About the Role
VP, Engineering
United States
Engineering – Engineering /
Full-Time Exempt /
Remote
WHO WE ARE
SQUIRE is the leading business management system designed for the needs of barbers, shop owners, and their communities. We believe the pursuit of artistry and autonomy should not be restricted by the complexities of running a business. With SQUIRE, we provide custom-branded tools, resources, and guidance to help barbers of all stages and experience levels attract and retain more customers, efficiently manage their shop operations, and increase their revenue.
Founded in 2015, SQUIRE is trusted by barbers in 4,000+ shops in more than a thousand cities around the globe. From streamlined booking and opening new shops to real-time earning dashboards and building lasting customer relationships, SQUIRE supports shop owners in seamlessly bridging the gap between their personal craft and business goals. SQUIRE enables barbers everywhere to unlock their full potential both as artists and as entrepreneurs.
For more information, please visit getsquire.com or download the SQUIRE app from the App or Play Store.
SUMMARY
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.
REPORTS TO
Chief Product & Technology Officer
JOB DUTIES AND RESPONSIBILITIES
The duties and responsibilities outlined above are not a comprehensive list and additional tasks may be assigned from time to time based on business needs.
- 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
- Establish and enforce best practices in software development, architecture, and operational excellence
- Implement generative AI to accelerate 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
- 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 engineering culture rooted in curiosity, continuous improvement, and open communication
- 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.
REQUIREMENTS AND QUALIFICATIONS
- Proven success as a senior engineering leader, with 15+ years of progressive experience, including 8 years or more leading large engineering teams
- 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
- Ecommerce, FinTech or Payments experience preferred
- B2C or B2B2C experience preferred