Director, Analytics & Insights

🏒 Squire · all Squire jobs
πŸ“ United States
πŸ’° USD 200,000 - 230,000 / annual
πŸ“… Posted 2026-08-07 Β· via Himalayas
🏷 Analytics-and-Insights,Director-Of-Analytics,Business-Intelligence,Data-Strategy,Analytics-Leadership,Director-Of-Data-And-Analytics,Analytics-Director,Director-Of-Data-Analytics,Director-Analytics,Data-Analytics-Director,Analytics-Strategy-Director
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πŸ’ˆ 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

As SQUIRE continues to grow, so does the need for clean, well-defined, and trustworthy data on how the business is performing. As the Director, Analytics & Insights , you will define the standards, taxonomies, and requirements in our core source systems needed for data to flow and report information properly for the business. Based on the data captured, you will consolidate and uncover the drivers behind churn, retention, and conversion, then apply that same rigor to product telemetry and marketing analytics, and bring those insights directly to the leaders who can act on them.

Success in this role means the company operates from one consistent and trusted set of metrics built on quality source system data, with leaders able to approach important decisions with a clear understanding of the factors behind them. Your work will directly influence business outcomes with a clear understanding of what matters most, rather than simply report on them. As SQUIRE expands its use of AI, you will bring a thoughtful perspective on where it can add the most value in analytics and ensure our data is prepared to support that work. This role, above all, is central to how SQUIRE makes informed decisions to move faster and scale with confidence.

Reports To : SVP, Operations
Location : Remote - US or Canada
Type : Full-Time
Compensation : Base ($200,000 - $230,000) + Bonus (15%)

🧰 YOUR CRAFT (Job Duties & Responsibilities)

- Proactively analyze business performance to identify what is changing and why across churn, retention, conversion, unit economics, funnel performance, product adoption, product telemetry, and marketing analytics

- Translate complex data into clear insights and recommendations for the leaders and teams positioned to act on them

- Define and lead the multi-year strategy for SQUIRE’s analytical data, including how it is modeled, structured, and governed to support accurate analysis for scalable business growth and future AI capabilities

- Partner closely with Data Engineering (which is responsible for the underlying data platform and infrastructure) to develop scalable and reliable analytical models

- Set the strategy for AI-driven analytics, keep our data clean and AI-ready to power both the AI we build into our product and the AI we use to scale the team, from automating first-pass reporting to building on the AI data assistant already in place

- Lead Looker as SQUIRE's primary business intelligence platform, including dashboard strategy, reporting improvements, platform cleanup, and self-service reporting

- Establish the metric definitions, quality standards, and governance practices needed to maintain trust in the company's data as the business grows in scale and complexity

- Lead the company's OKR process and performance readouts, including the cadence, measurement, and reporting used to create visibility and accountability

- Lead and grow the analytics function by hiring and dev

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