Headshot & Branding Photo Sessions

Jillian offers either group headshot sessions or branding photo sessions that include headshot photos.

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Headshot & Branding Photo Sessions

Group headshot sessions are great for business & other organizations who need headshot photos of 5+ employees/associates/other stakeholders done at the same time, same location, with the same backdrop, to have a cohesive look to their website’s team section with matching headshots for everyone! New for 2025 – group headshot packages!

Personal branding photo sessions are crafted for small businesses, content creators, or individuals building their personal brand who need a customized, cohesive set of photos in addition to a headshot, showcasing their line of work, product, or service in a way that appeals to their target customers/clients. Typically branding photo sessions are for small businesses that have one main business owner /founder or have less than a handful of business owners / co-founders, etc. who are all the face of the business and need to be included in the marketing photos for that business.

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You need a cohesive set of high quality, professional looking images to show not just your face or the faces behind your brand, but to also visually show what it is that you do, your passion for it, as well as your unique perspective and experience in your industry.

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This cohesive set of images is great for all the places you need additional branded photos, such as for email campaigns, your website, social media posts, profile images, cover photos, video thumbnails, and more!

Customized to showcase your brand & what it is that you do in a way that is appealing to your target audience.

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Starter
$
  • 10-15 retouched photos
     
  • 1.5 hr session
  • 1 social media slideshow video of the photos from the shoot
    (15 sec, max 10 photos)

  • One 15 sec. behind the scenes video clip of your session
    (in either vertical or horizontal format & edited with basic color correction & video stabilization)

  • 14 day turnaround for final edited photos & video clips

    30-45 minute pre-production / consultation meeting before the session

Plus
$
  • 20-25 retouched photos
  • 3 hr session

    2 social media slideshow videos of the photos from the shoot (15 sec., max 10 photos)
  • One 30 sec & one 15 sec behind the scenes video clip of your session
  • 7 day turnaround for final edited photos & 14 day turnaround for edited video clips
  • 30-45 minute pre-production / consultation meeting before the session

Ultimate
$
  • 30-35 retouched photos
  • 5 hr session
    4 social media slideshow videos of the photos from the shoot (15 sec., max 10 photos)
  • Two 30 sec & one 15 sec behind the scenes video clips of your session
  • One 15-30 sec Intro clip in 4K
  • 7 day turnaround for edited photos & the slideshow & behind the scenes video clips & 14 day turnaround for the 15-30 sec Intro clip in 4K

    45 min - 1 hour pre-production / consultation meeting before the session

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Group Headshot Photo Sessions

Now offering packages for group headshots!

For group sizes from 5 to 50+ people in an up to 8 hour shoot at 1 location. 

  • Group headshot photo sessions are perfect for businesses, brands, or other organizations needing to get headshot photos done for a group of 5 or more employees, staff, associates, or other stakeholders with a coordinated or matching look to the photos.
  • Group headshot sessions are to get your group’s headshot photos done all on the same day, at the same location, and with the same background & lighting set up for every person in your group.
  • If your group needs longer than an 8 hour shoot split up over multiple days, or is larger than 100+ people, or needs multiple locations, or another customization not offered in these packages email Jillian at jillian(at)jillianreganphotography.com for a custom quote.

Starter

Plus

Ultimate

  • Photographer selects & edits best photo for each person.
  • 14 business days editing turnaround time
  • Each person gets to pick their favorite photo from 3 – 5 un-retouched photos & then their selected photo is edited with the final edits
  • 10 business days editing turnaround time
  • Each person gets to pick their fav photo from 3 – 5 lightly retouched photos & then their selected photo is edited w final edits
  • 7 business days editing turnaround time
  • 2 Behind the scenes video clips of the group headshot session for your organization’s own marketing purposes: one 30 sec video clip & one 15 sec video clip edited with basic color correction & video stabilization

for a Small Group: 5-10 people,  up to a 1 hour long shoot

$75 per person

$99 per person

$120 per person

for an Average Group: 11-25 people, up to a 2 hour long shoot

$70 per person

$95 per person

$115 per person

for a Large Group: 26-49 people, up to a 4 hour long shoot

$60 per person

$90 per person

$105 per person

for an Extra Large Group: 50+ people, up to an 8 hour long shoot

$55 per person

$85 per person

$95 per person

Add Ons

Additional time, number of retouched, edited photos, planning time, locations, etc., can be added on any headshot & branding photo session packages to customize it to fit your needs.

Makeup artists and/or hair stylists can be added on to any photo session as well.

Headshot photo sessions can also be added onto any other type of photo or video session offered by Jillian Regan Photography & Video.

Combined photo and video packages are available as well as 6 month, 9 month, and 12 month photo and/or video production contracts that can include headshot photos.

To get a customized estimate or quote specific to your business or organization’s photo or video needs, fill out the form linked here.

Use the online calendar linked here to set up a meeting to discuss your headshot branding photo session or email Jillian at Jillian@JillianReganPhotography.com.

Frequently Asked Questions (FAQs)

Q: Do you require a deposit?

A: Yes. A deposit of 50% of the headshot & branding photo session package price is required to reserve your photo session date. If you’re adding on a makeup artist or hair stylist to your session, they may also require a deposit, this varies by makeup artist or hair stylist.

For group headshot sessions for larger organizations no deposit is required unless adding a makeup artist or hair stylist to the group photo session & they require a deposit or for a location rental that requires a deposit.

Q: How can I pay for my headshot & branding photo or group headshot session?

A: Jillian Regan Photo & Video accepts credit cards (Visa, American Express, Discover, & Mastercard), PayPal, Venmo, CashApp, cash, or check.

For group headshot sessions for larger organizations Jillian Regan Photo & Video offers electronic invoicing with invoices sent after the session and 30 days to pay from the date the invoice was sent.

Q: Do you offer payment plans?

A: A payment plan can be arranged to meet your needs. All payments will have to be processed with the headshot & branding session paid in full before Jillian starts taking photos at your headshot & branding session. You can bring your payment method with credit card, cash, PayPal, Venmo, or CashApp to pay at the start of the session before Jillian begins taking photos.

Group headshot sessions for larger organizations are typically invoiced after the conclusion of the shoot with 30 days to pay the invoice unless another payment plan has been arranged.

Q: Do you do headshot & branding photo or group headshot sessions outside of the Charlottesville, Virginia area?

A: Yes. Travel to locations outside of Albemarle County, Virginia has a travel fee of $50/hour of driving time. Locations more than 2 hours driving time away will require an overnight stay with additional travel costs.