Oscar 'the smooth one' Sheppard

Atlanta, GA

$400 - $4500

Travels up to 200 miles

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I Just Dropped By To Say Hello

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UNCF Salute to Apollo Legends

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Overview

Veteran performer, smooth yet captivating, with the musical versatility to sing Jazz, Blues, R&B, Motown and Pop effortlessly and that includes traditional, holiday and ceremonial songs as (link hidden)om weddings to concerts, from a 'Soloist' to a full Combo w/Vocalist to sing your favorite tunes, Oscar 'the smooth one' Sheppard....at Your service.


Reviews

4 reviews

Small thumbnail image for reviewer Atiya H.

Atiya H.

November 30, 2025
Verified review

Best Decision I Made For My Event!

I had a Thanksgiving Party event with about 100 guest. I hired a sax player a month before my event. One day before my event, I received a call from the Sax player saying that he could not do the performance because he was sick. I panicked because I had less than 24 hours to hire a new performer. I went on Gig Salad and put in a request and to my surprise I received 4 quoted last minute. I didn’t know any of these artist but ended up randomly going with Oscar and crossing my fingers praying that he would be a god performer. BEST DECISION I COULD HAVE MADE!!!! He performed and he performed REALLY WELL! My guest are still talking about his performance. WE ALL LOVED IT! You won’t be disappointed in hiring Oscar. This was an easy 5 stars and I will definitely be using him again!

Hired as: Jazz Singer

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Oscar 'the smooth one' Sheppard

Thank you for such a glowing review Atiya , it was a pleasure to perform for you and your wonderful guests . please let me know if you are ever in need of my services in the future . Again , thank you and Best Regards


Small thumbnail image for reviewer Ekua B.

Ekua B.

December 15, 2022
Verified review

Oscar showed up and showed out!

Oscar is a Stellar performer! The audience enjoyed his performances and so did I. We would love to have him perform again.

Thank you Oscar! Thank you GigSalad!

Hired as: Jazz Singer

Small thumbnail image for Oscar 'the smooth one' Sheppard

Oscar 'the smooth one' Sheppard

Thank you so very kindly , it was such a pleasure , performing for you and your wonderful guest, Thank you for for being such a gracious host .
Kindest Regards,
Oscar ‘the smooth one’ Sheppard


Small thumbnail image for reviewer Louise B.

Louise B.

May 16, 2021
Verified review

Best Jazz ensemble!! Best Jazz singer!!

Oscar was so easy to communicate with, very supportive and helpful with the playlist. He made our wedding event such a great day and we loved having them be part of the whole celebration. I would definitely use them again.

Hired as: Jazz Band, Jazz Singer

Small thumbnail image for Oscar 'the smooth one' Sheppard

Oscar 'the smooth one' Sheppard

Thank you so much Mrs. Bray , for such a glowing review, it was our pleasure to perform in your beautiful setting for such a wonderful wedding and reception .


Small thumbnail image for reviewer Brenda J.

Brenda J.

October 14, 2017
Verified review

Oscar Sheppard Put on the Performance of a Lifetime

Oscar Sheppard has a voice like none other. Both he and the trio helped make our first ever EVENING UNDER THE STARS an event to remember. Most of the neighbors are still talking about how wonderful the concert and evening was. Oscar has a velvet voice and he sang many old familiar songs and some of his original music that is sure to become a classic. This was an exceptional night largely due to the incredibly talented Oscar Sheppard.

Hired as: Jazz Band, Jazz Singer

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Booking information

Price range: $400 - $4500

Languages: English

About

OSCAR “ The Smooth One” SHEPPARD

Oscar Sheppard is a veteran, professional singer. Singing since early childhood, he was greatly influenced by such greats as Nat King Cole, Sam Cook, Johnny Hartman, and Frank Sinatra.
Oscar was bitten by the singing bug when he was only eight years old. Since then he has performed on shows with famous groups such as The Manhattans, Roy Ayers, and Linda Hopkins and the incomparable Jimmy Smith to mention a few.
His sound is described by many as smooth, soothing, mellow, relaxing, soulful, and easy listening reminiscent of Johnny Hartman and Nat ‘King ‘ Cole. He especially loves to sing ballads. When he sings them, they tend to command attention from his audiences. It has been said that whenever couples hear him, they fall in love all over again.
Among his many musical accomplishments, Oscar Sheppard has been nominated for an Emmy Award by The National Academy of Television Arts and Sciences as a composer for the Nationally acclaimed documentary ‘ Sweet Auburn’ (CBS)which included the Great Ray Charles and Little Richard. Oscar was also named a finalist in the Jazz vocalist category on Black Entertainment Television’s Jazz Discovery after winning a record eight weeks in a row and was subsequently featured on ‘Jazz Showcase’ which was aired internationally.
Recently, Mr. Sheppard completed production of his debut CD entitled Kiddio. The title song is cover of a Brook Benton song that was a hit during the 1960’s. Other songs include standards such as, You Go to my Head, I Get A Kick out of You, Wee Small Hours of the Morning, as well as two songs written by Oscar himself, entitled, ’Home Alone’ and ‘Heavy Weather’.

Performing for audiences in venues from night clubs to festivals and concert halls, Oscar’s rich baritone and lush stylings embrace lyrics and melodies in such a way that it’s easy to see why he is called “ The Smooth One”.

Services offered

Past booked events

November 2025

20

Thursday

Dinner Party

6:00pm - 7:30pm

Atlanta, GA

December 2022

10

Saturday

Dinner Party

7:00pm - 7:30pm

Norcross, GA

November 2022

18

Friday

Cocktail Party

9:30pm - 12:00am (Sat)

Atlanta, GA

May 2021

15

Saturday

Wedding Reception

3:30pm - 7:30pm

Atlanta, GA

September 2017

30

Saturday

Nonprofit Event

7:00pm - 11:00pm

Jonesboro, GA

February 2016

20

Saturday

Birthday (Adult)

6:00pm - 9:00pm

Atlanta, GA

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