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New York, NY, USA

Jeff R.

Product and Tech Leader | Ethical AI | EdTech | Scaling Platforms and Teams | NYC

Highly technical and commercially focused product leader with 15+ years driving strategy and delivering outcomes in EdTech, B2B SaaS and HR Tech. Shipped GenAI features to real users with measurable business impact and disciplined economics. Hands-on product architect and builder who thrives solving user needs with empathy, pragmatism and deep technical understanding in collaboration with Engineering, Design and GTM.

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Jeff R.

Experience

Feb 2023 — Jul 2025
SkillCycle

SkillCycle

CO-Founder and COO/CPO

SkillCycle is a Human Capital Development company, offering HR solutions focused on employee learning and performance management.

  • Scaled SkillCycle 500% over 4 years by building a robust product team and introducing innovative HR solutions.
  • Created the first unified talent platform integrating performance and development workflows.
  • Architected Aida, an AI-powered assistant providing personalized feedback and development plans.
  • Led data analytics effort, integrating data to build a cohesive KPI/OKR system.
Jul 2021 — Feb 2023
SkillCycle

SkillCycle

Co-Founder and Chief Product Officer

Nov 2019 — Jun 2021
Success Academy Charter Schools

Success Academy Charter Schools

Head, Schooling Services

Success Academy Charter Schools is a network of public charter schools in NYC focused on providing transformative K-12 education.

  • Enhanced decision-making by leading data analytics for educational institutions.
  • Developed data warehouses and dashboards improving data access and visualization.
  • Managed a successful transition to remote schooling during the pandemic.
Nov 2017 — Nov 2019
McGraw-Hill Education

McGraw-Hill Education

Vice President, Technical Product Management

McGraw Hill provides educational resources and platforms for instructors and students worldwide.

  • Achieved 25% market share growth for McGraw-Hill Connect by integrating AI features.
  • Forged strategic partnerships positioning the platform as an innovation leader.
Jun 2014 — Sep 2017
Taskstream-Tk20

Taskstream-Tk20

Vice President of Product Management

Watermark offers software solutions supporting higher education institutions in assessment and accreditation management.

  • Transformed product development culture, improving user experiences and launching new products.
  • Led a successful initiative with Gates Foundation, fostering widespread adoption and expansion of Aqua.
  • Integrated teams post-merger and developed a new product strategy and roadmap.
Jan 2014 — Jun 2014
Pearson plc

Pearson plc

VP of Product, School Systems

Pearson is a global education company providing textbooks, digital learning solutions, and assessments.

  • Organized a new product marketing function, implementing a strategy for consolidation of key products.
  • Managed product responsibility for K-12 SIS and LMS, enhancing overall product offerings.
May 2012 — Dec 2013
Pearson plc

Pearson plc

VP Product Management, K-12 Technology

  • I led product management for Schoolnet, Pearson's award-winning instructional improvement system. Schoolnet provides the only unified solution to align student assessment, curriculum and instruction; guide collaborative, data-informed discussion; and enable targeted instruction for every student.
  • The job required me to grow and mentor a product and UX team during a time of both tremendous internal change and external pressure to deliver against high-profile contractual engagements. During my time we:
  • Planned and led five consecutive on-time releases of market-leading student assessment and teacher evaluation capabilities to a user base that doubled to over 8 million students.
  • Served as a critical partner and thought leader to senior leadership at several states and large urban school districts using the Schoolnet product to support ambitious new assessment, curriculum and teacher evaluation initiatives.
  • Doubled the number of agile product teams across three locations in six months to increase velocity and meet commitments.
  • Turned around a stalled "one Pearson" product integration project and delivered a new Cloud-based data hub for class-roster sharing and single sign-on across disparate learning applications to a base of 25 pilot customers (500K students).
  • Developed and implemented strategies for integrating products from different Pearson divisions; Escambia County (FL) School District won a Gold award from the IMS Global Learning Consortium for the improvements to learning they made with our solution.
Feb 2008 — May 2012
Pearson plc

Pearson plc

VP, Product Management LTG Core Technologies

  • Directed product management for core technologies supporting top learning applications, generating $600M in digital revenue.
  • Managed cross-functional solutions spanning analytics, identity management, and e-commerce.
Jan 2006 — Feb 2008
BiddingForGood

BiddingForGood

Director, Analytics

BiddingForGood is an online fundraising auction platform connecting nonprofits with philanthropic shoppers.

  • Directed internal business intelligence efforts and customer-facing analytics features.
  • Designed an internal data warehouse for strategic guidance and operational support.
  • Integrated Salesforce.com to provide actionable data for at-risk accounts.
Apr 2004 — Dec 2005
Pearson Education

Pearson Education

Director, Technical Project Management

  • Managed engineering resource allocation and project management for core technology platforms.
  • Provided analysis and forecasts for product usage, supporting decision making and sales strategies.
Feb 2001 — Apr 2004
Pearson Education

Pearson Education

Engineering Program Manager

  • Managed development of Pearson's Subscription Management System, ensuring system-wide integration in education apps.
  • Supervised a cross-functional team to deliver a successful subscription management platform.
Sep 1999 — Feb 2001

Voter.com

Manager of Account Services

Voter.com was an independent political information website.

  • Designed and implemented a content management system for campaign websites.
  • Managed advertising and content traffic supporting over 1,000 campaigns and advocacy groups.
Apr 1997 — Sep 1999

Cahners Business Information

Customer Support Representative

Cahners Business Information was involved in new media projects for manufacturing publications.

  • Developed online help resources and managed high volumes of user and customer support emails.
  • Provided management with analytical reports of user feedback and trends to strengthen operations.