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Awkward Silences

User Interviews
Awkward Silences
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197 episodes

  • Awkward Silences

    #191 - Throwback: UX Lessons from a Decade Researching AI with Jess Holbrook of Microsoft

    09/06/2026 | 49 mins.
    This week we're revisiting one of Awkward Silences' most memorable episodes.
    Much of the conversation around AI in UX involves how it will shape and change researchers' work. This episodes's guest, Jess Holbrook, who leads UX research for Microsoft AI, thinks a lot about how this technology can be improved with design and UX best practices. Jess has spent over a decade working on the UX of AI at companies like Meta and Google. He's also helped develop foundational principles for the ethical use of LLMs.
    Jess joined Erin and Ben to reframe the AI conversation, focusing on how UXRs can and should adapt, what working on these systems has taught him about the UX discipline, and his philosophy for building teams that are ready to take on the innovative challenges of tomorrow.
    Jess's recommendations: Matt Webb, Maggie Appleton, and the Pessimists Archive Newsletter.
    Highlights
    07:15 Human-Centered AI Evolution
    17:53 Evolving AI Forecast Strategies
    24:04 Diverse AI Team Building
    33:27 Navigating Responsible AI Challenges
    37:01 Qualitative Analysis with AI Tools
    40:15 Optimism and Concerns About AI
    About Jess
    Senior Director of Research specializing in human-centered AI. Early stage investor in AI, AI hardware ecosystems, climate, and anything that seems like the world would be better with it in it. Currently leading UX research for Microsoft AI. Previously led the Generative AI team and supported all UX functions for the Responsible AI and data transparency teams at Meta. I also served on the Board of Forging Youth Resilience, a nonprofit that empowers young people to build physical and mental strength for life by providing access to a national network of community-based fitness programs and mentorship.
    Resources
    The AI in UX Research Report
    20+ Tools for Every Research Phase
    Using AI in UX: A Day-in-the-Life
  • Awkward Silences

    #190 - How to Navigate the Constant Change in UX Research with Learners CEO Alec Levin

    26/05/2026 | 39 mins.
    Erin May sits down with Alec Levin, CEO and Co-Founder of Learners, to explore how researchers can navigate the rapid changes reshaping their field. Alec shares his vision for how AI and automation are creating unprecedented opportunities for research teams willing to step up and lead.
    Alec argues that while AI can handle routine tasks like usability testing and surveys, researchers have a chance to focus on higher-value discovery work that includes prototyping and coding. He emphasizes that this is a critical moment for researchers to define their own future rather than letting executives decide their role. The conversation covers practical examples of AI-powered research workflows, the importance of cross-functional collaboration, and why researchers need to be more proactive in pitching their vision internally.
    Highlights
    03:40 Balance sheeting thinking for change
    06:15 Connecting researchers through community
    13:11 Discovery research importance 
    15:02 Vision needed for researcher evolution
    24:08 Automated research workflows emerging
    31:16 Human elements AI can't replace
    Resources
    AI for User Research 101 Workshop
    What is the New AI in Research Risk Cascade?
    Assessing the ROI of AI in UX Research Webinar
    AI Context Engineering for Research Course
  • Awkward Silences

    #189 - Throwback: Quantifying Research Impact with Ruby Pryor of Rex

    12/05/2026 | 47 mins.
    This week we're revisiting one of Awkward Silences' most memorable episodes.
    This episode welcomed Ruby Pryor, founder of Rex, a consulting firm specializing in UX research and strategic design.
    This episode gets into what it means to demonstrate the "business value" of one's work, specifically how researchers can and should quantify their impact in terms that are tangible to the company. Ruby shared ways to score early wins, build momentum, and overcome communication frictions to find shared value.
    Episode Highlights
    03:14 - UX researcher impact: insights, optimization, prioritization, strategy
    09:14 - Understanding organizational structures and strategy development collaboration
    20:22 - Challenge of quantifying impact and strategic level
    21:33 - Measuring strategy impact: challenges and indicators
    30:04 - Prioritizing investments based on strong market indicators
    38:51 - Stakeholders prioritize growth, revenue, and cost reduction
    About Our Guest
    Ruby Pryor is the founder of Rex, a service design and UX research consulting firm. Her previous roles include UX research at Grab, strategic design at Boston Consulting Group and management consulting at Nous Group. She has taught courses on increasing the impact of UX to learners from 5 continents and has spoken about design and UX at conferences in Asia and Europe.
    Resources on UX Research Impact
    How to Track the Impact of Your UX Research
    Leading an Impactful User Research Team
    Use Stakeholder Interviews to Drive Impact
  • Awkward Silences

    #188 - Why AI Can't Replace Qualitative Research with Sam Ladner of Workday

    28/04/2026 | 49 mins.
    Erin May sits down with Sam Ladner, Senior Principal Researcher of Strategy at Workday, to explore the evolving role of AI in qualitative research. Sam brings a refreshingly balanced perspective on where AI can genuinely help researchers and where it fundamentally cannot replace human insight.
    Sam explains how AI has transformed labor-intensive tasks like transcription and closed coding, freeing researchers to focus on the deeper work of sense-making and understanding outliers. She emphasizes that while AI excels at mathematical correlation hunting, qualitative research is about unriddling complex human experiences that require thinking, feeling, and imagination. The conversation covers practical applications like using MAXQDA for AI-assisted coding, the importance of explaining every outlier in qualitative work, and why emotional storytelling must remain exclusively human territory.
    Highlights
    03:09 Why machines can't replace human sense-making
    08:47 Human moments AI cannot understand
    12:00 Explaining outliers in qualitative coding
    16:27 Building effective coding systems for AI
    21:33 Getting AI to do closed coding properly
    29:26 When to use AI for low stakes research
    37:23 AI cannot substitute for qualitative research
    About Sam
    Sam Ladner (she/her) is a sociologist who helps teams innovate, design, and learn. She is the author of Practical Ethnography: A Guide to Doing Ethnography in The Private Sector and Mixed Methods: A Short Guide to Applied Mixed Methods Research. She has worked on dozens of advanced software projects at Microsoft, Amazon, and most recently Workday, where she worked as a Senior Principal Researcher studying the future of work. She is now an independent researcher and consultant, writing her third book, tentatively titled Practical Foresight: Strategic Foresight in Applied Settings. She received her PhD in sociology from York University and lives in Toronto, Ontario, Canada.
    Resources
    Practical Ethnography: A Guide to Doing Ethnography in The Private Sector
    Mixed Methods: A Short Guide to Applied Mixed Methods Research
    Qual vs Quant vs Mixed-Methods Field Guide
    Qualitative Sample Size Calculator
  • Awkward Silences

    #187 - Throwback: Harnessing AI For Better Insights with George Whitfield of MIT and Google

    14/04/2026 | 40 mins.
    This week we're revisiting one of Awkward Silences' most memorable episodes.
    This episode welcomed George Whitfield, an expert in applying AI to the analysis of qualitative data. George discussed the intricate challenges of leveraging language models to interpret expansive open-ended data (like interview transcripts), and emphasized the importance of context and not just keyword or topic identification.
    Episode Highlights
    03:48 - Innovating consumer insights using AI
    12:21 - Importance of human involvement in AI tools
    20:04 - Enhance discussion sections with  AI tools
    26:50 - AI-inspired insights provide inspiration, not guidance
    34:12 - Interpretation beyond analyzing transcripts
    36:46 - Applying engineering rigor to the process of building a business
    About Our Guest
    George Whitfield is an Entrepreneur-in-Residence at the Martin Trust Center for MIT Entrepreneurship, Lecturer at the MIT Sloan School of Management, and Software Engineer at Google. George holds 4 patents and has 3 degrees from MIT including a Bachelors in Electrical Engineering and Computer Science and a Masters and Ph.D. in Materials Science and Engineering.
    Resources on Qual Data and AI
    Our AI in UX Report shares findings from a survey of over 1,000 researchers
    What does it mean to "code" qualitative data? This breakdown explains it all.
    Interested in trying an AI tool for your analysis? Here are 20 worth considering.
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About Awkward Silences
Welcome to Awkward Silences by User Interviews, where we interview the people who interview people. Listen as we geek out on all things UX research, qualitative data, and the craft of understanding people to build better products and businesses. Hosted by Erin May and Carol Guest, VPs of growth/marketing and product at User Interviews. Take this survey and let us know what topics you want to hear next! userinterviews.com/awkwardsurvey
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