniel Loehr reveals how these laws we

Apr 30
32 min

Episode 2: The Law’s Flaws

Herbert Alexander, until recently incarcerated as a “habitual offender,” invites Colorado legislators and legal experts to catalogue numerous systemic problems with three

Apr 30
34 min

Episode 1: Three Strikes

In the United States, habitual offender laws have contributed to decades-long sentences for thousands - many of whom committed nonviolent crimes. The law is often referre

Apr 30
32 min

Trailer | HABITUAL

HABITUAL is a podcast from Colorado Radio for Justice. Herbert Alexander was labeled by the state as a "habitual criminal." Now, he pulls back the curtain on three-strike

Apr 23
1 min

Chart trend

Position in the Documentary chart (US), last 90 days.

#29
all-time peak
21
days in the top 50 since May 2026

Chart positions

Where HABITUAL ranks today in each Apple Podcasts chart (US, Sep 20, 2026).

#78 ▼ 2 Documentary US

What listeners say

A curated, balanced selection of Apple Podcasts reviews.

This podcast series illuminates a facet of the American approach to criminal justice that affects so many people but is mostly unknown or misunderstood by the public it claims to protect. Prof. Loehr’s research identifying the eugenics movement as the origin of habitual sentencing laws (Ep. 3) is truly groundbreaking. The 5 problems with habitual sentencing laws make it easy to wrap your head around and share, and the personal stories of the people snd communities these wasteful, inhuman laws destroy make the series unforgettable. This is what podcasts are for!

Squeags · May 2026

This podcast is heartbreaking, uplifting, and moving all at once. It reveals flaws in the system and exposes the horrible treatment of incarcerated individuals. If you are looking to learn more about the system, this is a great place to start.

Akrue2002 · Apr 2026

Enlightening. Shocking. Moving. A thoughtful, community based storytelling experience that sheds light on problematic laws of “habitual” offenses. Educate yourself!

Regsybegs · Apr 2026

Amazing story! While this story is focused on Colorado, it’s a shared experience for many others incarcerated or family members of incarcerated individuals. We need to change the system, and Herbert’s story needs to be heard by all!

VarnJack · Apr 2026

We strive to present a balanced view by showing a diverse range of reviews from Apple Podcasts.

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About HABITUAL on Reason.fm

Here you find the Apple Podcasts chart positions of HABITUAL, its latest episodes to listen to directly, and reviews from listeners. Rankings are updated daily for the United States.

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