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
We are live musicians who love creating unforgettable moments with our music. I’m a vocalist who performs with a small group of talented jazz and pop players, including experienced keyboardists, bassists, and drummers.
From classic jazz standards to favorite pop songs and festive holiday tunes, we bring a warm, elegant sound to your celebration. With 17 years in the music world, we’re professional, reliable, and focused on making your event feel special.
Discounts may be available when booking in advance. For events more than 25 miles away, a higher minimum applies to cover travel, setup, and teardown.
Tell us about your event, and we’ll help you choose the perfect live music for your occasion.
Overview
Hired 6 times
Serves San Juan Capistrano, CA
Background checked
2 employees
17 years in business
Business hours
Sun6:00 pm - 10:00 pmMon6:00 pm - 10:00 pm
Payment methods
This pro accepts payments via Apple Pay, Cash, Check, Credit card, Venmo, and Zelle.
Customers rated this pro highly for professionalism, responsiveness, and punctuality.
Exceptional 5.0
5 reviews
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Your trust means everything to us. Learn about our review guidelines.
Jennifer W.
Apr 2, 2026
Cheryl is a lovely and very talented singer. She and her excellent pianist added really enjoyable and professional entertainment to our party. We have also seen them perform at the really good Brio Grill Italian restaurant Dana Point. We highly recommend them! Pierre & Jennifer
Cathy G.
Jun 18, 2021
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Hired on Thumbtack
She was really sweet, showed up on time. She even sang and played songs we requested. We were thankful to have live music at our event & she was great.
Details: General event / party • 76 - 100 guests • 18 - 30 years old • 31 - 50 years old • 51 or older • Vocals • Guitar • Jazz / Blues • Outdoors
Music Entertainment
Mara B.
Apr 29, 2022
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Hired on Thumbtack
Cheryl was an absolute joy to work with. I was looking for someone to surprise my husband for his birthday party and she was everything I was hoping for. She really added that extra special element while being very unobtrusive at the same time. I would recommend her highly.
Details: Birthday party • 26 - 50 guests • 51 or older • Guitar • Vocals • Jazz / Blues • Covers • Outdoors
Music Entertainment
Cori M.
Dec 23, 2019
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Hired on Thumbtack
She made my Christmas party super fun, singing and allowing singalongs
Details: Holiday party • 51 - 75 guests • 31 - 50 years old • 51 or older • Piano • Other • Other
Cheryl Silverstein's reply
Thank you.
Music Entertainment
Annette S.
Jan 4, 2020
•
Hired on Thumbtack
She was versatile and everyone enjoyed her presentation.
Details: Holiday party • 26 - 50 guests • 51 or older • Vocals • Other • Banquet hall / ballroom
Cheryl Silverstein's reply
Thank you.
Music Entertainment
Credentials
Background Check
Cheryl Silverstein
FAQs
What should the customer know about your pricing (e.g., discounts, fees)?
I am flexible and there is always room for negotiation, but I know my worth and the hard work it takes to be a professional vocalist and musician. So, I do have a bottom line that is fair and equitable. My musicians are professional as well and are talented and seasoned and deserve a reasonable fee for service.
What is your typical process for working with a new customer?
Introduce myself, convey my love of music and how this transfers over to them to make their event the best possible one. Negotiate the gig details and be available to answer any questions they might have or requests they may want filled.
Call them close to the gig for any last minute reassurance they may need. Show up early to set up for success.
What education and/or training do you have that relates to your work?
I have a MA. I have studied music-jazz at Saddleback College. I have taken lessons for many years always learning new vocal techniques. I sing in many different venues locally and currently I like to be performing as much as possible.
