Learn together,
side by side
sideby is where AI-curious educators connect for 1 to 1 guided conversations and joyful, just in time learning
Trusted by
What we do
At sideby, we connect vibrant educators to learn and grow side by side, transforming education through collective innovation and AI fluency.
How it works
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Match
We match educators for guided 1:1 conversations, based on what you're learning, teaching, or testing with AI.
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Talk
Side-by-side convos let you share classroom wins, questions, and real-world practice — without pressure to be an expert.
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Learn
Explore curated prompts and tools together. Learn AI fluency in the way you’d want students to: supported, scaffolded, and relevant.
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Grow
Use takeaways from your convos to reflect, try new strategies, and keep growing. Continue connecting with educators learning like you — and with you — inside a dynamic, supportive community.
Our story
We met as educators building a school from scratch — sitting side by side at a picnic table, imagining what learning could look like.
Erica led and supported nationally recognized schools grounded in student-centered learning. Mike brought early energy for edtech and went on to teach AI globally through NVIDIA’s Deep Learning Institute and co-found Upduo, later acquired by Arcade.
In 2025, we launched sideby to bring AI-powered, peer-led learning to the people shaping the future of education: educators.
Built by educators, for educators
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Monique Cabellon, Regional Math Coordinator, Puget Sound Education Service District
"Connection and reflection time for teachers is so important, but teachers’ time is scarce. Meeting opportunities need to be high-quality or else they’re doing damage control. Good intentions and good people often aren’t enough either. sideby lets leaders be intentional by gathering members of their incredible teams to grow school systems and sustainable networks that lead to action, empowerment, and growth.”
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Dale Berry, Special Education Teacher, One City Schools
“I get to talk about what’s really happening in classrooms and how we’re all trying to figure this out in schools. These short conversations on sideby move me forward in how I’m applying AI in my work. I’m sharing, I’m learning, and connecting with educators who are willing to get into the mess as we work out what actually helps students.”
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Peter Liljedahl, PhD, Professors of Mathematics Education, Simon Fraser University Creator of Building Thinking Classrooms
"My favorite form of professional development consists of two teachers on the same journey, having opportunities to talk with each other about their teaching.”
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Scott Friedman, Associate Director, Association of Washington School Principals
As an education leader, I've felt and seen firsthand how isolating education has become. Strange to say that in such a connected society, but with the demands of the job, the pace of change, and the fragmentation of our professional networks, we have lost our professional connections. I'm so glad I found sideby. It has reduced my isolation and connected me with other educational leaders, but it's more than a connection. Collaborating, sharing insights, and discussing what truly matters is motivating. It has become my lifeline to a community of leaders that think deeply and want to take action.”
