Director, Analytics & Insights

SQUIRE · Ontario, CA · 3 wk ago

RemoteRemoteResearchFull-time

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.

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 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
Lead Looker as SQUIRE's primary business intelligence platform, including dashboard strategy, reporting improvements, platform cleanup, and self-service reporting
Establish metric definitions, quality standards, and governance practices to maintain trust in the company's data
Lead the company's OKR process and performance readouts, including cadence, measurement, and reporting
Lead and grow the analytics function by hiring and developing a team across analytics engineering, business intelligence, and analysis

Requirements

10+ years of experience in an analytics or data function, including 4+ years of people management
Track record of setting strategy, building analytical data models, and developing teams beyond day-to-day reporting
Experience translating data into insights that influence leadership decisions and measurable business outcomes
Experience building analytical models, systems, and practices that create lasting organizational value
Technical fluency in SQL, data modeling, statistics, dbt or similar tools, and Looker
Thoughtful perspective on AI in analytics, including where it adds value and where human judgment is essential
Strong leadership and communication skills, with the ability to translate complex concepts for executive audiences

Qualifications

Genuine curiosity about the business, with the ability to identify root causes and implications
Technical judgment to guide how analytical data is structured and maintain consistent definitions

Nice to Haves

Experience in a multi-product, marketplace, or SaaS business during scaling or expansion
Experience partnering with Data Engineering on data platforms and infrastructure

Reports To: SVP, Operations | Location: Remote - US or Canada | Type: Full-Time