Director, Data Engineering
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 more than 30,000 barbers across 5,000+ shops in more than a thousand cities worldwide. 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 or download the SQUIRE app from the App or Play Store.
ABOUT THE ROLE
At SQUIRE, trusted data turns information into action - powering everything from company-wide reporting and automation to the AI capabilities shaping our next chapter. We're hiring a Director, Data Engineering to build and lead our Data organization through a player-coach model, spending approximately half your time hands-on in the code and the other half developing engineers, setting technical direction, and owning the organization’s strategy. You’ll own SQUIRE’s long-term data architecture and lead a growing team spanning Data Engineering, Machine Learning Engineering, and Analytics.
Success in this role means building a data foundation the company trusts by default, with reliable pipelines, clear standards, and scalable systems. You'll have the authority and accountability to make architectural and organizational decisions needed to move the function forward while helping the team grow in both capability and impact. As SQUIRE continues to scale, your work will directly enable more confident decision-making, stronger automation, and AI use cases that power our next phase of growth.
Reports To : Chief Product and Technology Officer
Location : Remote - US or Canada
Type : Full-Time
Compensation : Base ($200,000 - $230,000) + Bonus (15%)
YOUR CRAFT (Job Duties & Responsibilities)
- Design, build, and debug the highest-impact pipelines, connecting our business systems, including CRM, billing, and internal platforms to our Snowflake warehouse, in both directions
- Own the data strategy and architecture across a multi-year horizon, while maintaining deep, hands-on familiarity with the systems and their edge cases
- Establish technical direction and standards for pipeline design, data modeling, and data quality across the org; personally build and ship the highest-risk or most ambiguous work
- Build, structure, and lead a growing Data organization of 5+ across Data Engineering, ML Engineering, and Analytics
- Own headcount planning, hiring strategy, and budget for the Data organization
- Partner with the Chief Product and Technology Officer and cross-functional leaders to translate company strategy into data contracts and platform investments
- Lead audits of existing integrations and automations, and determine what should be replaced and how that work should be prioritized
- Champion AI and automation enablement company-wide, ensuring agents and LLM use cases are built on a trusted data foundation, while remaining hands-on in building select enablement capabilities
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.
YOUR FOUNDATION (Experience & Skills)
- 8+ years in data or software engineering, including 4+ years managing engineers
- Experience building and leading a multidisciplinary data organization (data, ML, analytics, software) of 5+ people
- Advanced SQL and Python skills