About Jenn

I close the gap between what organizations
say and what they do.

With 20+ years at the intersection of design, strategy, and enterprise operations, I've built my career on one belief: that the most powerful thing a design leader can do is eliminate the distance between executive vision and real human experience.

That means sitting in executive rooms to shape strategy, then going deep with engineering and operations to ensure execution. It means building teams that are trusted partners to the C-suite — not order-takers. And it means measuring success in revenue, retention, and operational efficiency — not just satisfaction scores.

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Jenn Whittingham
Director of Experience Design
Phoenix, Arizona
Leadership Philosophy

Design that moves the business.

Strategy & Operations Are Inseparable

Too many organizations build beautiful strategies that never leave the slide deck. I've spent two decades learning that the distance between a well-articulated vision and real operational change is where most transformation fails. I specialize in collapsing that distance.

Teams Are the Product

I built and led a 35-person organization with 100% team retention. That doesn't happen by accident — it happens by treating team architecture, culture, and individual development as product problems worth solving with the same rigor as anything customer-facing.

Metrics Are the Design Brief

Before any project begins, I ask: what business outcome are we accountable for, and how will we know we've achieved it? Revenue growth, onboarding success rates, churn reduction — these aren't afterthoughts. They're the starting point.

AI is an Amplifier, Not a Replacement

I've led AI product integration at the enterprise level — from AI tire fitment at Discount Tire to AI-driven onboarding strategy at McKesson. The organizations that win will be the ones who learn to amplify human judgment with AI, not the ones who try to replace it.


Career History

20+ years of
progressive leadership

2022 — 2025
Discount Tire
Senior Manager, Product & Enterprise Transformation

Led the product strategy and enterprise transformation office, owning roadmaps across the most critical customer, associate, and commercial experience initiatives across 1,000+ U.S. locations.

  • $370M+ digital revenue impact
  • Built 35+ person product, design & research org
  • 100% team retention under my leadership
  • AI Tire Fitment · Mobile POS · Loyalty · Fleet Portal
2019 — 2022
McKesson
Senior Manager, Product & Design Innovation

Led experience strategy for digital healthcare platforms serving oncology practices, medical surgical operations, and enterprise analytics at one of America's largest healthcare distributors.

  • 2022 Global Innovation Award — AI oncology strategy
  • 2020 Global Technology Award — Executive Dashboard
  • 60% improvement in oncology onboarding success
2018 — 2019
InEight / Kiewit
Lead Product & Experience Designer (Contract)

Designed enterprise software experiences enabling data interoperability across eight construction project management platforms used by field teams globally.

2015 — 2018
MiTú Network
Director of Product Design

Led product design for one of the largest Latinx digital media networks. Built creator-brand platform from zero to profitable, grew YouTube network to 100M+ monthly views.

  • 100M+ monthly views on YouTube MCN
  • Influencer platform generating 80% profit margin
  • Led cross-functional product and tech teams
Education & Credentials
Arizona State University
BS, Engineering (Computer Information Systems)
  • UX Management Certification — Nielsen Norman Group
  • 21st Century Social Impact Strategies — Saybrook University
  • Principles of Extreme Ownership — The Woman's Assembly
Core Expertise

The full strategic toolkit

21 LinkedIn Recommendations

What people say
when they've worked with me

Most Recent "

I had the pleasure of working closely with Jenn and her design team at Discount Tire, and she was truly fantastic to work with. What stood out most was her passion for creating a great user experience — she wasn't focused on just selling more products, she cared deeply about delivering real value to users, with every decision grounded in empathy, data, and thoughtful strategy. She also brought a realistic perspective to what it takes to get quality work done, helping us stay focused and aligned through complex challenges. Jenn is a rare blend of strategic thinker, design advocate, and pragmatic partner. Any team would be lucky to have her leading UX.

Dennis Bajec
Experience Design & Mobile Practice Lead, IBM
Most Recent "

Collaborating with Jenn was a fantastic experience. As a design leader, she provided invaluable inspiration, strategic direction, and thoughtful critique. Her clear vision and strategic foresight fostered a truly effective partnership. I look forward to future opportunities to work together.

Jason DePerro
Design Leader, Frog
"

I've had the privilege of working closely with Jenn on several high-impact change and design initiatives, and I can confidently say she's one of the strongest UX leaders I've partnered with. Jenn combines strategic thinking, empathy, and a clear focus on outcomes to deliver real business impact. During the height of COVID-19, Jenn led UX research and design for an Essential Employee App used by 25,000+ frontline warehouse workers and drivers. Her field research uncovered critical needs that helped us quickly deliver intuitive, high-impact tools to improve safety, communication, and morale. On another enterprise project, Jenn tackled manager onboarding and retention — designing a conversational AI solution that provided real-time support through new leaders' first 90 days. She also drove the design of AI tools for customer contact centers, helping reduce wait times, improve self-service, and enhance the overall support experience. If you're looking for a senior design leader who can scale experience strategy, lead with integrity, and drive transformation, Jenn is that leader.

Judy Bowers, PMP
Global Change Leader, McKesson
"

Jenn and I worked on an exciting new app/chatbot project for an underserved portion of the McKesson employees who didn't sit at a desk all day. She obviously did great with understanding the purpose and focus of the app and the persona we were building for. Why I recommend her so strongly is that she was great at her job AND she became a thought partner outside of UX — thinking through with me how to get the initiative across the finish line with key stakeholders. I would strongly recommend Jenn for anything User/Customer experience related, but also as a true business partner and someone exceeding easy to work with. She's a great asset to any team!

Elliott Dykes
Head of People Operations, McKesson
"

I had the pleasure of working closely with Jenn, and she consistently brought the voice of the user to every discussion while remaining highly collaborative with engineering and architecture. She has a real talent for balancing the push for great UX with an understanding of technical constraints — finding that sweet spot between innovation and feasibility. What I appreciated most was her ability to work through trade-offs with flexibility and clarity. Her communication style made it easy to bridge the gap between design and development. Any team looking for a thoughtful, technically fluent UX design leader would be lucky to have Jenn.

Daniel Neiconi
Principal Architect, Digital Portfolio & Innovation, McKesson
"

Jenniffer is among the most creative minds I have worked with. In addition to dazzling creation power, Jenniffer is an outstanding out-of-the-box thinker who knows how to organize, communicate and execute. On one task, Jenniffer singlehandedly managed and supervised the development and deployment of an entire line of crafts and greeting cards in digital and print format. She is able to deliver on time and exceed everyone's expectations.

Ali Mostoufi
Chief Product & Innovation Officer, MiTú
"

Jenn is artistic and has an eye for detail. She was a pleasure to work with. It's evident she values everyone and everyone's role on the team. She takes creativity to the next level and knows how to execute every step of the way. I would highly recommend Jenn for a director or design leadership role.

Jenny Wagner
Lead UX Designer, WTW
"

Startup work is not for the weak. Either you thrive under stress and own it, or you crumble under pressure. Jenniffer is an exceptional designer with experience working with many types of applications — and my first choice for any collaboration. Her extensive background in UI/UX made delivering projects a breeze. To only talk about her skills as a UI designer is a disservice to what she brings to the team. Jenniffer is as comfortable pushing out mock-ups as she is running a tech team. I have worked alongside her and under her leadership and always look forward to the next time our paths cross.

Alex Oatridge
Director of Engineering, Rolebot
Most Recent "

As an IBM consultant, I had the opportunity to collaborate with Jenn and her design team at Discount Tire, and she was truly fantastic to work with. With many people involved and several projects moving in parallel, Jenn's calm and steady energy consistently set the tone in every interaction. She cultivated a culture that made us feel encouraged, trusted, and motivated to do our best work. That environment empowered us to push both the design and user experience to new heights. Despite juggling multiple roles and responsibilities, Jenn always made time for design reviews where she offered thoughtful feedback and collaborative insight. She's a visionary leader with a clear perspective on designing for the future. Most of all, Jenn is a genuinely caring person who leads with trust, empathy, and intention.

Adam (AJ) Gottron
Design Director, IBM
"

Jenn is a strong and genuine design leader. From our first interaction, she has been approachable and welcoming. She is a clear advocate for the end user, but more importantly, she values the knowledge and efforts of her team and shows how much trust she has in them. Her trust in my ability to lead a workstream allowed me to take on new challenges and obtain a new set of skills. When we were developing a new user testing program, Jenn was involved every step of the way and effectively shared her expertise to lead us in the right direction. Her encouragement and UX research advocacy helped us get buy-in to conduct two phases of testing and receive positive feedback from the business. I highly recommend Jenn as a valuable design leader who would make a positive impact on any team.

Michelle Park-Baamonde
Senior Product Designer, McKesson
"

I wholeheartedly recommend Jennifer as a UX Director. As my manager and mentor, Jennifer was an exceptional leader who consistently demonstrated remarkable patience when explaining complex concepts, ensuring everyone on her team fully grasped the material. She is a true advocate for professional growth, constantly providing and encouraging opportunities to learn new skills. Beyond her professional prowess, Jennifer is a genuinely wonderful human being who deeply cares about her team members. Any organization would be incredibly fortunate to have her.

Balaji Reddy
Product Designer, McKesson
Most Recent "

I had the privilege of being mentored by Jenn when I was first starting out in UX. Her guidance played a huge role in shaping the designer I've become. Jenn has so much experience in UX design and research, and she has a great way of breaking things down — she didn't just teach me what to do, but helped me understand why it mattered. She introduced me to user-centered design, research methods, and the design thinking process in a way that really stuck. Whether it was reviewing my wireframes or encouraging me to stay curious and ask better questions, she was always supportive and focused on designing for real people. Even now, four years into my career, I still apply the lessons I learned from her.

Arwin Paday
Sr. Experience Design Specialist, Travelers Business Insurance
"

Jenn is one of the most collaborative and creative leaders I have ever known. Not only does Jenn have exceptional leadership capabilities, she is resourceful, demonstrates extraordinary emotional intelligence, and has excellent user experience and design thinking acumen. After a few opportunities to learn from Jenn, I asked her to be a part of a workshop series for design thinking undergraduate students. Jenn not only eagerly supported the endeavor but provided students with a virtual learning experience that prompted several amazing business and social entrepreneurship ideas. Her contribution enabled a degree of excitement and preparedness in the students I had not observed before. UX is not just a profession for Jenn — it's a calling.

Dr. Terila Johnson
Higher Education Leader & Design Thinking Faculty
"

Jenn was my UX Design Mentor during my time at Springboard, and she was amazing to work with. She's super knowledgeable and always had great insights that helped me improve my work and think more critically as a designer. Her feedback on my portfolio really helped boost my confidence as someone just stepping into the UX world. What I really appreciate is that Jenn was — and still is — always open to answering my questions and offering support, even after the program ended. When it came to portions I struggled with such as UX Research, Jenn was there to review my process, help me reform my user testing questions, and guide me to understanding how to effectively use the information gathered. She's a fantastic mentor and a genuinely great person to have in your corner!

Devin Johnson
UX & Branding Designer
"

I wholeheartedly recommend Jennifer as a UX Director. As my manager and mentor, Jennifer was an exceptional leader who consistently demonstrated remarkable patience when explaining complex concepts. She is a true advocate for professional growth, constantly providing opportunities to learn new skills, always offering the necessary support to help us succeed. Beyond her professional prowess, Jennifer is a genuinely wonderful human being who deeply cares about her team members.

Balaji Reddy
Product Designer, McKesson
Most Recent "

I jumped into the middle of the large web project we worked on. After getting to know Jenn, it was apparent that she was highly skilled and a perfect fit for the job. After we all got together as a team and created a clear vision, she exceeded expectations and continued to contribute impactful ideas that helped the website fulfill its purpose and create a meaningful user experience.

Daniel Nash
AI Product Leader
"

Jenn is one of the most collaborative and creative leaders I have ever known. She is resourceful, demonstrates extraordinary emotional intelligence, and has excellent user experience and design thinking acumen. The most remarkable part of Jenn's approach is her keen sense of empathy. After working with Jenn, I asked her to be part of a workshop series for design thinking undergraduate students — she provided a virtual learning experience that prompted several amazing business and entrepreneurship ideas, enabling a degree of excitement I had not observed before. UX is not just a profession for Jenn — it's a calling.

Dr. Terila Johnson
Higher Education Leader & Design Thinking Faculty
"

Jenn is a true professional. She spent all the time necessary to help our firm with an awesome logo and new customized website. She was always available to communicate and was open to feedback. We couldn't be happier with the final product. I would definitely recommend Jenn for graphic design and website work.

Rich Siegel, CFP®
Managing Partner, ARQ Wealth Advisors
"

As the Designer for the Mollen Foundation Preventing Childhood Obesity, Jenn develops marketing materials, manages our website and supports our online strategy among other tasks. Her work is exceptional and she genuinely cares about the success of the organization. Jenn goes above and beyond to help our non-profit foundation in any way she can. She delivers well thought out work, on time and on task. She is a fantastic project manager and can handle multiple projects at once.

Jodi Owens
Head of Marketing, Mollen Foundation
"

Jennifer is both conscientious and dedicated in her work. She is a very talented and creative designer, not to mention a pleasure to be around. I certainly would recommend her for projects requiring a creative perspective.

Mark Miller
Digital Marketing Specialist, Alta Cima Corp
"

Jenn is a fabulous person to work with — her creative ideas and graphic capabilities are truly amazing! Having worked with her in a partnership developing her new line, I am very excited to be a part of her success and watch her growth!

Cheryl Muecke
Creative & Discipleship Partner

Interested in what I can bring to your leadership team?

I'm open to Director of UX, VP of Experience Design, and related strategic leadership roles.

Reach Out Directly