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Haley Cassera Photography Collective

Top Pro

Budget
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About
Hi, I’m Haley — the owner and lead photographer behind Haley Cassera Collective. I am a Maryland-based wedding and lifestyle photographer specializing in editorial, true-to-color weddings, intimate elopements, and surprise proposals throughout MD, DC, VA, PA, and WV. I also bring this same polished, authentic perspective to branding and corporate events. My approach values honest, candid connection over rigid, forced posing. I believe the images you will cherish most are the ones born when you are fully present and simply enjoying your day. To protect your peace of mind, I handle the logistical heavy lifting behind the scenes—from crafting a seamless wedding timeline to managing custom lighting—so you can focus entirely on the emotion of the moment. When you work with the Collective, you are investing in a comprehensive creative experience that bridges classic archival photography with modern digital storytelling. For celebrations that call for both still frames and dynamic movement, my team provides high-end content creation alongside professional imagery. You get a sophisticated gallery meant for your walls, plus intentional, behind-the-scenes vertical video clips ready for social media. While I love traveling to capture your milestones, please note that custom travel fees apply for destinations outside of my 31 mile included radius. I would love to hear what you are dreaming up! Let’s create something unforgettable together! (For the quickest response and a deeper look at my portfolio, feel free to reach out directly through my socials.)
Overview

Current Top Pro

Hired 119 times

Background checked

2 employees

1 year in business

Business hours

Sun12:00 am - 11:59 pmMon12:00 am - 11:59 pm

Payment methods

This pro accepts payments via Credit card, PayPal, Square cash app, Stripe, and Venmo.

Social media

Facebook, Instagram

Services offered
Photoshoot location

Photo studio

Outdoors

Home

Hotel

Photo formats

Digital or online download

Work location

My customers travel to me

I travel to my customers

Projects and media
Projects and media
Reviews

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

Exceptional 5.0

126 reviews

5

98%

4

2%

3

0%

2

0%

1

0%

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Read reviews that mention:


pro avatar
Sazid K.

Jun 19, 2026

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Hired on Thumbtack

Haley was absolutely wonderful to work with from start to finish! Her expertise in surprise proposal was vital to me pulling it off to surprise my now fiancé! She was easy to work with, communicative throughout the process and went the extra mile to make the moment so special and capture it all! Truly helped make our moment one to remember!

Details: Proposal photoshoot • Traditional posed • Candid • Outdoors • One location • My home, venue, etc.

Engagement Photography
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Andrew B.

May 15, 2026

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Hired on Thumbtack

Haley was great from the minute I messaged her. Then during the session she made it much fun and her enthusiasm and energy made us feel like we were hanging out with a friend. Made for a fantastic shoot and I can’t recommend her highly enough

Details: Proposal photoshoot • I'm flexible • Outdoors • One location • My home, venue, etc.

Engagement Photography
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Owen G.

4 weeks ago

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Hired on Thumbtack

Haley was great in helping coordinate and secretly set up for engagement pictures! She was very responsive, helped me keep the secret, and was so helpful in choosing places to take pictures after the engagement. I would definitely recommend her!

Details: Proposal photoshoot • I'm flexible • I'm flexible • One location • My home, venue, etc.

Engagement Photography
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Will B.

Jun 18, 2026

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Hired on Thumbtack

Haley was amazing! She was able to help me with my surprise engagement within a week’s notice, was very enthusiastic, and a great person to work with. We had some crazy circumstances that delayed our arrival by over an hour and not once did Haley make us feel rushed! She captured our moment beautifully with both pictures and video, and was an awesome photographer to work with. I would recommend her for anyone’s surprise proposal, she is wonderful!!

Details: Proposal photoshoot • Candid • Outdoors • One location • My home, venue, etc.

Engagement Photography
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Wendy G.

Feb 22, 2026

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Hired on Thumbtack

Haley was warm, professional, and came prepared with great poses that made the session feel natural and relaxed. We received many beautiful photos that captured this special moment.

She was communicative throughout the entire process and very flexible with location, giving us the option to do an outdoor shoot or pivot to a cozy in-home session depending on the weather. Highly recommend!

Details: Maternity portrait • Traditional / classic (looking directly at the camera) • Natural / environmental (photographed in an outdoor setting) • Artistic (focus on composition, lighting) • Candid (captured in the moment) • I'm flexible • At the pro’s location • My home, venue, etc.

Portrait Photography
Credentials
Background Check

Haley Cassera

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