Jessica Gressa - Makeup Artist  & Photographer

My Story: 

Whether you're updating your social media presence, launching a new business, or simply need a sharp headshot for your LinkedIn profile, I can capture who you are as a business professional and help cultivate your personal brand.

I discovered my passion for photography four years ago, and decided to spend a summer studying at the Santa Reparata International School of Art in Italy. Afterward, I continued photographing friends and family before focusing specifically on headshots and portraiture. While I work full-time as a copy editor, I freelance as a photographer and makeup artist on weekends and evenings.

I have three years of experience as a makeup artist working on everything from bridal looks to fashion editorials. I have worked for Estee Lauder and MAC Cosmetics, and especially enjoy using my experience to style clients before a photo shoot. I also have experience styling and directing editorial fashion shoots.


My Services:

  • Professional head shots
  • Makeup artistry for photographs and events
  • Styling for photo shoots
  • Copy writing for social media

$50+ / Hr

Jessica Gressa

I'm an editor and lifestyle journalist with a love for photography, art, fashion, and thrift shopping. I'm originally from the Midwest and the love of my life is my adorable French bulldog.

I received my undergraduate degree in both journalism and strategic communication from the University of Wisconsin-Madison. I've written more than 60 articles for publications and websites, including the Wisconsin State Journal, SocialStudiesDC, and Best Dressed Man.

Reviews (4): 

"I had so much fun working with Jessica! I was in need of professional headshots to use for my website and social media profiles, and I could not be happier with the results. She did a fabulous job with the makeup--I felt beautiful!--as well as the photoshoot itself. She has a great eye for detail and composition. I completely trusted her art direction in every aspect. She was very open to the look and feel I was going for and she totally nailed it. There were so many good photos to choose from that it was hard to pick a favorite! I definitely recommend her." - Becky, Client

"I asked around to find someone to do some quick headshots for a media interview, and several people recommended that I work with Jessica!  I saw the work she had done in the past and loved her approachable, relaxed style.  We spent an hour trying on different accessories, shooting in multiple different areas, and using many poses.  She has fabulous taste, is completely professional, and expertly directed the shoot.  She even edited the photos immediately so I could send them out the next day.  I couldn't recommend her more!" - Stephanie, Client

"Jessica took headshot photos of me for the relaunch of my magazine business. She gave me several poses to choose from and was great at giving direction on what to do in front of the camera. The photos turned out wonderfully! I've received sooooo many compliments on the photos and I would definitely work with Jessica again!"  Andrea, Client

"Jess and I work together and I was thrilled when she agreed to do my hair and makeup for a friend's wedding.  I absolutely loved what she did and she made me feel so beautiful.  She really accentuates your natural beauty without making you look too over the top and makes you feel so comfortable too!  She is a joy to work with and I would recommend her to anyone." - Rachel, Client

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