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Weekly Encouragement Letters for Inmates

Your Loved One Deserves to Know They Are Not Forgotten.

Every week, a handwritten letter arrives with hope, Scripture, and encouragement - reminding them that even behind bars, they are still seen, loved, and prayed for.

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"I want to reach out - but I don't know what to say, and I'm exhausted."

If you have a loved one behind bars, you already carry more than most people understand. You're not alone in feeling this way:

EncourageWeekly shows up for them - every single week - so you never have to wonder if they feel loved.

Simple & Consistent

How EncourageWeekly Works

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You Subscribe

Choose your plan, provide your loved one's inmate name and mailing address, and you're done. Takes less than 3 minutes.

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We Write & Craft

Pastor James Oliver - a local pastor and jail chaplain with nearly a decade of ministry experience behind bars - personally oversees every letter. Each one is filled with Scripture, hope, and pastoral care.

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Hope Is Delivered

Every week, a copy of a handwritten letter is sent to the inmate so that they can anticipate receiving it. Some prisons scan them and they receive it digitally, but they will receive the same hope. We will send you a digital copy weekly as well so that you can see and discuss the letter with your friend/family member if you'd like and you'll know it was mailed.

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They Feel Remembered

Consistent, pastoral encouragement builds over time. Week after week, your loved one knows someone is standing with them.

A Glimpse Inside

What a Letter Looks Like

Every week, inmates receive a copy of a real handwritten letter filled with scripture, hope, and encouragement.

Example handwritten encouragement letter from Pastor James Oliver
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A Word from Our Founder

A Word from Pastor James Oliver

For nearly a decade, I have served as a local jail chaplain and pastor, sitting with men and women who often wonder if anyone on the outside still remembers them. I have seen firsthand what steady encouragement can do for someone who feels forgotten.

EncourageWeekly exists because consistency matters. Not one card at Christmas. Not a letter you meant to write but never finished. A faithful, weekly reminder that God is present, their life still matters, and their family has not given up on them.

9+
Years of Jail Ministry
52
Letters Per Year
100%
Pastor James Reviewed

"I was in prison and you came to me."

- Matthew 25:36 · The Words of Jesus

Simple, Transparent Pricing

Choose A Plan

No hidden fees. Cancel anytime. Every plan includes weekly letters of hope, Scripture, and encouragement.

Monthly Encouragement

$27.99

per month · billed monthly

  • Letters mailed weekly
  • Digital copy sent to you each week
  • Delivery notifications
  • Pastor James reviewed, Scripture-filled
  • Cancel anytime
Start Monthly Plan

✦   Secure checkout powered by Stripe   ·   All major cards accepted   ·   Cancel anytime

Real Words from Real Letters

Pastor James Has Seen What Encouragement Can Do

Thank you Pastor James for writing me and encouraging me. I'm struggling here right now. I'm trying to remain hopeful and read my Bible. Your letter helped me get focused back on Jesus again.

Michael G.

Letter recipient

Bro! I'm glad you wrote back! I miss all of the people back at the jail. I have parole soon. Keep praying for me and I hope to see you soon when I get out! Thanks for sending your sermon. I'd love to get more when you have time.

Codey M.

Letter recipient

Keep praying pastor. I have been in a lot of pain lately. I went to medical, but there's not a lot they can do to help right now. I'm in constant pain. I love getting these letters from you.

Jacob F.

Letter recipient

Got Questions?

Common Questions

Will the prison actually deliver the letters?

Most correctional facilities accept incoming mail. We mail standard first-class letters that comply with general mail regulations. If your facility has specific requirements (such as no staples, white envelopes only, etc.), please let us know and we will accommodate those guidelines.

Are the letters religious? What if my loved one isn't a Christian?

Our letters are faith-based and rooted in Scripture. They are written with warmth, compassion, and respect - never condemnatory. Many recipients who are not practicing Christians have found them uplifting and hopeful. However, if faith-based content isn't a fit, this service may not be the right one.

Is every letter completely unique per subscriber?

Each week, I handwrite one encouragement letter centered around a biblical theme, scripture, and real-life encouragement for those who are incarcerated. Every subscriber receives a copy of that week's handwritten letter.

Can I cancel at any time?

Yes. Monthly subscribers can cancel anytime before their next billing date with no penalty. Annual subscribers are billed for the full year upfront, but we are happy to discuss any concerns - just reach out.

How do I provide the inmate's mailing address?

On the form, you'll be asked to fill in your friend or family members first and last name, inmate number, birthdate (if you know it), and mailing address to send the letters. If you know the name of the facility, we'd love that to ensure we meet all of their guidelines for sending mail. Then, you'll choose which subscription you'd like.

Start This Week.
Let Them Know They Are Loved.

Hope delivered weekly. Pastoral care that never misses. For as little as $25 a month with an annual subscription.

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