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Representation in Tech Is Evolving And Storytelling Is Leading the Way: A Conversation with Microsoft’s Bryan Kelly (Ep. 2)

In this episode of DisruptED, host Ron Stefanski speaks with Microsoft's Bryan Kelly about how storytelling and mentorship are becoming powerful tools for increasing representation in tech. The conversation explores how narrative-driven media can inspire underrepresented youth to envision themselves in STEM careers. Kelly shares how Microsoft and other tech leaders are leveraging authentic stories to drive meaningful change in diversity and inclusion.

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By Ron Stefanski · · Bryan KellyCass Freeman: Decision Trees BookDisruptedMicrosoft
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Key takeaways

01

Storytelling and narrative-driven media are emerging as key strategies for inspiring underrepresented youth to pursue STEM careers.

02

Mentorship combined with authentic representation helps close the diversity gap in the technology industry.

03

Microsoft is actively investing in programs and media approaches that make tech careers more visible and accessible to diverse communities.

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As the demand for diverse, tech-savvy talent accelerates, the way we spark interest in STEM among underrepresented youth is evolving. At a time when fewer than 1% of venture capital dollars go to Black-led startups and authentic representation in tech remains scarce, books, media, and mentorship are becoming unconventional yet powerful tools for change. Increasingly, technology leaders are realizing that early, culturally relevant exposure, not just curriculum, can ignite lifelong passion and close persistent equity gaps in STEM fields.

Early, culturally relevant exposure, not just curriculum, can ignite lifelong passion and close persistent equity gaps in STEM fields.

So, how do we transform STEM from an intimidating field into an accessible, relatable journey, especially for kids who've never seen themselves in tech?

In the second episode of this two-part series on DisruptED, host Ron J Stefanski continues his conversation with Bryan Kelly, Senior Director of Data Products at Microsoft. They explore Kelly's new young adult book, Cass Freeman: Decision Trees, and the vision behind using fiction as a tool to demystify data science and inspire youth of color to see themselves as future technologists. The episode dives into why stories like Cass' are critical and how they're part of a broader movement reshaping the culture of innovation from the ground up.

Stories are critical and part of a broader movement reshaping the culture of innovation from the ground up.

Key takeaways from the episode…

  • Fiction as STEM On-Ramp: Kelly explains how Cass Freeman offers readers ages 12–18 an authentic, digestible introduction to data science through narrative and real-world challenges.
  • Tech Meets Culture: The book intentionally represents underrepresented communities in tech, helping young readers see that they belong in spaces where big data, algorithms, and AI are shaping the future.
  • From Books to Movements: Initiatives like Black Tech Saturdays and mentorship stories featured in the episode show how grassroots efforts create thriving ecosystems for diverse representation in tech in places like Detroit.

Bryan Kelly is a seasoned technology executive with over 15 years of leadership in data products, analytics, and enterprise platforms, currently serving as Senior Director of Data Products at Microsoft. He has led large-scale global teams and driven strategy across SaaS, marketing technology, and operations, managing budgets upwards of $80M. Known for his expertise in data governance, architecture, and digital transformation, Kelly combines technical fluency with business acumen to deliver measurable innovation and operational excellence at scale.

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RS
Ron Stefanski
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About the Experts

RS
Ron Stefanski

Host, DisruptED

Ron Stefanski is the host of DisruptED, a podcast and media platform focused on innovation and disruption in education. He is an entrepreneur and online business educator who has built multiple digital properties exploring how technology and education intersect. Stefanski regularly interviews thought leaders to examine how learning and workforce development are being transformed.

BK
Bryan Kelly

Executive or Senior Leader

Microsoft

Bryan Kelly is a leader at Microsoft involved in diversity, equity, and inclusion initiatives with a focus on inspiring underrepresented youth to pursue careers in STEM. He leverages storytelling and mentorship as tools to broaden representation within the technology industry. Kelly engages with media and narrative-driven programs to connect young people from diverse backgrounds with opportunities in tech.

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