Director of Engineering

🕒 September 1

🇺🇸 United States – Remote

⏰ Full Time

🔴 Lead

🖥 Software Engineer

👻 Ghost score 10%

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Riverside Insights

WebsiteLinkedInAll Job Openings

201 - 500 employees

Founded over 80 years

📚 Education

🏥 Healthcare

Education • Healthcare

Riverside Insights is a leading provider of research-based assessments aimed at unlocking a person's true potential. The company specializes in a variety of assessment solutions that cater to different fields, including education, psychology, and special needs. With a mission to enrich lives globally through actionable insights derived from accurate and reliable data, Riverside Insights offers a comprehensive range of products and services designed for K-12 education, clinical assessments, and professional testing. With over 80 years of experience, they remain committed to excellence and inclusivity in their approach and operations.

📋 Description

• Lead the 0-to-1 build of the Reach platform through a Fall 2027 pilot and the next-generation CogAT assessment through full 2028 launch • Own architecture, construction, and testing of the Reach platform • Design a complex, multi-component platform for B2B scale, production volume, institutional buyers, and regulated-data compliance • Learn existing systems and the migration plan, define the required team, and build a 6–10 engineer team within 60 days using existing talent and new hires • Own the first customer migration wave and deliver an improved day-one experience • Actively code alongside the engineering team • Make build-vs-buy-vs-partner decisions for core technical dependencies, adaptive engine, test delivery, and rostering • Set the standard for AI-native engineering at Riverside • Translate the Product team roadmap into a technical plan, sequencing architecture and infrastructure work and incorporating AI into core capabilities such as the Reporting Engine • Partner across the business through regular working-software demos and transparent updates on progress, risks, and decisions needed • Report to the Chief Technology Officer

🎯 Requirements

• Has worked as a principal engineer or architect on large, complex, enterprise-grade production systems • Has personally led a 0-to-1, B2B platform build as the senior technical owner • Has built and led a team, combining existing and new hires, to hit an ambitious goal • Has been the senior technical decision-maker on one project for at least 24 months • Experience architecting and scaling production systems on AWS • Experience operating in a regulated data environment (FERPA, COPPA, HIPAA, SOC 2, or similar) • Full-stack fluency, front-end, back-end, architecture, DevOps, and testing • Makes agentic coding tools and AI-assisted development the default way you build, not an add-on • Experience building assessment, test-delivery, or other high-stakes data platforms • Experience building data or analytics/reporting platforms at scale • Infrastructure-as-code experience (Terraform or equivalent) • Experience integrating AI/ML capabilities into a production product • Entrepreneurial background • Comfortable presenting to and earning buy-in from senior leadership • Remote • Travel approximately 10 times a year for off-site team meetings

🏖️ Benefits

• Medical, Dental, and Vision plans • Company paid basic life and AD and D insurance • Company paid long-term disability • Paid Parental Leave • Supplemental life insurance options • Company paid Employee Assistance Program (EAP) • Retirement plan with discretionary company matching • Flexible Spending Account (FSA) and Health Savings Account (HSA) options • Premium subscription to Calm for employee and dependents • 33 days of company paid time off (PTO, Holidays, Summer Fridays, Wellness Days) • Weekly Focus Wednesdays • Flexible work arrangements • Tuition Reimbursement Program • Company orientation and 30, 60, 90 Day Onboarding