Fast Facts

The Princeton Review is seeking a strategic Director of Content Strategy & Operations to lead transformation initiatives in content development and delivery, focusing on enhancing efficiency and integrating modern technologies such as AI tools.

Responsibilities: Lead modernization efforts in content production and delivery, streamline workflows, implement AI tools, oversee budgeting and operational metrics, and foster a collaborative culture across teams.

Skills: At least 10 years of experience in content strategy or agile product development, expertise in operational leadership within content-focused organizations, familiarity with AI tools, and strong collaborative and strategic thinking skills.

Qualifications: Proven track record in driving transformation initiatives, optimizing workflows, and leading teams through change, with a focus on evidence-based decision making and alignment of diverse teams.

Location: United States

Compensation: $150000 - $160000 / Annually

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  

We are seeking a strategic operational leader to serve as our next Director of Content Strategy & Operations, focused on driving transformation and scalable execution across the systems, processes, and teams that power our learning and content development efforts. 

Reporting to the Chief Product Officer, you’ll take on a portfolio of high-impact initiatives aimed at increasing efficiency, consistency, and innovation—starting with the transformation of our content production pipeline. Your first major area of focus will be reimagining how content moves from conception to delivery across our digital learning products. You will bring clarity and structure to fragmented workflows, lead cross-functional modernization efforts, and help integrate AI tools and automation across teams. 

This is not a “last mile” delivery role—it’s an opportunity to help grow our products and their impact by redesigning the full content lifecycle in close partnership with our curriculum and learning design, editorial, and product, design & engineering teams. 

Over time, your remit may expand to include other areas of operational excellence across learning and product development, making this an ideal role for a systems-oriented leader ready to drive continuous improvement at scale. 

Why join us? You’ll play a pivotal role in shaping how we bring exceptional learning content to life—both in print and digital—while helping our teams harness the potential of AI to transform the way we work. If you thrive at the intersection of strategy, operations, content, and innovation, we’d love to meet you. 

What You'll Do 

Lead transformation initiatives across learning and content development functions, starting with the modernization of our content production and delivery pipeline 

Unify legacy systems and workflows into a streamlined, scalable, cross-platform production process for both print and digital content. 

Introduce and scale AI tools, automation, and other modern technologies to improve quality, efficiency, and consistency. 

Partner cross-functionally with leaders in curriculum, editorial, learning design, content development, product, engineering, and technology to optimize operations and align content and platform product roadmaps and execution plans. 

Oversee the content budgeting and planning process and establish clear operational metrics and reporting to track efficiency, quality, and on-time delivery. 

Diagnose operational inefficiencies, propose practical solutions, and implement changes that drive measurable impact. 

Champion a culture of operational rigor, agility, continuous improvement, and collaboration across content- and product-related teams. 

Who You Are  

You bring at least 10 years of professional experience, including relevant experience in modern content strategy or agile product development. You have demonstrated experience leading operational functions, ideally within a content-centric or learning-focused organization (e.g., digital publishing, edtech, curriculum development, instructional design). 

You have proven success driving cross-functional transformation initiatives, optimizing complex workflows, and integrating emerging technologies, ideally within the context of an agile methodology or framework. 

You have familiarity with and curiosity about AI-powered content tools and workflow automation platforms. 

You are a collaborative leader, with strong influence skills and a track record of aligning diverse teams to shared goals and leveling others up with regard to using evidence to drive decision-making. 

You offer strategic thinking skills, including comfort toggling between big-picture vision and detailed execution. 

You have experience leading teams through change, ambiguity, and rapid iteration. 

What We Offer 

The Princeton Review is an equal employment opportunity employer. The Princeton Review’s policy is not to discriminate against any applicant or employee based on, and all qualified applicants will receive consideration for employment without regard to, race, color, religion, national origin, sex, sexual orientation, gender identity or expression, age, marital status, disability, military status, genetic information, or any other basis protected by applicable law. The Princeton Review also prohibits harassment of applicants or employees based on any of these protected categories. It is also The Princeton Review’s policy to comply with all applicable laws respecting consideration of unemployment status in making hiring decisions. 

The Princeton Review is a drug-free workplace. 

Pursuant to, and consistent with, any applicable state or local laws, such as the Los Angeles Fair Chance Initiative for Hiring Ordinance, Los Angeles County Fair Chance Ordinance for Employers, New York City Fair Chance Act, Philadelphia’s Fair Chance Hiring Law, and San Francisco Fair Chance Ordinance, The Princeton Review will consider for employment qualified applicants with arrest and conviction records. 

It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability. 

The salary range for this role is $150-$160K annually. 

To Apply: 

As part of your application, please include your resume and a thoughtful cover letter, addressed to Sarah Robinson, outlining how your skills and experience meet the qualifications of the position. 

The Princeton Review offers a competitive salary and benefits package, commensurate with experience and skills.