Jamie Lee Connor
Jamie Lee Connor
Jamie Lee Connor - Product Design Leader

Experienced product design leader, specializing in crafting product experience vision and strategy.

 
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Delivering big results with AI-powered Bionic chatbots

Led a cross-functional team to successfully launch Bionic Chatbots in March 2024. Spearheaded the product-led growth (PLG) strategy and built the foundational content ingestion tool that powered both our AI-driven chatbot and intelligent search Q&A experience. The launch resulted in 3x higher customer engagement compared to traditional chatbots and delivered a 10x efficiency gain by streamlining chatbot creation and management. Early adopter Boomi shortened their average deal cycle by 41 days after switching to Bionic Chatbots, underscoring the product’s business impact.

Product design leader with 15 years of design experience, the last 7 years spent building
and leading teams in the B2B SaaS space. Skilled in motivating and guiding design
teams to deliver intuitive products that provide customer value and business impact.

Jamie leads the design and research team at Swiftly, empowering retailers to deliver highly personalized shopping experiences, loyalty programs, retail media, and commerce solutions through a unified platform.

Prior to Swiftly, Jamie led the product design team at Drift, a Salesloft company, where she helped build an AI-powered buyer engagement platform that listens, understands, and adapts to customer behavior to deliver deeply personalized experiences. Her work focused on product-led growth, user onboarding, and activation strategies.

Previously, Jamie led a cross-functional team of designers and developers at Epsilon, a global leader in data-driven marketing. She championed systems thinking across the organization, leading the creation of a unified design system that supported consistency and scalability across six enterprise products. Her team collaborated closely with product and engineering to shape the user experience, defining how Epsilon’s solutions would look, feel, and behave across a cohesive, award-winning product suite.

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Jamie builds great user experience teams, handles the most strategic work, is market driven and dives into the details when needed to ensure the highest quality.
— Matt Tippets, SVP of Product @ Drift, a Salesloft Company
Jamie’s exceptional leadership as a Design Lead at Drift was truly transformative. Her innovative approach to UX/UI not only elevated our product offerings but also inspired our entire team to push boundaries.
— Bernard Kiyanda, SVP of Engineering @ Claravine

Ways of working


Continuous discovery

To deliver customer value and drive business impact, it's essential to continually test your assumptions and present designs to users. Whether it’s a sketch in figjam, a high-level concept, or a fully developed prototype, regularly engaging in product discovery to inform your decisions is vital. This practice significantly reduces risk, enables teams to adapt swiftly to changes, and clarifies both new and existing challenges.


Product trio

Collaboration within a product trio—comprising of a product designer, product manager, and technical lead—results in more informed and comprehensive product development decisions. Teams guided by this trio are more likely to iterate quickly, communicate effectively, and deliver user-centric products that enhance customer value.


Ship early & often

Iteration is fundamental to product design. Releasing code frequently enables product teams to iterate quickly and gain valuable insights. Launching a small piece of work requires humility; it’s essential to let go of perfectionism and avoid scope creep to make that crucial initial step toward your larger vision.


Lead with empathy

Jamie has successfully built and led highly motivated teams by prioritizing empathy and putting people first. Taking the time to understand each team member's unique circumstances is crucial. By communicating with transparency and kindness and guiding the team through organizational dynamics, Jamie has established herself as an exceptional leader.

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