Roger L. Bailey

Tuesday 12th of November 1935 - Sunday 14th of May 2023

Roger L. Bailey

Services

Visitation

May 24, 2023 (11:00 am - 1:00 pm)

Milward - Southland

391 Southland Drive, Lexington, KY

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Funeral Service

May 24, 2023 (1:00 pm )

Milward - Southland

391 Southland Drive, Lexington, KY

View on map

Clergy Bill Boldt

Roger Lee Bailey, age 87, and beloved husband of Joann Bailey, passed away unexpectedly Sunday, May 14, 2023. He was born November 12, 1935 in Breathitt County, Kentucky to the late Archie and Opal Bailey. Roger maintained a permanent residency in Lexington since 1961.

 

Roger leaves behind his wife Joann, whom he married in 1958; children, Greg (Diane) Bailey and Jennifer Bailey, both of Lexington; grandchildren, Jessica Renee Wireman of Gunlock, KY, Chan’te Austin, and Chase Sullivan, both of Lexington; great-grandchildren, Aubrey and Braydon Wireman; sisters, Elorie Risner, Carol Collins, and Phyllis Allen, and brother, Paul B. (Venus) Bailey. He is preceded in death by his wonderful son, Mark Anthony Bailey; loving sister, Alma Arnett, and brother, James Bailey.

 

Roger enlisted in the United States Army at the age of 18 in 1954. He went through basic training at Fort Knox, went on to Missouri and then to an Air Force Base in Texas. He graduated from the Kentucky College of Barbering in Louisville, KY in 1961. His first job was at Stockton’s Barbershop in Lexington. Roger then went on to own three Barber Colleges and twelve barbershops in Kentucky. In addition to barbershops, he owned many other businesses throughout his life. Just to name a few were Bailey’s Barber and Beauty Supply Co., ERM Monograming (Bailey’s Monograming), Bailey’s Sewing Factory, Bailey’s Leather Co., R.L.B. Electric, and Bailey’s MFG. He loved to work! He always said, “It is a shame that people had to sleep.”

 

Visitation for Roger will be Wednesday, May 24th from 11:00 am until 1:00 pm at Milward - Southland located at 391 Southland Drive. Service will begin at 1:00 pm with Bill Boldt serving as the officiant. Interment in Lexington Cemetery will follow.

 

Serving as pallbearers are his grandson, Chase Sullivan, granddaughters, Chan’te Austin and Jessica Wireman, as well as Caitlyn Johnson, Jim Hedges, and Dennis Holland.

 

Roger had so many special people in his life, these are just a few serving as honorary pallbearers: Paul B. Bailey, Stanley Peace, Logan Carrender, Vicky Johnson, Bobby Howard, Esther Edwards, Randall Risner, Kathy Lucas, Lisa Carr, Terry Thorndale, Jerry Hash, Denver Hall, Gary Compton, Jamie Watson, and Steve West.

 

To share a remembrance of Roger or to offer condolences to his family, please visit milwardfuneral.com to sign the online guest book at the bottom of his obituary page.

Video

Guest Book

Kess Conley

says

Sorry I couldn't be there

5 days ago

Savannah and Jerry Hash

says

Roger was such a kind soul. He loved and cared for everyone he met. He and his talents will be greatly missed.

1 week ago

Vicky and Garnie, Johnson

says

Fly high, my precious uncle. You were an amazing man and I will never forget everything you taught me.

2 weeks ago

Lorin Waller

says

He was a great teacher in Barber College, and he was so much fun to be around too, I went there in the late 70's, and I have always remembered him and the way he took the time in teaching all of us, May he rest in Peace!!!

2 weeks ago

Dianna Ricketts

says

I think of Roger as a friend. I will miss him pulling up the driveway to talk. Especially during hunting season. He loved it when he got the deer and my husband didn't 😂. For Roger's 86th birthday I cooked and baked him a cake. Roger, his son Mark and grandson Chase were here. It was a good time. I will miss him and Mark

2 weeks ago

Barbara Clark

says

Roger is my first cousin. He has helped mom and dad alot and stayed with them alot. He lived next door to mom and dad for a few years while working up here. I remember one christmas Dad didn't have anything for mom for christmas Roger gave mom a comb, brush and mirror he had bought for someone else so she'd have a present. He had jackets made for both of them and they treasured them and wore their jackets everytime they went out. RIp Roger . my condolences to all the family.

2 weeks ago