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Simplicity Education

Founding CTO

Simplicity Education, New York, New York, us, 10261

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Hybrid position

About Us Simplicity Education is on a mission to reimagine how schools and districts leverage data, AI, and human insight to improve learning outcomes, streamline operations, and empower educators. We’re building a solution for schools that brings together student data, learning management systems, and administrative workflows into one intelligent platform that anticipates educator needs, surfaces insights, and drives better decision‑making.

The Impact Strong data systems are the backbone of meaningful educational impact. When data from across learning tools and environments are connected, it unlocks a deeper understanding of how students learn, what supports they need, and which interventions truly work. By building robust, interoperable data infrastructure, we can empower educators with real‑time insights, personalise learning at scale, and ensure that every decision is grounded in evidence that drives better outcomes for all learners.

The Opportunity As Founding CTO, you’ll lead the technical vision and execution for our flagship product, a scalable, secure, and adaptive platform that transforms how K–12 institutions use their data. You will be responsible for early technical strategy, product development, team hiring, and hands‑on engineering leadership.

This is a founding‑level role, ideal for a builder who thrives at the intersection of software engineering, data infrastructure, and education, and someone ready to shape not just the product, but the company itself.

Key Responsibilities Technical Vision & Strategy

Define the technical roadmap for our education data platform.

Evaluate and integrate edtech and data infrastructure technologies.

Ensure data security, compliance (FERPA, COPPA), and scalability from day one.

Product Development

Build the MVP in partnership with the CEO and early design/product team.

Lead the development of the data infrastructure and AI assistant that interfaces with LMSs, SISs, and district data.

Rapidly prototype, test, and iterate features based on educator feedback.

Hire and mentor a small, high‑performing engineering team.

Foster a culture of technical excellence, ethical data and AI use, and mission‑driven innovation.

Establish coding standards, infrastructure practices, and delivery cadence.

Design a robust architecture for ingesting and unifying school data.

Develop intelligent copilots or chat‑based workflows for educators and administrators.

Optimise for privacy, performance, and personalization in large‑scale deployments.

Ideal Candidate Profile Experience

7+ years in engineering leadership, ideally as a founding or early‑stage CTO.

Experience and excitement for leading and scaling a team as a founding CTO, but also an individual contributor.

Proven ability to build, launch, and scale SaaS or AI‑driven products.

Proven experience with data model design and data infrastructure architecture.

Experience with edtech data systems (e.g., SIS, LMS, rostering APIs) is a major plus.

Strong understanding of AI/ML pipelines (OpenAI, Anthropic, vector databases, etc.).

Familiarity with data privacy and compliance in education.

Experience working with and managing partners, contractors, and other third‑parties.

Technical Stack (ideal but flexible)

Frontend: React / Next.js

Infrastructure: AWS / GCP

AI/ML: OpenAI API, LangChain, Pinecone, or equivalent frameworks

Personal Qualities

Founder mindset: comfortable with ambiguity, decisive, mission‑aligned.

Communicates clearly across technical and non‑technical stakeholders.

Deep curiosity about education, learning systems, and AI ethics.

A passion for helping a diverse user community (teachers, principals, district leaders, and more) gain knowledge and understanding from data and technology.

Commitment to diversity, equity, inclusion, and ongoing learning.

Why Join Us

Shape the technical DNA of a company redefining the future of education.

Partner closely with visionary educators and district leaders.

Equity and founding influence.

Work with an experienced founding team passionate about scaling impact through technology.

$200,000

Founding CTO Equity to be discussed in process

Simplicity Education is not able to sponsor employment‑based visas at this time. Applicants must be legally authorized to work in the United States without the need for current or future employer‑sponsored visa support.

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