Product & UX/UI Design
End-to-end product design covering UX audits, user research, experience strategy, and interface design to simplify complex workflows and data-heavy screens for enterprise software.
Partner with experienced UX practitioners who turn complex enterprise workflows and data-heavy interfaces into intuitive digital products. From Chicago's bustling tech and logistics corridors to nationwide B2B software leaders, we provide research-driven UX design, usability validation, and comprehensive accessibility compliance that align user satisfaction with business growth.

Comprehensive UX research, product design, usability validation, and accessibility solutions built specifically for complex B2B software platforms.
End-to-end product design covering UX audits, user research, experience strategy, and interface design to simplify complex workflows and data-heavy screens for enterprise software.
Expert evaluation of up to five core user flows, delivering annotated screenshots, severity ratings, and an actionable roadmap within two weeks of kickoff.
Qualitative user interviews, persona creation, journey mapping, card sorting, and tree testing to understand target audience needs and validate solutions for B2B platforms.
In-depth evaluations of product goals, UX processes, and team compositions to establish strategic roadmaps and align design systems with long-term business growth.
Iterative user testing measuring task times, identifying friction points, and recording user sessions to validate features before full engineering deployment.
Full WCAG 2.2 AA and Section 508 compliance testing using automated tools and assistive technologies to ensure accessible, legally sound digital products.

We evaluate existing product workflows, conduct in-depth UX audits, and interview target users. This research uncovers friction points across enterprise platforms, ensuring design strategies address real operational challenges faced by Chicago businesses.
See how our research-driven UX design transforms complex enterprise software and drives measurable user adoption.
We combine deep technical UX expertise with structured research to create intuitive, accessible enterprise software.
Proven experience solving complex data-heavy challenges for enterprise software, fintech, and cybersecurity platforms.
Certified accessibility expertise ensuring compliance with WCAG 2.2 AA and ADA procurement standards.
Design decisions validated by hands-on usability testing with actual users before software development.
One-on-one design coaching and fractional leadership to help product teams scale internally.
Dedicated UX researchers, product designers, and accessibility compliance consultants.

Founder
Jen Bullard is the Founder of Yes Yes Know, bringing over 20 years of UX experience in web and software development across high-tech, B2B, SaaS, cybersecurity, data management, and fintech industries. She holds a master's degree in Human Computer Interaction from RPI and a fine arts degree from the University at Buffalo. Jen lectures at Northeastern University and mentors at Techstars Boston, sharing her expertise with the next generation of designers and entrepreneurs. She is CPACC certified through the International Association of Accessibility Professionals, reflecting her deep commitment to accessible design. Since founding the company in 2019, Jen has built Yes Yes Know into a trusted UX and product design partner for B2B software companies throughout the Boston and Cambridge area, focused on research-led, accessible, and business-driven design solutions.

Director of Operations
Parker Jessie serves as Director of Operations at Yes Yes Know, where he manages and supports agency and client growth initiatives. His diverse background spans relationship management and communications across public, private, and nonprofit sectors, giving him a well-rounded perspective on organizational success. Parker's expertise in marketing, social impact, and technology allows him to bridge strategic operations with client needs effectively. He plays a key role in ensuring smooth day-to-day operations while helping the agency scale to meet the demands of its growing B2B software client base. Parker is dedicated to fostering strong client relationships and supporting the team's mission of delivering research-led, accessible UX solutions to companies across Boston, Cambridge, and beyond.

Senior UX Design Consultant
Nathalie Baudrand is a Senior UX Design Consultant at Yes Yes Know, contributing her expertise to the agency's research-led, accessible design process. As part of the senior design team, she works closely with B2B software companies, enterprise teams, and SaaS providers to craft user experiences that simplify complex, data-heavy workflows. Nathalie brings a thoughtful, user-centered approach to every project, ensuring that designs are both functional and accessible. Her work supports Yes Yes Know's mission of aligning UX strategy with business growth, helping technical leaders and product managers deliver software solutions that truly serve their end users across Massachusetts and beyond.

Senior UX Design Consultant
Pame Chevez is a Senior UX Design Consultant at Yes Yes Know, bringing specialized skill to the agency's end-to-end product design services. She partners with B2B software, SaaS, and cybersecurity clients to develop research-driven design solutions that address complex user needs. Pame's work emphasizes accessibility and user validation, ensuring designs are tested with real users throughout the development process. As a senior member of the design team, she contributes to strategy, research, and design phases alike, helping clients build maintainable, effective products. Her dedication to accessible, function-first design supports Yes Yes Know's mission of delivering exceptional UX to B2B software companies across the Boston and Cambridge region.

Development Lead
Andrew Male serves as Development Lead at Yes Yes Know, overseeing the technical implementation of the agency's design solutions. He plays a critical role in bridging the gap between UX design and functional, maintainable software products for B2B and enterprise clients. Andrew's expertise ensures that the innovative designs created by the UX team are built to high technical standards, supporting complex, data-heavy platforms across industries like SaaS, cybersecurity, and fintech. His development leadership helps Yes Yes Know deliver true end-to-end product design services, from research and strategy through to final implementation, ensuring clients receive robust, accessible, and scalable software solutions.

Junior UX Consultant
Vivian Kuo is a Junior UX Consultant at Yes Yes Know, contributing fresh perspective and dedication to the agency's user-centered design projects. She supports the senior design team in conducting research, developing design strategies, and validating solutions with real users for B2B and enterprise software clients. Vivian is growing her expertise in accessibility and research-driven UX practices, aligning with Yes Yes Know's core values of function before form and user-centered design. Her enthusiasm and attention to detail make her a valuable contributor to the team, helping deliver thoughtful, accessible product experiences for clients across the Boston and Cambridge area and beyond.

Principal UX Design Consultant / Fractional CXO
Rich Buttiglieri serves as Principal UX Design Consultant and Fractional CXO at Yes Yes Know, bringing senior-level strategic expertise to the agency's client engagements. In this dual role, he provides high-level experience strategy alongside hands-on design consulting for B2B software, enterprise, and SaaS clients. Rich's experience allows him to offer one-on-one coaching and design insights to technical leaders and project managers, a hallmark of Yes Yes Know's engagement model. He plays a key role in aligning UX strategy with business growth, ensuring clients receive both tactical design solutions and strategic guidance throughout their product development journey.

UX Design Consultant
Kevin Markgren is a UX Design Consultant at Yes Yes Know, contributing his design expertise to help B2B software companies create effective, user-centered products. He works across research, strategy, and design phases, collaborating with clients to simplify complex workflows and data-heavy interfaces. Kevin's approach emphasizes accessibility and user validation, ensuring that designs are tested and refined based on real user feedback. As part of the Yes Yes Know team, he supports the agency's mission of delivering research-led, accessible UX solutions to enterprise, SaaS, and cybersecurity clients throughout the Boston and Cambridge area.

Content Specialist
Zia Halawa is a Content Specialist at Yes Yes Know, responsible for crafting clear, effective content that supports the agency's UX and product design work. She collaborates with the design and development teams to ensure that content is accessible, user-friendly, and aligned with client goals. Zia's work helps bridge the gap between design and communication, ensuring that complex B2B software products are easy for end users to understand and navigate. Her contributions support Yes Yes Know's commitment to accessibility and research-driven design, helping clients across various industries deliver clear, effective product experiences.

Matt Hykes is a valued member of the Yes Yes Know team, contributing to the agency's mission of delivering research-led, accessible UX and product design solutions for B2B software companies. He supports the team's collaborative approach to client engagements, helping ensure high-quality outcomes across research, design, and development phases. Matt's contributions help the agency maintain its reputation as a trusted partner for enterprise, SaaS, and cybersecurity clients throughout the Boston and Cambridge area, embodying the company's core values of accessibility, user-centered design, and function before form.

Katriel Paige is a dedicated member of the Yes Yes Know team, contributing to the agency's work delivering accessible, research-driven UX and product design services. She supports client engagements across research, design, and strategy, helping B2B software companies simplify complex, data-heavy products. Katriel's contributions align with Yes Yes Know's mission of combining user-centered design with business-focused outcomes, helping the agency serve enterprise, SaaS, and technology clients throughout Massachusetts and beyond with thoughtful, well-executed design solutions.
UX designer compensation in Chicago varies depending on years of experience, specialization, and whether the role is in-house or agency-based. Rather than managing hiring overhead and fluctuating market salaries, many businesses partner with external agencies offering structured flat-fee audits or flexible time-and-materials engagements for specialized design expertise.
Speak directly with our UX design consultants to discuss your product needs.
Certified professional in accessibility core competencies
Recognized partner for product and UX design
Mentoring emerging founders and tech product leaders
Reach out to schedule a UX audit, discuss VPAT accessibility requirements, or consult on your next product design phase.
For immediate assistance, feel free to give us a direct call at 617.551.1191. You can also send us a quick email at hello@yesyesknow.co.
For immediate assistance, feel free to give us a direct call at 617.551.1191. You can also send us a quick email at hello@yesyesknow.co.