In this episode of The So What Podcast, host Shweta Gandhi, CEO and Founder of Strived, sits down with David Wildy, Chief Technology Officer at Dublin Unified School District, to explore how technology is reshaping the way schools operate, teach, and make decisions.

With responsibility for everything from network infrastructure to cybersecurity and instructional technology, David shares how the pandemic forced a rapid shift to one-to-one learning environments and how that transformation continues to impact districts today. He explains why technology can no longer sit in a silo and must be deeply integrated with instructional strategy to truly support students and teachers.

The conversation dives into the challenge of turning overwhelming amounts of data into meaningful action. David walks through how his district approaches longitudinal data, cohort tracking, and integrated systems to better understand student progress and identify support needs early.

Shweta and David also unpack the evolving role of AI in education. From building district-wide guidelines to balancing innovation with academic integrity, David shares how schools can thoughtfully integrate AI while still preserving critical thinking, creativity, and foundational skills.

The episode highlights a central tension facing education today: how to embrace powerful new tools without losing the human elements that make learning meaningful. David offers a grounded, practical perspective on finding that balance while preparing students for a rapidly changing future.

Key Moments

02:14 The evolving role of a CTO in modern districts

04:33 Pandemic-driven shift to one-to-one technology

05:37 The rapid emergence of AI in education

07:22 Balancing screen time with foundational skills

09:22 Turning overwhelming data into actionable insights

12:31 Using cohort tracking to understand student progress

15:29 Systems for early student intervention

17:23 Integrating data across behavior, attendance, and academics

21:25 Building effective AI policies in schools

27:23 AI’s role in improving teacher efficiency

29:23 How students are already leveraging AI

34:18 Top challenges facing district technology leaders

Why You’ll Love This Episode

David brings a rare systems-level perspective that connects technology, instruction, and leadership. He goes beyond tools and platforms to explain how districts can actually make technology work in service of better outcomes for students.

This episode is especially valuable for district leaders and technology teams navigating rapid change. Whether you're managing data systems, implementing AI, or balancing innovation with classroom realities, you’ll walk away with practical insights on how to move from complexity to clarity.

Connect with David Wildy | Chief Technology Officer, Dublin Unified School District
LinkedIn: https://www.linkedin.com/in/david-wildy-mpa-ba41b95
Website: https://www.dublinusd.org/

Connect with Shweta Gandhi and Strived

Shweta Gandhi | Founder and CEO, Strived
LinkedIn: https://www.linkedin.com/in/shwetasharma1

Strived
Website: https://strived.io/
LinkedIn: https://www.linkedin.com/company/strived-io/

About The So What Podcast
The So What Podcast explores how school system leaders make sense of complexity when data, strategy, and real classroom outcomes are misaligned. The show is designed for district and charter leaders working to turn fragmented information, competing priorities, and limited capacity into clear decisions that improve teaching, learning, and long-term sustainability.

If you enjoyed this episode, subscribe to The So What Podcast for more conversations with leaders working to transform data into meaningful action for schools and students.

In this episode of The So What Podcast, host Shweta Gandhi, CEO and Founder of Strived, sits down with Joe Fagnant, Superintendent of RSU 29 and Executive Director of the Southern Aroostook Regional Service Center in Maine, to explore what it truly takes to lead transformation in a rural school system.

With nearly three decades of experience in the same community, Joe shares how he has evolved from music teacher to superintendent, bringing a deep understanding of student needs, workforce development, and community dynamics. From declining enrollment and staffing challenges to bold initiatives like pathway-based learning, alternative education models, and district-wide innovation, this conversation highlights how rural districts can adapt, innovate, and thrive.

This episode is a powerful reminder that meaningful change in education starts with community, courage, and a willingness to rethink traditional systems.

Key Moments

03:47 Podcast structure and focus

08:39 Managing budget and funding challenges

12:42 Analyzing educational data trends

13:44 Engaging students with future pathways

17:05 Flexible transition models for students

23:27 Starting early childhood education program

24:12 Getting started with new programs

30:21 Integrating pathways for students

33:30 Having tough conversations early

35:44 Wrapping up with final thoughts

38:07 Innovating Adult Education Approaches

Why You’ll Love This Episode

Joe brings a grounded, real-world perspective on leadership. His approach blends practicality with vision, showing how even resource-constrained districts can drive meaningful change. From creative problem-solving to deep community connection, this episode offers both inspiration and actionable ideas.

If you’re navigating challenges in your district, thinking about workforce alignment, or looking to innovate without massive budgets, this conversation will resonate.

Connect with Joe Fagnant | Superintendent, RSU 29

LinkedIn: https://www.linkedin.com/in/joe-fagnant-66816614b
Website: https://www.rsu29.org/

Connect with Shweta Gandhi and Strived

Shweta Gandhi | Founder and CEO, Strived

LinkedIn: https://www.linkedin.com/in/shwetasharma1

Strived
Website: https://strived.io/
LinkedIn: https://www.linkedin.com/company/strived-io/

About The So What Podcast

The So What Podcast explores how school system leaders make sense of complexity when data, strategy, and real classroom outcomes are misaligned. The show is designed for district and charter leaders working to turn fragmented information, competing priorities, and limited capacity into clear decisions that improve teaching, learning, and long-term sustainability.

If you enjoyed this episode, subscribe to The So What Podcast for more conversations with leaders working to transform data into meaningful action for schools and students.

In this episode of The So What Podcast, host Shweta Gandhi, CEO and Founder of Strived, sits down with Dr. Dani Scott, Superintendent of Pecatonica Area School District, to explore what it really takes to lead a small, rural district through today’s biggest challenges.

With 30 years in public education and a background as a school psychologist, Dr. Scott brings a deeply human-centered approach to leadership. She shares how rural districts can turn limitations into strengths, why mental health and funding pressures are reshaping education, and how focusing on “measures that matter” can drive better outcomes than traditional testing alone.

From rethinking professional development to leading a successful $18.8M referendum, this conversation highlights how trust, community voice, and intentional systems can transform both culture and student success.

Key Moments

05:18 Superintendent's daily focus and initiatives

10:19 Using data for systemic changes

11:19 Improving data usage in schools

17:16 Improving curriculum consistency

21:43 Engaging community for school improvements

25:51 Gathering teacher input for planning

29:26 Benefits of a Smaller School District

30:48 Prioritizing work-life balance

36:01 Supporting students' mental health needs

Why You’ll Love This Episode

Dr. Dani Scott blends strategy with empathy in a way that feels both practical and inspiring. Her leadership shows that you don’t need more resources to create meaningful change, you need clarity, trust, and a deep understanding of your people.

If you’re navigating funding constraints, struggling to balance data with human needs, or leading in a rural or small district, this episode offers grounded insights you can apply immediately.

Connect with Dr. Dani Scott | Superintendent, Pecatonica Area School District

LinkedIn: https://www.linkedin.com/in/danielle-scott
Website: https://www.pecatonica.k12.wi.us/

Connect with Shweta Gandhi and Strived

Shweta Gandhi | Founder and CEO, Strived

LinkedIn: https://www.linkedin.com/in/shwetasharma1

Strived
Website: https://strived.io/
LinkedIn: https://www.linkedin.com/company/strived-io/

About The So What Podcast

The So What Podcast explores how school system leaders make sense of complexity when data, strategy, and real classroom outcomes are misaligned. The show is designed for district and charter leaders working to turn fragmented information, competing priorities, and limited capacity into clear decisions that improve teaching, learning, and long-term sustainability.

If you enjoyed this episode, subscribe to The So What Podcast for more conversations with leaders working to transform data into meaningful action for schools and students.