Resume

Heather Weir

AI & Product Executive

Product Strategy · Enterprise UX · AI Transformation · Senior People Leader · Executive Influence

San Antonio, TexasLinkedInSubstack

Professional experience

OracleSan Antonio, TX

January 2020 – Present

Sr Manager of User Experience Design and Business Operations

September 2023 – Present

Lead business operations for Oracle’s healthcare UX organization, managing a cross-functional team of researchers, product managers, and UX designers. Lead the AI ways-of-working transformation across the healthcare UX organization in partnership with Product and Development. Previously directed UX strategy and experience delivery (including 11 direct reports) across Oracle’s internal product portfolio, including Data Center, ERP, HCM, and CX platforms, driving alignment between Product, UX, and Engineering to deliver cohesive, customer-centered experiences.

  • People Leadership: Lead globally distributed teams while expanding the strategic impact of UX, fostering cross-functional collaboration, developing leadership talent, and strengthening organizational effectiveness.
  • AI Innovation: Spearheaded enterprise adoption of AI-enabled workflows, prompt design, and automation capabilities that reduced design cycle times from 30+ days to fewer than five days while maintaining quality, consistency, and business impact.
  • Operating Model Transformation: Designed and scaled a design-led operating model across a 1,400-person organization, establishing customer-centered product lifecycle practices and repeatable frameworks from discovery through delivery.
  • Executive Influence: Secured executive sponsorship for UX innovation, AI experimentation, and organizational transformation initiatives, driving organization-wide pilots and new ways of working across Product, UX, and Development functions.
  • Digital Delivery Acceleration: Expanded AI-enabled capabilities beyond UX through development of Oracle JET Redwood plugins, reusable AI skills, and cross-functional delivery approaches that increased efficiency and strengthened collaboration across technical and non-technical teams.

Board Co-Chair, Oracle Women in Leadership

October 2024 – Present

Co-Lead, Oracle Women in Leadership for Austin HQ, driving initiatives that support the growth and advancement of women across the organization. Collaborate with board members to define programming strategy and deliver high-impact speaker sessions focused on leadership development and career progression.

Senior Principal User Experience Designer

January 2020 – September 2023

Served as strategic product and UX leader while driving complex enterprise initiatives from discovery through delivery. Aligned cross-functional stakeholders, translated business needs into scalable product solutions, and delivered high-impact outcomes across large, matrixed organizations.

  • Portfolio Leadership: Directed UX strategy and execution across a portfolio of 21 enterprise initiatives, managing an average of nine concurrent projects per quarter while successfully delivering multiple high-priority organizational objectives.
  • Product Discovery: Led end-to-end discovery, strategy, and design for a global sales compensation platform, conducting extensive user research and aligning Sales, HR, Legal, Product, Technology, and executive stakeholders around product vision, roadmap, and prioritization.
  • Business & Product Alignment: Served in a hybrid UX and Product leadership capacity, defining requirements, synthesizing complex stakeholder needs, and translating strategic objectives into intuitive, user-centered solutions that drove adoption and business value.

FreeAgent CRMBozeman, MT

September 2016 – December 2019

Head of Product & Design

As the Founding Head of Design (Employee #1) at a VC-backed CRM startup, defined the end-to-end product experience, brand, and design strategy from concept through market launch.

  • Product Strategy: Owned product vision, roadmap, and prioritization for this new CRM platform, translating customer insights, market opportunities, and business objectives into scalable product innovation.
  • Design & Experience Leadership: Built and led the design function from the ground up, establishing product design, user experience, brand identity, and scalable design systems while creating a design-led culture.
  • Cross-Functional Execution: Directed collaboration across Product, Engineering, UX, Marketing, and front-end development teams, aligning investment decisions, product delivery, and go-to-market efforts.
  • Customer-Centered Innovation: Enhanced platform usability and adoption through intuitive product experiences, leveraging user research, design thinking, and customer feedback to strengthen differentiation.
  • Market Impact: Delivered a CRM platform named a FrontRunner in Software Advice’s 2019 CRM report, with a usability score of 4.70 out of 5, helping position the organization competitively against larger industry leaders.

Additional experience

2004 – 2016
  • ServiceNow
  • Oracle
  • SkyRocket Agency
  • Peace Corps
  • L3 Communications

Education and patent

  • Master of Arts, Leadership · Georgetown University, McDonough School of Business
  • Bachelor of Arts, Political Science · Westmont College
  • Leadership Fellow · National Center for Leadership
  • U.S. Design Patent D825583 · Data Visualization and UI for Monitoring Resource Allocation to Customers

Skills

  • User Experience Design
  • AI Experimentation
  • Design-Led Innovation
  • Change Management
  • Product Release Cycle
  • Stakeholder Communication
  • Prompt Design
  • Business Operations
  • Team Leadership

In the media

  • Jim Cramer on Mad Money with the Project Management Portfolio application on screen
    My Project Management Portfolio application was featured on Mad Money.
  • Heather Weir being interviewed at a laptop for CNET
    Molly Wood from CNET interviewed me for a Gamification course I took from Wharton on Coursera.
  • PureView Health Center billboard reading Assembled Together
    I was on a billboard and in a commercial for PureView Health Center in Montana.