Ontario, Canada · Remote OK
$200k–$230k/yr
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 complexit…
Skills: Data Engineering, Machine Learning Engineering, Analytics, SQL, Python
Buenos Aires, Argentina · Hybrid
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 complexit…
Skills: Salesforce Administration, Triage, User Management, Report and Dashboard Creation, Data Governance
Buenos Aires, Argentina · Hybrid
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 complexit…
Skills: Project Planning, Stakeholder Coordination, Risk Mitigation, Agile, Kanban
Austin, Texas, United States · On-site
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 complexit…
Skills: Full-cycle Sales, Prospecting, Lead Qualification, Product Demonstrations, Negotiation
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Lead the data organization as a player-coach, balancing hands-on pipeline development with strategic leadership of data, ML, and analytics teams. Design the long-term data architecture and establish standards for data quality and AI enablement across the company.
Requires 8+ years of data or software engineering experience, including at least 4 years of management experience leading multidisciplinary teams. Must be proficient in SQL, Python, and Snowflake, with direct experience in AI/LLM enablement strategy.
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 getsquire.com or download the SQUIRE app from the App or Play Store.
\nABOUT 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%)
Don’t let this list stop you from applying - If you are interested in the role, we’d love to hear from you!
As a Director, Data Engineering, you’ll have real ownership over a function the whole company depends on, a mandate to develop its leadership structure, and the charter to define the data foundation for SQUIRE's AI future — with the authority to turn that strategy into a lasting practice.
WHAT WE OFFERInterview 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 [email protected] and someone on our team will respond to your request.
Equal Employment Opportunity
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 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.
All-in-one barbershop management platform
SQUIRE is the world’s leading and fastest-growing software technology platform for barbershops, a hundred-billion-dollar global industry. We provide a one-stop solution that helps small business entrepreneurs run and grow their businesses. SQUIRE is also the premiere booking engine that connects people with great barbers nationwide. We make it easy to discover and book the best barbers wherever you are, in just a few taps. With headquarters in New York and a presence in major cities in the United States, U.K. and Canada, SQUIRE has quickly become a market leader in technology solutions for the barbershop industry. SQUIRE is currently a Series D company and has raised over $165M to date. For more information, please visit getsquire.com or download the SQUIRE app from the App or Play Store.
Offices: 216 Bowery, 3rd Floor, New York, NY 10002, US
All-in-one barbershop management platform
SQUIRE is the world’s leading and fastest-growing software technology platform for barbershops, a hundred-billion-dollar global industry. We provide a one-stop solution that helps small business entrepreneurs run and grow their businesses. SQUIRE is also the premiere booking engine that connects people with great barbers nationwide. We make it easy to discover and book the best barbers wherever you are, in just a few taps. With headquarters in New York and a presence in major cities in the United States, U.K. and Canada, SQUIRE has quickly become a market leader in technology solutions for the barbershop industry. SQUIRE is currently a Series D company and has raised over $165M to date. For more information, please visit getsquire.com or download the SQUIRE app from the App or Play Store.
Offices: 216 Bowery, 3rd Floor, New York, NY 10002, US
