Greg Maiden Obituary
Greg (Gregory) Keith Maiden, age 57, of Middlesboro, KY, passed away June 26th, 2025. Born on January 12, 1968, in Pineville, KY, he was raised by his loving mother, Margaret Ann Maiden.
In addition to his mother and grandparents, he was preceded in death by his sister, Penny Cantrell, and brother-in-law, Larry Cantrell.
During his life, Greg enjoyed his years coaching and helping with Middlesboro Tball/Little League, volunteering at his children’s school, Middlesboro Elementary, and enjoying UK athletics, fishing, watching Andy Griffith re-runs (even knowing the season and episode number by heart), classic rock, and Friday night card games with his friends. Greg was a devoted father and grandfather of three beautiful grandchildren. He cherished every moment watching his grandbabies run through the yard and destroying his home with toys.
He is survived by his family: daughter, Kaitlin Maiden; son, Anthony (Lauren) Maiden; sisters, Sherry (Curt) Knuckles and Christie (Vijay) Alagarraj; grandchildren, Asher Maiden, Margot Willis, and Daisy Maiden; nieces and nephews, Marissa Cantrell, Cameron (Kayla) Rancher, Nick (Raygen) Cantrell, and Amara Alagarraj; great-niece and nephew, Grayson Rancher and Peyton Cantrell; and life-long friends, Dan Smith, Doug Roper, Dewayne Bussell, and Eli Wilson.
When you can’t control the situation given to you, you control the outcome. Greg was the epitome of don’t give up. He lived his life to the fullest even when told he wouldn’t be able to. Greg will be remembered for his contagious smile, witty personality, and the best sense of humor.
A celebration of life will be held for Greg Maiden on Tuesday, July 1, 2025, from 4:00 p.m. until 6:00 p.m. at the Cawood Funeral Home Chapel, Middlesboro, KY. Friends and family planning to attend are asked to dress casually and, if possible, wear the colors of the Middlesboro Yellow Jackets or Kentucky Wildcats to honor his love for both teams.
Online register book and condolences are available at www.cawoodfh.com.
All arrangements for Greg Maiden are under the care of Cawood Funeral Home, Middlesboro, KY.
To plant trees in memory, please visit the Sympathy Store.
112 South 21st Street, Middlesboro, KY 40965
People and places connected with Greg
Recent Obituaries
Recent Obituaries
Recent Obituaries
Memories and Condolences
for Greg Maiden
Make a Donation
in Greg Maiden's name
How to support Greg's loved ones
Should I Send Sympathy Flowers?
What kind of arrangement is appropriate, where should you send it, and when should you send an alternative?
Read more
What Should I Write in a Sympathy Card?
We'll help you find the right words to comfort your family member or loved one during this difficult time.
Read more
Resources to help you cope with loss
How to Cope With Grief
Information and advice to help you cope with the death of someone important to you.
Read more
Estate Settlement Guide
If you’re in charge of handling the affairs for a recently deceased loved one, this guide offers a helpful checklist.
Read more
Obituaries, grief & privacy: Legacy’s news editor on NPR podcast
Legacy's Linnea Crowther discusses how families talk about causes of death in the obituaries they write.
Read moreWays to honor Greg Maiden's life and legacy
Obituary Examples
You may find these well-written obituary examples helpful as you write about your own family.
Read more
Obituary Templates – Customizable Examples and Samples
These free blank templates make writing an obituary faster and easier.
Read more
How Do I Write a Eulogy?
Some basic help and starters when you have to write a tribute to someone you love.
Read more
