If you hire this pro, you’re covered by a money-back guarantee. Learn more
If you hire this pro, you’re covered by a money-back guarantee. Learn more
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 92 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.
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
Projects and media
Reviews
Customers rated this pro highly for professionalism, work quality, and punctuality.
Excellent 4.9
46 reviews
5
89%
4
11%
3
0%
2
0%
1
0%
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Read reviews that mention:
Kira P.
3 weeks ago
•
Hired on Thumbtack
Charlie was a wonderful addition to our corporate reception. He provided a ton a fun music. We even had people up and dancing to him, with no formal dance floor. You know the musician is AWESOME when attendees dance. It's so rare for them to get up and dance these days. We are grateful to Charlie for his professionalism, responsiveness, punctuality, and quality of his talent. He was such a professional even when the hotel pulled the plug on him mid-song. Which we apologize for, by the way, Charlie! Book him, you will not be sorry!
Details: Corporate event • 76 - 100 guests • 51 or older • 31 - 50 years old • Vocals • Other strings • Guitar • Piano • Variety • Pop / top 40 • Rock / classic rock • Covers • Outdoors
Charlie's Live Music's reply
Hi Kira, thanks for the wonderful review! I had a great time playing live music for the reception and the diverse group of people. It was fun and exciting to have the attendees dancing, enjoying the music, and having a good time. Thanks again for having me and I hope to have the opportunity to work with you again at a future event!
Music Entertainment
Jen R.
May 24, 2026
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Hired on Thumbtack
Charlie was amazing! We wanted a fun, chill vibe with good tunes & he delivered. Great personality, highly professional & extremely talented. He took requests from attendees and made the atmosphere of our party so enjoyable. Highly recommend Charlie - now we want to host another party just so we can have him back!
Details: Birthday party • 26 - 50 guests • 51 or older • 31 - 50 years old • Guitar • Piano • Vocals • Pop / top 40 • Rock / classic rock • Covers • Outdoors
Charlie's Live Music's reply
Thanks Jen! I appreciate you having me and I’m glad everyone enjoyed the music. It was a lot of fun! I’d love to play again sometime.
Music Entertainment
Ruby B.
Jul 7, 2026
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Hired on Thumbtack
Charlie performed at our July 4th Country Club BBQ. He was responsive, polite and punctual. He is talented at what he does and we were glad to have him join us. Thanks Charlie!
Details: Holiday party • 76 - 100 guests • 51 or older • Guitar • Oldies • Rock / classic rock • Covers • Banquet hall / ballroom
Charlie's Live Music's reply
Thank you so much Ruby! It was very fun performing for your July 4th BBQ. I'm glad everyone enjoyed the music and had a great celebration. I hope to have the opportunity to perform for you again in the future!
Music Entertainment
Jon S.
Dec 22, 2025
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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
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.
