Michael Gordon Whitaker

Michael Gordon Whitaker obituary, Cumberland Gap, TN

Michael Gordon Whitaker

Upcoming Events

Feb

28

Visitation

3:00 p.m. - 5:00 p.m.

Cawood Funeral Home Chapel

112 South 21st Street, Middlesboro, KY 40965

Send FlowersBook nearby hotels

Feb

28

Funeral service

5:00 p.m.

Cawood Funeral Home Chapel

112 South 21st Street, Middlesboro, KY 40965

Send FlowersBook nearby hotels

Only 1 day left for delivery to next service.

Michael Whitaker Obituary

Visit the Cawood Funeral Home - Middlesboro website to view the full obituary.

Michael Gordon Whitaker, age 59, of Cumberland Gap, TN, passed away peacefully at his home on Wednesday, February 25, 2026. He was born February 27, 1966, the son of Edna and the late Fuller Whitaker.

Michael enjoyed days spent at the lake or the family farm pond, casting a line in the peaceful water, where a tug was met with great excitement of the catch to come. On the weekends he cheered on his beloved Tennessee Volunteers with loyalty and heart. He wore his orange with pride and celebrated every victory like it was personal.

Michael was a man on a mission — determined to convince his family that Bigfoot was not only real, but probably just beyond the tree line. Whether scanning the woods with a knowing grin or sharing his latest “evidence,” he never stopped trying to bring the rest of us along for the adventure.

Now, Michael has “Gone Squatching” — fishing pole in hand — perhaps finally tracking down that elusive legend along the peaceful banks of heaven’s own pond. We imagine him smiling, waiting for a bite, and keeping an eye out for large footprints nearby.

Michael is preceded in death by his father, Fuller Whitaker.

Left to cherish his memory are his wife, Kristen Whitaker; children, Mary (Dalton) Whitaker, John Michael Whitaker, Michelle (David) Gilbert, Stephanie (Malike) Whitaker, Brooklynn Whitaker and Hunter Whitaker; grandchildren, Bradley, Erin, Eleanor, Ayden, Cheyanne, Josiah and Bryson; mother, Edna Whitaker; siblings, “HF” (Diane) Whitaker, Mary Whitaker and John (Tami) Whitaker; and a host of nieces, nephews, other family and special friends.

The family of Michael Gordon Whitaker will receive friends on Saturday, February 28, 2026, from 3:00 p.m. until 5:00 p.m. at the Cawood Funeral Home Chapel, Middlesboro, KY. Funeral services will follow at 5:00 p.m. with Reverend Keith Medley presiding. Music will be provided by Dakota and Kendra Heck.

Interment will be private.

In lieu of flowers, the family asks that donations be made to the RoHo Charitable Trust.

Online condolences and register book are available at www.cawoodfh.com.

All arrangements for Michael Gordon Whitaker are under the care of Cawood Funeral Home, Middlesboro, KY.

To plant trees in memory, please visit the Sympathy Store.

Cawood Funeral Home - Middlesboro

112 South 21st Street, Middlesboro, KY 40965

Make a Donation
in Michael Whitaker's name

How to support Michael's loved ones
Attending a Funeral: What to Know

You have funeral questions, we have answers.

Read more
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
Poems of Mourning and Comfort

The best poems for funerals, memorial services, and cards.

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
How to Write an Obituary

Need help writing an obituary? Here's a step-by-step guide...

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 more
Ways to honor Michael Whitaker's life and legacy
Obituary Examples

You may find these well-written obituary examples helpful as you write about your own family.

Read more
How to Write an Obituary

Need help writing an obituary? Here's a step-by-step guide...

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

Upcoming Events

Feb

28

Visitation

3:00 p.m. - 5:00 p.m.

Cawood Funeral Home Chapel

112 South 21st Street, Middlesboro, KY 40965

Send FlowersBook nearby hotels

Feb

28

Funeral service

5:00 p.m.

Cawood Funeral Home Chapel

112 South 21st Street, Middlesboro, KY 40965

Send FlowersBook nearby hotels

Only 1 day left for delivery to next service.