What a Letter Looks Like
Every week, inmates receive a thoughtfully written letter prepared in a warm handwritten-style format, filled with Scripture, hope, and encouragement.
Every week, a warm, handwritten-style letter is mailed with hope, Scripture, and encouragement - reminding them that even behind bars, they are still seen, loved, and prayed for.
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.
Choose your plan, provide your loved one's inmate name and mailing address, and you're done. Takes less than 3 minutes.
Pastor James Oliver - a local pastor and jail chaplain with nearly a decade of ministry experience behind bars - personally writes and reviews each weekly message. Because his handwriting is honestly difficult to read, letters are prepared in a warm handwritten-style format so they stay personal, clear, and encouraging.
Each week, the letter is mailed to your loved one. Some facilities may scan letters and deliver them digitally, but the message of hope still reaches them. We also send you a digital copy so you can see what was sent and talk with them about it if you'd like.
Consistent, pastoral encouragement builds over time. Week after week, your loved one knows someone is standing with them.
Every week, inmates receive a thoughtfully written letter prepared in a warm handwritten-style format, filled with Scripture, hope, and encouragement.
A Word from Our Founder
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.
Every weekly letter is personally written and reviewed by me, then prepared in a warm handwritten-style format so it remains clear, readable, and personal. From time to time, I may add a handwritten touch, but the heart of this ministry is not fancy handwriting. It is faithful encouragement that keeps showing up.
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.
"I was in prison and you came to me."
- Matthew 25:36 · The Words of Jesus
No hidden fees. Cancel anytime. Every plan includes weekly letters of hope, Scripture, and encouragement prepared with care.
Monthly Encouragement
$27.99
per month · billed monthly
Annual Commitment
$300
Only $25/month when billed annually · Save over $35/year
✦ Secure checkout powered by Stripe · All major cards accepted · Cancel anytime
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.
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.
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.
Letter recipient
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, or other mailing guidelines, please let us know and we will do our best to 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.
Are these letters actually handwritten?
Each weekly letter is personally written and reviewed by Pastor James Oliver, then prepared in a warm handwritten-style format so it is clear, readable, and personal. Pastor James may occasionally add handwritten touches, but the regular weekly letters are not promised to be individually handwritten by hand.
Is every letter completely unique per subscriber?
No. Each week, Pastor James writes one encouragement letter centered around Scripture, hope, and real-life encouragement for those who are incarcerated. Subscribers receive that week's letter, prepared with care and mailed to their loved one.
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 member's 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 too so we can do our best to meet their guidelines for sending mail. Then, you'll choose which subscription you'd like.
Hope delivered weekly. Pastor-written encouragement that keeps showing up. For as little as $25 a month with an annual subscription.
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