VP, Engineering

SQUIRE

11h • $250,000 - $300,000

About The Position

The Vice President of Engineering will play a pivotal role in shaping the future of our technology and product development. This individual will be responsible for shaping the technical vision, strategy, and execution of our engineering department while driving innovation and ensuring scalability, performance, and customer satisfaction. The VP of Engineering will collaborate closely with executive leadership and cross-functional teams to deliver high-quality software solutions while fostering a culture of continuous improvement and operational excellence.

Requirements

• Proven success as a senior engineering leader, with 15+ years of progressive experience, including 8 years or more leading large engineering teams.
• Experience working with Claude and Cursor for writing code, test plans, bug fixes and code reviews
• Demonstrated ability to lead large-scale initiatives with a focus on speed and agility without compromising quality.
• A track record of building and scaling consumer-facing products that deliver exceptional user experiences, especially on mobile devices.
• Deep expertise in modern engineering practices, including cloud infrastructure, microservices, and scalable system design.
• Strong technical foundation, with deep knowledge of modern full-stack development practices, architectures, and tools, including JavaScript frameworks (e.g. Node.js, React.js) and mobile development frameworks (React Native).
• Exceptional leadership and communication skills, with demonstrated ability to lead through periods of change and a track record of building and nurturing high-performing, inclusive teams.

Nice To Haves

• E-Commerce, FinTech or Payments experience preferred
• B2C or B2B2C experience preferred

Responsibilities

• Develop, articulate, and drive the execution of a comprehensive technical roadmap that supports SQUIRE’s strategic goals, incorporating feedback from cross-functional stakeholders to ensure engineering efforts remain laser-focused on delivering customer value and driving market differentiation.
• Provide regular status updates and strategic recommendations to the executive leadership team, anticipating challenges and identifying opportunities for innovation or competitive advantage.
• Lead and manage a diverse engineering team, including offshore and nearshore teams of developers working with React, React Native, Node.js and other modern technologies.
• Lead the engineering team in delivering scalable, reliable, and secure software solutions that meet current and future business needs.
• Direct initiatives for the modernization of legacy systems and accelerate the delivery of new product capabilities, prioritizing the strategic integration of AI/ML tools to drive efficiency.
• Champion the application of Generative AI across the entire development lifecycle—from code generation and testing to operational excellence—to maximize engineering velocity and quality.
• Establish and enforce best practices in software development, architecture, and operational excellence.
• Implement generative AI to accelerate the development of code.
• Ensure that the technical and payments architecture supports scalability, performance, and reliability as SQUIRE grows.
• Work closely with the Director, Product Management and Director, Product Design to ensure seamless integration of technical capabilities with product vision and user experience.
• Cultivate an environment of experimentation and learning around emerging AI technologies to maintain a competitive advantage in our technical practices.
• Collaborate with Product Leaders to define clear acceptance criteria, delivery timelines, and post-launch success metrics.
• Collaborate with leaders across Sales, Marketing, and Customer Success to understand evolving customer requirements and market shifts; offer technical insights that help refine go-to-market strategies, product positioning, and customer onboarding.
• Establish a high-performance, AI-driven engineering culture rooted in curiosity, continuous improvement, and open communication, driving the adoption of new AI-powered tools and methodologies.
• Mentor and guide engineering managers and technical leaders, enhancing team productivity, engagement, and performance.
• Develop formal career pathways, rotation programs, and succession plans to nurture future leaders.

Benefits

• Base Salary ($250,000 - $300,000) + Bonus (25%)
• New hire stock grant
• 100% employer paid medical, dental, and vision insurance for you and your dependents
• 401K plan with company contribution
• Generous PTO and Parental Leave policies

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Education Level: No Education Listed