TPR Education, LLC

tutoring, test prep, and college admission services

VicePresident,Engineering

$220–250k New York, New York, United States Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Director candidates.

The Brief

“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.

tutoring, test prep, and college admission services
Problems you'll solve

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

Free ATS check

Applying for this Vice President, Engineering role?

Most applicants get filtered before a human reads their resume. See if yours makes the cut.

How to Apply on Greenhouse

  • Create a Greenhouse profile before applying — it saves time across multiple applications.
  • Upload your resume as a PDF; the parser handles it better than Word.
  • Answer all knockout questions carefully — wrong answers auto-reject before a human sees you.
  • Enable email notifications to track application status in real time.

ANONYMOUS · UNFILTERED

What do employees actually say about TPR Education, LLC?

Real rants from real employees. Read before you apply.

Read Company Rants →