VP of Engineering

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VP of Engineering leading teams and scaling engineering at Castify. Focused on developing AI-driven solutions for video communication in the K-12 sector and beyond.

Posted 7/15/2026full-timeChicago • Illinois • 🇺🇸 United StatesLead💰 $200,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates extensive experience in leading engineering teams within high-growth SaaS environments, with a strong focus on AI adoption, scalable architectures, and technical strategy execution. Proven ability to drive engineering excellence and foster a culture of ownership and continuous improvement.

Highest-signal resume keywords

12+ Years Software Engineering ExperienceAI-Powered Engineering Tools AdoptionModern Web Technologies ExpertiseStrong Technical LeadershipSaaS Product Development

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

System DesignReliability EngineeringScalable ArchitectureDistributed SystemsDevOps PracticesFrontend DevelopmentBackend DevelopmentCloud InfrastructureTypeScriptReact

Soft Skills

Effective CommunicationOwnershipAccountabilityProblem SolvingAdaptability

Tools & Technologies

GCPAI Coding ToolsAI-Assisted Workflows

Industry Keywords

SaaSProduct-Led TechnologyHigh-Growth StartupsEngineering ExcellenceTechnical Strategy

Tech Stack

Tools & technologies

CloudDistributed SystemsGoogle Cloud PlatformJavaScriptNode.jsReactTypeScript

About the role

Key responsibilities & impact

Lead a high-performing Engineering organization across multiple product areas and platforms.
Champion the adoption of AI-powered engineering tools and workflows to accelerate team velocity and output quality.
Partner with Product leadership to define technical strategy, roadmap priorities, and execution plans.
Drive engineering excellence by establishing scalable systems, development standards, and operational best practices.
Oversee the architecture, development, testing, deployment, and reliability of our products and infrastructure.
Shape and evolve our AI-first product strategy by enabling experimentation, rapid iteration, and scalable implementation.
Guide technical decision-making across frontend, backend, infrastructure, data, and platform initiatives.
Ensure strong execution across teams by removing blockers, clarifying priorities, and aligning engineering efforts to business outcomes.
Foster a strong engineering culture grounded in ownership, accountability, and continuous improvement.

Requirements

What you’ll need

Bring 12+ years of software engineering experience leading teams in high-growth SaaS or product-led technology companies.
Have worked in early-stage or growth-stage startups (fewer than 50 people) and thrive in environments that require ownership and an entrepreneurial mindset.
Are a hands-on technical leader who stays close to the work, comfortable diving into architecture and code-level discussions to guide decisions and solve technical problems.
Are fluent in how AI is changing the software engineering craft — you've personally used AI coding tools and have driven adoption of AI-assisted workflows across a team.
Have a strong foundation across modern web technologies, cloud infrastructure, distributed systems, and scalable architectures, with experience in end-to-end systems (frontend, backend, platform, infrastructure, and DevOps) using tools like TypeScript, React, Node.js, and GCP.
Possess a track record of building and scaling products used by millions of users, with deep expertise in system design, reliability, scalability, and security.
Can translate company strategy into clear technical direction and drive strong execution in a fast-moving, high-accountability environment.
Communicate effectively across all levels from engineers to executives balancing technical depth with clear, outcome-oriented storytelling.
Excel in ambiguity, moving quickly and decisively without sacrificing engineering quality.

Benefits

Comp & perks

Competitive Compensation. We take a data-driven approach to our compensation strategy so all employees are paid competitively and fairly.
401(k) & Annual Performance Bonus Opportunity. We want to invest in present you and future you, which is why we offer a 401(k) match + Annual Performance Bonus opportunity.
Flexible Time Off (FTO) Policy. We recognize that time off to rest and recharge is important. The Flexible Time Off Policy (FTO) is designed for our employees to do just that -- balance work and life while maintaining well-being.
Parental Leave. Generous paid time off for parents to bond with the newest addition to their family!
Medical, Dental, & Vision Insurance. We offer comprehensive health benefits, including medical, dental, and vision insurance. Plus, all employees receive a free One Medical membership.
Divvy Bike Membership. If you’re in Chicago, take advantage of an annual Divvy membership -- on us.