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Math Academy · Education

Math Academy

Stories, challenges, and discoveries from the front lines of building the ultimate math learning system.

Episodes

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#9 – From Families to Schools

23 Jun 2026
1h 2m
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Scaling Math Academy for schools requires a phased, manual-first approach to ensure the system effectively addresses foundational learning gaps rather than merely scaling operational confusion. By conducting intensive, hour-long onboarding sessions, the team identifies critical user pain points and refines the product’...

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#8, Part 2 – Failure Modes in Teaching

28 Mar 2026
1h 0m
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The podcast explores common failures in math education across grade levels, emphasizing the need to move beyond traditional teaching methods. A key issue identified is the over-reliance on passive note-taking in higher education, which the speakers argue is an inefficient way to learn. They advocate for active learning...

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#8, Part 1 – Role of Teachers in the Math Academy Classroom

15 Mar 2026
53m
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The podcast explores how teachers can best utilize Math Academy to enhance classroom learning. It argues that Math Academy automates the mechanical aspects of teaching, freeing up teachers to focus on human elements like building relationships and connecting math to students' interests. The discussion highlights the im...

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#7, Part 2 – Earning the Right to Scale

19 Feb 2026
1h 14m
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Scaling a startup organically and without outside funding presents unique challenges, as explored by Math Academy's Justin Skycak and Jason Roberts. They emphasize the importance of manual processes early on to deeply understand customer needs and avoid unnecessary features, which earns the right to scale effectively. ...

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#7, Part 1 – 2025 in Review: Content Production

10 Feb 2026
1h 8m
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Math Academy's 2025 year in review focuses on content development, highlighting the release of a discrete mathematics course and the expansion of the SAT Math Fundamentals course with over 100 new topics to bridge gaps in standard curricula. The speakers emphasize the creation of an SAT Math Prep course that estimates ...

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#6, Part 3 – Learning Debt and Skill Insolvency

28 Jan 2026
51m
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The podcast explores the concept of "learning debt," which is the gap between necessary skills and actual abilities, and its long-term consequences. It likens learning debt to financial debt, accruing interest and hindering future potential. The hosts discuss how a lack of oversight from adults can lead to students dev...

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#6, Part 2 – On The Rails and Out Of Scope

14 Jan 2026
1h 16m
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The Math Academy podcast explores the concept of "falling off the rails" in learning and startups, emphasizing the need for relentless communication and context-sharing. Jason and Justin discuss the optimal length of math problems for different skill levels, using a soccer coaching analogy to illustrate how focusing to...

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#6, Part 1 – Why Can’t College Students Do Middle School Math?

03 Jan 2026
1h 4m
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The podcast addresses the alarming trend of college freshmen, even at prestigious universities like UC San Diego and Harvard, lacking proficiency in middle school math. The hosts attribute this decline to grade inflation, the removal of standardized tests in college admissions, and the rise of easy cheating methods lik...

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#5, Part 2 – Getting Kids To Do Hard Things

18 Dec 2025
1h 41m
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The podcast episode explores the use of incentives to motivate children, particularly in math education. The speakers discuss different types of learners, from those naturally inclined to math to those who are more resistant, and how incentives can be tailored to each group. They caution against relying solely on a chi...

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#5, Part 1 – Building Without Bloat

11 Dec 2025
1h 16m
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The podcast explores strategies for effective teamwork, highlighting the importance of complementary skill sets and clear role definitions. It emphasizes that successful collaboration relies on team members compensating for each other's weaknesses, citing the hosts' working relationship as an example. The discussion co...

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#4, Part 2 – Knowledge Graph Engineering: Mental Models & War Stories

03 Dec 2025
1h 20m
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The podcast explores the evolution of Math Academy's knowledge graph, focusing on strategies for optimizing its effectiveness and managing complexity. The hosts discuss the concept of "knowledge points," breaking down topics into smaller, manageable steps to avoid cognitive overload for students. They highlight the imp...

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#4, Part 1 – The Unreasonable Effectiveness of the Knowledge Graph

25 Nov 2025
1h 22m
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Problem-solving in standardized testing, such as the SAT, is not an abstract meta-skill but a concrete body of knowledge that can be exhaustively enumerated through a knowledge graph. While top-down approaches—like relying on natural talent or superficial familiarity—provide quick initial wins, they ultimately hit a pe...

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#3 – Waging War on Mediocrity: Tales From the Trenches

18 Nov 2025
2h 29m
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The co-hosted podcast explores the concept of "willing things into existence," which involves using sheer force of will to overcome obstacles and achieve goals. Jason shares his experience creating the Math Academy program, emphasizing the importance of building alliances, problem-solving, and persistent effort. He rec...

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#2 – Teach Like Your Life Depends On It

04 Nov 2025
2h 42m
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The podcast explores the core principles of effective teaching, framing it as "What would a tutor do if their life depended on it?" It emphasizes extreme accountability, drawing parallels to high-pressure scenarios like tutoring a mafia boss's child. The discussion highlights the importance of "getting inside the trade...

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#1 – The Long Game: Building Minds and Machines

03 Nov 2025
2h 36m
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The inaugural Math Academy podcast addresses listener questions regarding the platform's upcoming courses and features. Jason and Justin focus primarily on the Machine Learning course, detailing its content, structure, and the extensive effort behind its development, including the creation of 20 application-oriented pr...

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