I’m a UX Designer who specializes in making complex systems feel clear and intuitive. Before moving into design, I spent over a decade working directly with customers in roles across food service, retail, dispatch, and HVAC maintenance—experience that shaped my practical understanding of how people actually work and solve problems. Today, I design for complex healthcare platforms, including Pharmacy Benefit Manager (PBM) applications, focusing on improving usability and workflow efficiency for professional users. With a background in visual arts—drawing, illustration, animation, and graphic design—I bring a strong sense of hierarchy, storytelling, and visual craft to the products I design.

Jacalyn Dobberstein

I’m a UX Designer who specializes in making complex systems feel clear and intuitive. Before moving into design, I spent over a decade working directly with customers in roles across food service, retail, dispatch, and HVAC maintenance—experience that shaped my practical understanding of how people actually work and solve problems. Today, I design for complex healthcare platforms, including Pharmacy Benefit Manager (PBM) applications, focusing on improving usability and workflow efficiency for professional users. With a background in visual arts—drawing, illustration, animation, and graphic design—I bring a strong sense of hierarchy, storytelling, and visual craft to the products I design.

Available to hire

I’m a UX Designer who specializes in making complex systems feel clear and intuitive. Before moving into design, I spent over a decade working directly with customers in roles across food service, retail, dispatch, and HVAC maintenance—experience that shaped my practical understanding of how people actually work and solve problems.

Today, I design for complex healthcare platforms, including Pharmacy Benefit Manager (PBM) applications, focusing on improving usability and workflow efficiency for professional users. With a background in visual arts—drawing, illustration, animation, and graphic design—I bring a strong sense of hierarchy, storytelling, and visual craft to the products I design.

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Language

English
Fluent

Work Experience

UX Designer at Cigna Healthcare - Evernorth (Pyramid Consulting Contract)
September 1, 2024 - April 1, 2026
Spearheaded foundational UX design for the Benefit Experience Navigator (BEN), an internal and external insurance portal; designed all custom UI components for the plan design feature (approximately 50% of BEN's interface); led stakeholder and developer handoffs; delivered interactive, high-fidelity Figma demos to clients; served as interim UX lead; collaborated with a senior content designer to craft accessible copy across screens; created a fully-functional hi-fidelity prototype for a workman's comp portal.
UX Designer at Independent Blue Cross (Beacon Hill Staffing Contract)
February 1, 2023 - June 1, 2024
Led design of five internal/external applications for a major health insurer; redesigned Medicare agent Broker portal; created a responsive Group Portal; integrated Stop Loss Reports into a medical reporting app; conducted in-depth user research and testing; used Figma for sketches, wireframes, prototypes, and components.
UX Designer at The Citizen Project, Remote
September 1, 2022 - January 1, 2023
Designed a dynamic community engagement platform for Roosevelt Island; crafted an intuitive landing page with icon-based navigation; defined a comprehensive style guide and mood page to ensure cohesive, inclusive experience across the platform.
UX Designer at Kanban Zone, Remote
June 1, 2022 - August 1, 2022
Overhauled web pages for a B2B Kanban Method website with user-friendly dropdown menus and intuitive sections; created responsive screens for multiple devices to maximize usability and engagement.
Digital Printing Specialist at Coastal Printing, Inc.
January 2, 2018 - October 10, 2019
Consistently produced prints for diverse clientele by applying printer calibration and color accuracy; performed color correction/editing; streamlined preparation and packaging for distribution, improving turnaround time and delivery.
UX Designer at Kanban Zone
June 1, 2022 - August 1, 2022
Led design efforts to overhaul web pages for a B2B Kanban Method site, introducing user-friendly dropdowns and intuitive sections to improve usability. Created responsive screens for cross-device experiences and enhanced accessibility.
UX Designer at The Citizen Project (Roosevelt Island, NY)
August 31, 2022 - December 31, 2022
Collaborated on a dynamic community engagement platform to connect residents with government officials and emergency services; crafted an intuitive landing page and defined a cohesive style guide to ensure inclusive experience.

Education

UI/UX Design Certification at Springboard (Remote)
October 1, 2021 - September 1, 2022
Bachelor of Arts, Art/Media/Design at DePaul University, Chicago, IL
September 1, 2013 - June 1, 2016
Associate of Science, Animation at College of DuPage, Glen Ellyn, IL
August 1, 2010 - May 1, 2013
UI/UX Design Certification at Springboard
October 1, 2021 - September 1, 2022
Bachelor of Arts, Art/Media/Design at DePaul University
September 1, 2013 - June 1, 2016
Associate of Science, Animation at College of DuPage
August 1, 2010 - May 1, 2013

Qualifications

UI/UX Design Certification
October 1, 2021 - September 1, 2022
UI/UX Design Certification
October 1, 2021 - September 1, 2022

Industry Experience

Healthcare, Professional Services, Software & Internet, Government, Education