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The Boyz of Edtech

The Boyz of Edtech

Written by: Old Soul
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About this listen

The Boyz of EdTech is a fast-paced, insider-driven podcast that explores the evolving world of K–12 education through multiple lenses—district leadership, entrepreneurship, operations, and relationship-building. Hosted by a dynamic panel that includes a former superintendent, startup founders, and edtech operators, the show blends frontline experience with candid conversation about what’s really happening in education today.© 2026 Old Soul Economics
Episodes
  • Inside EdTech Networking: Lessons from ASU, AI Advances, and Building Lasting Partnerships
    Apr 27 2026

    In this episode of the Boys of EdTech, the crew unpacks what’s actually happening on the ground—from AI overload and vendor noise to what truly cuts through when selling to school districts.


    The group breaks down why AI isn’t the differentiator anymore, how districts are thinking about build vs. buy decisions, and what vendors are getting wrong in their outreach. From cold email strategies that actually work to the importance of relationship-building over transactions, this episode is packed with real, tactical advice for edtech founders, sales teams, and anyone trying to navigate the K-12 space.


    They also explore what meaningful relationships look like in practice, how to stand out in a crowded market, and why understanding district priorities (down to contracts and funding plans) can make or break your success.

    If you're in edtech, business development, or district leadership, this episode delivers unfiltered perspectives from operators who are in the trenches every day.


    Connect with the Boyz
    Rick Fernandez: https://www.linkedin.com/in/dr-rick-fernandez-40692434/
    Matthew Millstein: https://www.linkedin.com/in/matthew-millstein/
    Jacob Kantor: https://www.linkedin.com/in/thejacobkantor/
    Ryan Patenaude: https://www.linkedin.com/in/ryanpatenaude/
    Jeff Piontek: https://www.linkedin.com/in/jeffpiontek/

    Key Moments

    04:03 Reflecting on conference interactions


    07:54 Importance of Learning Efficacy Data


    10:07 Casual networking event insights


    15:56 Building authentic professional relationships


    20:07 Networking strategies at events


    22:20 Balancing work and family time


    25:16 Tailoring pitches for different personas


    30:45 Understanding school funding transparency


    33:20 Evaluating client relationships


    37:58 Choosing the right business partner


    41:28 Allocating education funding strategically

    Interested in joining the show? Fill out the form: https://forms.gle/SRVhzpXikBombee38

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    45 mins
  • How to Survive and Thrive at ASU+GSV 2026 with the Boyz of Edtech
    Apr 10 2026

    Join us for our inagruarl episode where the Boyz break down the ASU+GSV Summit, one of the most influential conferences in education technology in the world.

    The conversation covers everything from the wild networking opportunities and practical strategies for making the most of your conference experience, to the importance of genuine relationships and being intentional in connecting with leaders, founders, investors, and non-profits. Whether you’re a first-time attendee or a seasoned pro, you’ll get actionable advice on how to navigate the overwhelming environment, maximize your ROI, avoid “party pipeline,” and focus on lasting connections.

    Tune in as the Boyz share their personal stories, pro tips, and what they're excited about for this year’s event, all while keeping it real, relatable, and fun. If you care about the future of edtech, building meaningful relationships, and learning from those who are shaping the space, this episode is for you.

    Connect with the Boyz
    Rick Fernandez: https://www.linkedin.com/in/dr-rick-fernandez-40692434/
    Matthew Millstein: https://www.linkedin.com/in/matthew-millstein/
    Jacob Kantor: https://www.linkedin.com/in/thejacobkantor/
    Ryan Patenaude: https://www.linkedin.com/in/ryanpatenaude/
    Jeff Piontek: https://www.linkedin.com/in/jeffpiontek/


    Key Moments
    00:00 Big education conference this weekend

    03:43 Networking at a unique conference

    08:01 ASU conference energy and connections

    10:49 Surviving long event days

    14:31 Prioritizing key meetings and goals

    17:21 Planning for conference success

    22:49 Building genuine, deeper connections

    26:01 Networking and event strategy

    30:09 Balancing a packed schedule

    31:04 Navigating events and networking

    37:14 Helping startups and sharing advice

    38:48 Connecting with AI and LinkedIn network

    42:34 Upcoming changes with ASU and BET

    45:34 Networking and career opportunities

    50:06 Attending conferences for career growth

    Interested in joining the show? Let us know: https://forms.gle/SRVhzpXikBombee38

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    52 mins
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