Charlie's Live Music

$600/hour

Estimated price

Zip code

Scheduling

Budget

Music genres

About

Charlie Shephard is a acoustic guitar player/Singer with a degree in Music from Rollins College and over a decade of live performance experience. He plays hundreds of well-known rock/pop/country covers from the 1950’s-today all around Florida for a wide variety of events. He takes pride in making every event a success.

Overview

Hired 88 times

Serves Maitland, FL

Background checked

1 employee

16 years in business

Business hours

This pro hasn't listed their business hours.

Payment methods

This pro accepts payments via Cash, Check, PayPal, Venmo, and Zelle.

Social media

Facebook, Instagram

Top Pro status

Top Pros are among the highest-rated, most popular professionals on Thumbtack.

2020

2019

Services offered

Music types

Event type

Wedding reception

Wedding ceremony

Birthday party

Cocktail hour

Music genres

Pop / top 40

Rock / classic rock

Covers

Variety

Projects and media

Reviews

Customers rated this pro highly for professionalism, work quality, and punctuality.

Excellent 4.9

43 reviews

5

88%

4

12%

3

0%

2

0%

1

0%

Read reviews that mention:

Jon S.

Dec 22, 2025

•

Hired on Thumbtack

Charlie has a wide range of music, he put together an amazing playlist to fit my event. I couldn’t have been happier with his performance and professionalism.

Details: General event / party • 26 - 50 guests • 18 - 30 years old • 31 - 50 years old • 51 or older • Vocals • Guitar • Variety • Country / bluegrass • Covers • Outdoors

Music Entertainment

Dana P.

Jan 4, 2026

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Hired on Thumbtack

Charlie was wonderful and a definite enhancement to our NYE party! He was professional, punctual, responsive and best of all, a great musician and crowd pleaser. I’ve already hired him for another event three months from now!

Details: General event / party • 26 - 50 guests • 51 or older • 31 - 50 years old • Guitar • Rock / classic rock • Outdoors

Music Entertainment

Michael S.

May 5, 2015

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Hired on Thumbtack

I've been taking lessons with Charlie for a couple of months now and everything has been running really smooth and I've learned a lot. Since day one he always has great lessons planned with a lot of different exercises to practice and he even theory so I'm learning the background too. I think the best characteristic about Charlie would be how comfortable he will make you feel. Even when I would mess up 20 times in a row, he kept a great attitude and kept working until I could get it right. Charlie is a great teacher and a great friend with a passion for music.

Guitar Lessons

Sophia J.

Jul 28, 2019

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Hired on Thumbtack

Charlie came and played for a party we threw at the dealership. He was on time, setup quickly and was very good at reading the crowd on what to play. I'm so glad that I did not have to think of songs for him he knew exactly what to do. He was even easy-going when I had to interrupt a few times to make a couple of announcements. Loved his style and would definitely use him again for upcoming events! Highly recommended!

Details: General event / party • 26 - 50 guests • 31 - 50 years old • 18 - 30 years old • 51 or older • Guitar • Vocals • Band • No preference • Variety • Other

Music Entertainment

James W.

Dec 30, 2019

•

Hired on Thumbtack

Details: Cocktail hour • 25 guests or fewer • 31 - 50 years old • 18 - 30 years old • 51 or older • Band • No preference • Pop / top 40 • Rock / classic rock • Outdoors

Music Entertainment

Credentials

Background Check

Charlie Shephard

FAQs

What should the customer know about your pricing (e.g., discounts, fees)?
It varies for each event and the services requested.
What is your typical process for working with a new customer?
I like to hear about your event and see if my music would be a good fit.
What education and/or training do you have that relates to your work?
I have performed live music for about 15 years for a wide variety of events. I have a Bachelors degree in music from Rollins college where I studied guitar. I play multiple instruments including guitar, bass, singing, drums, and piano. I love sharing the joy of music with other people.