TPR Education, LLC
tutoring, test prep, and college admission services
VicePresident,Engineering
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“Vice President, Engineering at TPR Education, LLC. Skills: Engineering Leadership, AI Product Development, Technology Strategy, Platform Modernization, Team and Org Development. Own the 6–24 month technology roadmap. Provide architectural vision and oversight”
What You'll Achieve.
Ensure engineering investments align with long-term business goals; Ensure the long-term sustainability and resilience of our systems; Improve team capability and throughput; Drive real behavior change; Ensure data is a reliable, well-governed foundation for product decisions and operational insight; Serve functions’ analytics and business process needs throughout the enterprise; Scale the team through the next phase; Ensure the systems, processes, and ways of working are in place for the full technology organization to operate effectively
Industry & Context.
Make tradeoffs explicit; Work backwards to a credible plan; Assess the current state of our systems; Setting a clear point of view on what needs to change; Make principled architectural decisions; Build-vs-integrate tradeoffs
What They're Looking For.
Must Have
15+ years in software engineering, significant time in senior engineering leadership (director level and above), Experience leading organizations that multiple functions — product engineering, QA, data, and infrastructure, A track record of shipping product, not just managing roadmaps, Deep experience building AI-powered products, leading teams that do, embedding AI tooling into engineering workflows, Fluency in agile and product engineering principles, executive communication, people instincts, A natural collaborator who builds trust across functions and levels, Comfortable operating in a mid-sized company where leaders are close to the work and expected to lead from the front
What You'll Do.
Own the 6–24 month technology roadmap
Provide architectural vision and oversight
Partner on infrastructure and security strategy
Make ongoing sound investment decisions around technical debt
platform modernization
and operational resilience
Drive critical modernization efforts
Lead development of AI-powered products
Own the technical vision and execution for AI products
Make principled architectural decisions about model selection
and build-vs-integrate tradeoffs
Lead the work that turns early-stage experiments into reliable
production-grade products
Deeply embed AI-based development practices across engineering
Help move swiftly and intentionally to agent-assisted coding
Stay at the leading edge of AI tooling and development practices
Continuously evaluating what's emerging
Running deliberate experiments in collaboration with product
Advocating clearly for what we should adopt
Translate knowledge into concrete recommendations and decisive action
Provide strategic oversight and direction for the data team
Help the data team set the vision for the data platform and capabilities
and grow the engineering team
Build the management layer and career paths
Develop and mentor leaders
Build a culture where engineers do their best work
are recognized for it
Make sound decisions about where to invest in internal development vs. external hiring
Serve as a core member of the technology leadership team
Contribute to the strategic direction of the overall technology organization
and ways of working are in place for the full technology organization to operate effectively
Serve as the engineering voice for the executive team
Own the narrative on engineering strategy
and tradeoffs for the executive team and board audiences
Build working relationships with product
Translate technical context into business terms clearly and consistently for non-technical audiences
How You'll Work.
Team & Collaboration
Partner closely with product leadership to build iterative, collaborative ways of working with rapid feedback loops; Openly and deliberately experiment with new models of teaming and collaboration; Model and set the tone for partnership at the Technology Leadership level; Partner on infrastructure and security strategy; Lead development of AI-powered products in partnership with product and data teams; Deeply embed AI-based development practices across engineering; Run deliberate experiments in collaboration with product; Partner with business stakeholders; Serve as a core member of the technology leadership team; Build working relationships with product, content, and business teams
Communication Scope
executive communication; comfortable presenting roadmaps, tradeoffs, and risk narratives to senior leadership and boards; Translate technical context into business terms clearly and consistently for non-technical audiences
Process & Methodology
Manage roadmaps, Sequencing investment
Full Job Description
About The Princeton Review The Princeton Review is a leading tutoring, test prep, and college admission services company. Every year, it helps millions of college- and graduate school–bound students achieve their education and career goals through online and in-person courses delivered by a network of more than 4,000 teachers and tutors, online resources, and its more than 150 print and digital books published by Penguin Random House. The company’s Tutor.com brand is one of the largest online tutoring services in the U. S. It comprises a community of thousands of tutors who have delivered more than 22 million one-to-one tutoring sessions. The Princeton Review is headquartered in New York, NY. Follow the company on LinkedIn, YouTube and Instagram. About the Position The VP of Engineering is a senior leadership role with broad scope across engineering, QA, and data, with deep involvement in infrastructure, and security strategy. Reporting to the Chief Product partner closely with product leadership to build iterative, collaborative ways of working with rapid feedback loops. Openly and deliberately experiment with new models of teaming and collaboration. Model and set the tone for strong partnership at the Technology Leadership level. [Technology Strategy and Platform Health] Own the 6–24 month technology roadmap: define where we want to be, make the tradeoffs explicit, and work backwards to a credible plan Provide architectural vision and oversight across the organization; ensure engineering investments align with long-term business goals Partner closely on infrastructure and security strategy, ensuring the long-term sustainability and resilience of our systems Make ongoing sound investment decisions around technical debt, platform modernization, and operational resilience. Drive critical modernization efforts by assessing the current state of our systems, setting a clear point of view on what needs to change, and sequencing the investment in a way that appropriately
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