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If you hire this pro, you’re covered by a money-back guarantee. Learn more
About
Sydney Fay is a rising force in the world of jazz-pop. Her songs combine the traditional, familiar elements of 1940s and ‘50s jazz with the soft-beating tendencies of the finger-picked acoustic guitar. Though her sound is reminiscent of greats such as Ella Fitzgerald, Chet Baker, and Nina Simone, she also takes inspiration from contemporary giants like Norah Jones, Corinne Bailey Rae, and Esperanza Spalding, creating a vibrant soundscape that warmly embraces any listener.
Based in Brooklyn, Sydney has performed all around the city at venues like Pianos NYC, The Bitter End, Mercury Lounge, and Rockwood Music Hall. She released her sophomore EP titled If I Told You in November 2023.
Overview
Hired 7 times
4 similar jobs done near you
Background checked
1 employee
11 years in business
Business hours
This pro hasn't listed their business hours.
Payment methods
This pro accepts payments via Cash, Venmo, and Zelle.
Customers rated this pro highly for work quality, professionalism, and responsiveness.
Exceptional 5.0
5 reviews
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Annie L.
Dec 28, 2025
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Hired on Thumbtack
Sydney is such a lovely addition to my marriage brunch party on 12/27, she even came through after a big snowy night and was attentive and professional with touching base and coordinating. I was actually looking for a jazz trio and not a vocalist when I came across Sydney's profile and couldn't shake it off that I need her as well as the jazz trio, and it worked out perfectly. Sydney is wonderful in having space for flexibility in fitting into your event. Her performance was solid and sound is sweet and pure, I only regret not having her for more time and more songs!
Details: General event / party • 51 - 75 guests • 18 - 30 years old • 31 - 50 years old • 51 or older • Band • No preference • Jazz / Blues • Other
Music Entertainment
Kelsey M.
Dec 10, 2025
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Hired on Thumbtack
Our company holiday party would not have been half as amazing without Sydney and the band! They're all extremely talented and created the perfect ambiance for the event. Guaranteed you will not be disappointed if you book them! Thanks again!
Details: Holiday party • 51 - 75 guests • 31 - 50 years old • Band • Jazz / Blues • Other • Other
Music Entertainment
Danielle g.
Dec 20, 2024
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Hired on Thumbtack
Absolutely amazing!! She set the mood to my event and I am so happy I chose her. She has a beautiful voice, fun to work with and reliable.
Details: General event / party • 18 - 30 years old • 31 - 50 years old • Vocals • No preference • Other
Music Entertainment
Allison B.
Apr 1, 2024
Sydney performed a celebration of life for my parents. Her performance was everything I could have hoped for. She was super responsive in leading up to the day and open to song requests and working with logistics to accompany a slide show; was prompt the day of (in spite of pouring rain in NYC); and an overall pleasure to work with.
Anna X.
Jun 12, 2025
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Hired on Thumbtack
Sydney was brilliant! She brought great energy and vibes to our holiday party. We wouldn't hesitate to hire her again!
Details: General event / party • 31 - 50 years old • Vocals • Jazz / Blues
Music Entertainment
Credentials
Background Check
Sydney Dellaratta
FAQs
What should the customer know about your pricing (e.g., discounts, fees)?
My pricing is dependent on several factors including the following: date of event (how much notice I am given to prepare), event length, style of performance, song requests (whether I am required to learn new music), and travel distance.
What is your typical process for working with a new customer?
Typically, I begin by asking clients to provide me with as much of the above information as they can, if they haven't already. After this, I am able to develop an accurate quote based on their needs. After a deposit is paid, the event will go on my calendar and we will get the ball rolling!
What education and/or training do you have that relates to your work?
I received a Bachelor of Science in Music Industry from Northeastern University.
