Prison PenPal Toby Gregory

Toby Gregory

Toby is 49 and incarcerated in the US (MO).

Meet TobyMore about TobyContact InformationSentence Information

I am Toby Gregory. I was born in Indianapolis, Indiana, and raised in the small town of Belle, Missouri. I was raised by my mother and the best stepfather in the whole world. I have a long list of hobbies, including hunting, fishing, swimming, hiking, boating, martial arts, and working out.

I graduated high school in 1992, and had several jobs before joining the United States Marines in 1998-2006. I then came back to Missouri and joined the Missouri national guard from 2006-2007. I then joined the regular army from 2007-2012 when I retired. I did multiple combat tours, earned many awards and medals, to include a Purple Heart.

I did the the Netflix documentary called “I am a Killer.” I did this because the prosecution in my case labeled this all wrong and it was my chance to possibly get my story out there. My wife and I are veterans; both did combat tours and both had PTSD. I wanted to get my story out there as PTSD is downplayed by so many, and many self-medicate as I did. I wanted to help others and stop what happened to me to happen to them too, and let them know it’s OK to talk to someone and get help.

I invite anyone who wants to contact me, please do so. You do this one of two ways; you can email me at the . This email is handled by my family and is read to me over the phone and then I give a response and they send it back.

The second way is to set up a Securus account for direct e-messaging with me, as we have tablets here at the institution. You can find me on Securus with my name and correctional ID number (Toby Gregory #296785), under the Missouri Department of Corrections. This app and Securus in general can be tricky. My understanding is that it is not user-friendly or easy but with a little patience can be done. Here is some information that may help with the Securus account: (800) 844-6591 if you call from a landline/international or (972) 734-1111 if you call from a mobile device. Their website is

Whichever way you choose, I will respond back. I look forward to hearing from you.

Date of Birth: 07/16/1974 (49 years old)
Gender: Male
Marital Status: Single
Sexual Orientation: Straight
Race: White
Ethnicity: N/A
Eye Color: Blue
Hair Color: Brown
Height: 5 ft. 6 in.
Body Type: Athletic
Hometown: Belle, Missouri (USA)
Spoken Languages: English
Religion: Christian
Astrological Sign: Cancer

Profile will end on: 12/31/2024

Toby Gregory #296785

C/O Digital Mail Center-Missouri DOC
P.O. Box 25678
Tampa, FL 33622-5678

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Incarcerated Since: 2016
Sentence Received: 24 years
Earliest Release: 2035

Click here to see the conviction(s)

2nd Degree Murder
Armed Criminal Action

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