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Cayleigh Sir Photography

$300
Estimated price

Scheduling
Budget

It’s free, with no obligation to book

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If you hire this pro, you’re covered by a money-back guarantee. Learn more

About
Please only reach out if you are genuinely interested in booking. Thumbtack incurs charges for each inquiry or message we receive. * Please use mail to inquire about sessions and pricing for 2025 bookings * Prices per session starting at $300. Currently booking October 2025. My passion is incorporating natural backgrounds with a candid style session. Think hanging out with a really good friend and just having fun. I want to capture you enjoying time with loved ones (pets or people) that make you smile every time you look back on that photo.
Overview

Hired 15 times

Serves Brooklyn, NY

Background checked

1 employee

5 years in business

Business hours

This pro hasn't listed their business hours.

Payment methods

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

Social media

Instagram

Services offered
Photoshoot type
Photo style

Traditional posed

Candid

Artful composition and lighting

Natural or environmental

Wedding photographer also needed

Projects and media
Projects and media
Reviews

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

Exceptional 5.0

17 reviews

5

100%

4

0%

3

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Read reviews that mention:

pro avatar
Sharri P.

Oct 10, 2024

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Hired on Thumbtack

Cayleigh is AMAZING!!!! Her photos are gorgeous!! We live in NC and I contacted her because my daughter’s boyfriend wanted to do a surprise proposal in NYC Central Park on Labor Day. She listened carefully to his vision, went to Central Park to scout locations that would meet that vision, sent photos to him of those locations and worked with him to plan the perfect proposal!! Both sets of parents flew to NYC and she met us the morning before the proposal. The proposal was perfect and she spent time after walking through the park after to get photos in iconic NYC locations that they loved. She was so sweet and made it fun for the newly engaged couple and families. They both say it is the best photos they have ever had taken!! We cannot say enough about the wonderful experience from the beginning to the end and we hope to work with her again.

Details: Proposal photoshoot • Traditional posed • Candid • Outdoors • One location • Online or digital proofs and prints • My home, venue, etc.

Engagement Photography
pro avatar
Lori S.

Dec 23, 2024

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Hired on Thumbtack

We had such a great experience with Cayleigh! She was very communicative throughout the process, listened to what our daughter was seeking for her senior photos, and created a session that met all of our expectations. Most importantly, she put our daughter at ease during the photos with her demeanor. She is very easy to work with, and the end results speak for themselves. Thank you Cayleigh!

Details: Graduation portrait • Natural / environmental (photographed in an outdoor setting) • Outdoors • Digital or online download • At the pro’s location • My home, venue, etc.

Portrait Photography
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Dean S.

Dec 23, 2024

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Hired on Thumbtack

We could not recommend Cayleigh more!! If you are looking for a photographer for any occasion, she is a fantastic option. Cayleigh worked with me to set up such a special moment. Cayleigh was responsive, helpful, thoughtful, and very considerate of the entire process. She captured an incredibly special moment that told a story we will remember for the rest of our lives. 10/10!!!

Details: Proposal photoshoot • Natural or environmental • Outdoors • One location • Online or digital proofs and prints • My home, venue, etc.

Engagement Photography
pro avatar
Christina S.

Nov 8, 2024

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Hired on Thumbtack

Cayleigh is lovely to work with. She has a calm and attentive presence, and navigated our high energy kids professionally and kindly. She provided us with lots of photos to choose from. I also found her to be highly responsive in messaging, and proactively scheduled a call with me prior to the photoshoot. I would definitely recommend Cayleigh as a photographer and use her again.

Details: Family or children's portrait • Traditional / classic (looking directly at the camera) • Candid (captured in the moment) • Artistic (focus on composition, lighting) • Natural / environmental (photographed in an outdoor setting) • Outdoors • Digital or online download • My home, venue, etc.

Portrait Photography
pro avatar
Sachi N.

Sep 4, 2024

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Hired on Thumbtack

Cayleigh did an amazing job capturing moments with my dog and family. She’s easy to work with—always responsive to inquiries and quickly grasps our vision for the shoot just by seeing a few examples. She skillfully navigates the session, expertly directs the dog, and guides pet owners on posing. I’d gladly hire her for another photo shoot.

Details: Pet(s) and family • One pet • Dog • Outdoors • Candid (captured in the moment) • Digital or online download • 16 - 20 shots • My home, venue, etc.

Pet Photography
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Cayleigh Sir

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