Engineering Manager - Payments

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

As an Engineering Manager at SQUIRE, you will build and lead a team of developers responsible for our core payment processing platform - the critical backbone that will process nearly $1B in payments in 2025.

You will collaborate closely with the Payments Product Manager to shape the product strategy and roadmap, ensuring the platform evolves to meet customer needs and aligns with overall business objectives. You will lead a talented engineering team, fostering a culture of technical excellence, innovation, and accountability.  

As the Engineering Manager, you’ll oversee development processes, manage project delivery, and drive the technical direction of the admin platform. Your work will be essential in maintaining a scalable, reliable, and user-friendly product that supports business-critical operations for our customers. 

REPORTS TO

Vice President, Engineering

JOB DUTIES AND RESPONSIBILITIES

Team Leadership

• Lead and manage a team of highly skilled engineers, including distributed contract developers, ensuring alignment with the company’s technical vision and strategic goals

• Cultivate a high-performance engineering culture that emphasizes continuous improvement, open communication, and innovation

• Promote a culture of accountability and autonomy, ensuring team members clearly understand how their work aligns with and contributes to organizational goals

Technical Execution

• Oversee the implementation of responsive web designs, ensuring compatibility across browsers, devices, and screen sizes

• Lead the development and maintenance of the Commander web application, focusing on scalability, reliability, and performance

• Define and implement a strategic approach to prioritization, ensuring that work delivers the highest impact for users and the business

• Ensure the team adheres to best practices in software development, architecture, and operational excellence

Collaboration & Stakeholder Engagement  

• Collaborate closely with Product Managers, Designers, and other stakeholders to align technical capabilities with product vision and user experience

• Partner with cross-functional teams to define clear acceptance criteria, delivery timelines, and post-launch success metrics

• Act as a technical liaison between the engineering team and executive leadership, providing regular updates on project progress and strategic recommendations.

Process Improvement & Innovation

• Drive improvements in engineering processes to reduce cycle time and optimize team efficiency

• Lead initiatives to modernize the technical stack, ensuring the adoption of innovative solutions to enhance product capabilities

• Partner with other engineering managers to drive process innovation, cross-team collaboration, and knowledge-sharing across the organization

• Promote the use of data-driven approaches to monitor, analyze, and improve system performance and reliability

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.

REQUIREMENTS AND QUALIFICATIONS

• Minimum 2 years of experience as an Engineering Manager or similar leadership role, with a history of managing remote development teams

• Strong technical foundation, with deep knowledge of modern full-stack development practices, architectures, and tools, including JavaScript frameworks (e.g. Node.js, React.js)

• Experience working with payment processing platforms such as Stripe

• Demonstrated ability to lead teams through complex projects, ensuring timely delivery of high-quality software solutions

• Experience working within a highly collaborative, remote-first environment, driving a team that ships code to production often

• Comfortable participating in architectural discussions, asking informative questions, and assisting the team in making strategic trade-offs

• Excellent communication and interpersonal skills, with a track record of fostering a collaborative and inclusive work environment

• E-Commerce, FinTech or Payments experience preferred

WHAT WE OFFER

• Base Salary ($180,000 - $210,000)

• 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

Interview Accommodations

SQUIRE is committed to working with and providing reasonable assistance to individuals with physical and mental disabilities. If you are an individual with a disability requiring an accommodation to apply for an open position, please email your request to recruiting@getsquire.com and someone on our team will respond to your request.

EEO Provision

SQUIRE provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.

This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.

Pay Transparency Nondiscrimination Provision

SQUIRE will not discharge or in any other manner discriminate against employees or applicants because they have inquired about, discussed, or disclosed their own pay or the pay of another employee or applicant. However, employees who have access to the compensation information of other employees or applicants as a part of their essential job functions cannot disclose the pay of other employees or applicants to individuals who do not otherwise have access to compensation information, unless the disclosure is (a) in response to a formal complaint or charge, (b) in furtherance of an investigation, proceeding, hearing, or action, including an investigation conducted by the employer, or (c) consistent with the contractor’s legal duty to furnish information.

E-Verify Participation

SQUIRE participates in E-Verify. Learn more about E-verify here.