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Amir Nathoo is CEO of Outschool, a marketplace for live online classes for K-12 learners, and an advocate for expanding education access. Previously, he led product development at Square and co-founded Trigger.io, a platform for creating native mobile apps. Amir holds an MEng in Electrical and Information Sciences from The University of Cambridge and lives in San Francisco with his wife and two children.
Justin Dent is the founding Executive Director of Outschool.org. Justin was previously the Founder and Executive Director of Ethos, a nonprofit that provided career education to 18,000 low-income, first generation, or minority students annually. An active voice in the dialogue around education equity, Justin's writing has been featured in the Wall Street Journal and he's appeared on Fox Business, CNBC and Cheddar.
💡 5 Things You’ll Learn in This Episode:
✨ Episode Highlights:
[00:03:00] Amir explains how traditional education systems block personalization
[00:06:00] Justin breaks down the real friction points for low-income families
[00:11:00] How Outschool’s variety increases motivation and access
[00:16:00] Why free resources don’t always lead to usage
[00:23:00] Community-driven guidance as a key to family engagement
[00:28:00] Outschool’s approach to neurodivergent learners
[00:34:00] Systemic flaws in standardization and learning lanes
[00:41:00] ESAs and why trusting families is essential
[00:45:00] Preventing marketing dollars from skewing family choices
[00:49:00] How AI can help families navigate education options
😎 Stay updated with Edtech Insiders!
This season of Edtech Insiders is once again brought to you by Tuck Advisors, the M&A firm for EdTech companies. Run by serial entrepreneurs with over 30 years of experience founding, investing in, and selling companies, Tuck believes you deserve M&A advisors who work as hard as you do.
Ednition helps EdTech companies reclaim rostering and own their integrations. Through its flagship platform, RosterStream, Ednition replaces costly data providers and complex internal infrastructure with direct, secure connections to any SIS or data source. The result: scalable integrations, lower costs, and seamless experiences for schools and districts of every size. With Ednition: Reclaim rostering. Own your integrations. Cut the cost.
Innovation in preK to gray learning is powered by exceptional people. For over 15 years, EdTech companies of all sizes and stages have trusted HireEducation to find the talent that drives impact. When specific skills and experiences are mission-critical, HireEducation is a partner that delivers. Offering permanent, fractional, and executive recruitment, HireEducation knows the go-to-market talent you need. Learn more at HireEdu.com.
By Alex Sarlin and Ben Kornell5
2424 ratings
Send us a text
Amir Nathoo is CEO of Outschool, a marketplace for live online classes for K-12 learners, and an advocate for expanding education access. Previously, he led product development at Square and co-founded Trigger.io, a platform for creating native mobile apps. Amir holds an MEng in Electrical and Information Sciences from The University of Cambridge and lives in San Francisco with his wife and two children.
Justin Dent is the founding Executive Director of Outschool.org. Justin was previously the Founder and Executive Director of Ethos, a nonprofit that provided career education to 18,000 low-income, first generation, or minority students annually. An active voice in the dialogue around education equity, Justin's writing has been featured in the Wall Street Journal and he's appeared on Fox Business, CNBC and Cheddar.
💡 5 Things You’ll Learn in This Episode:
✨ Episode Highlights:
[00:03:00] Amir explains how traditional education systems block personalization
[00:06:00] Justin breaks down the real friction points for low-income families
[00:11:00] How Outschool’s variety increases motivation and access
[00:16:00] Why free resources don’t always lead to usage
[00:23:00] Community-driven guidance as a key to family engagement
[00:28:00] Outschool’s approach to neurodivergent learners
[00:34:00] Systemic flaws in standardization and learning lanes
[00:41:00] ESAs and why trusting families is essential
[00:45:00] Preventing marketing dollars from skewing family choices
[00:49:00] How AI can help families navigate education options
😎 Stay updated with Edtech Insiders!
This season of Edtech Insiders is once again brought to you by Tuck Advisors, the M&A firm for EdTech companies. Run by serial entrepreneurs with over 30 years of experience founding, investing in, and selling companies, Tuck believes you deserve M&A advisors who work as hard as you do.
Ednition helps EdTech companies reclaim rostering and own their integrations. Through its flagship platform, RosterStream, Ednition replaces costly data providers and complex internal infrastructure with direct, secure connections to any SIS or data source. The result: scalable integrations, lower costs, and seamless experiences for schools and districts of every size. With Ednition: Reclaim rostering. Own your integrations. Cut the cost.
Innovation in preK to gray learning is powered by exceptional people. For over 15 years, EdTech companies of all sizes and stages have trusted HireEducation to find the talent that drives impact. When specific skills and experiences are mission-critical, HireEducation is a partner that delivers. Offering permanent, fractional, and executive recruitment, HireEducation knows the go-to-market talent you need. Learn more at HireEdu.com.

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