Skip to content

Pebl

Director of Data

Location
Toronto, Ontario, CA
Arrangement
Hybrid
Employment type
Full-time
Level
Director
Posted
28 September 2026 (2 days ago)

Checked yesterdayApplications go to the employer, never to RoleSprint

About this role

Purpose in Every Position

Pebl puts a world of talent at your fingertips. With our AI-powered Global Work Platform™, companies can hire, pay, and manage employees in 185+ countries—removing risk, red tape, and guesswork from global growth. Backed by more than a decade of compliance leadership and local expertise, Pebl helps businesses move fast, stay compliant, and scale with confidence. With Pebl, companies everywhere can hire great talent anywhere.

Where Your Work Moves the Needle.

At Pebl, every team member drives our success. Joining us means more than filling a role—you’re accountable for results and impact. Our values guide how we operate, execute, and collaborate across borders. By putting them into action, you’ll help us scale faster, compete harder, and lead the future of global work.

What Makes You a Great Fit

We are seeking a highly technical, deeply analytical, and aggressively innovative Director of Data to lead our data strategy, infrastructure, and AI integration. You will not just be managing a team; you will be the chief storyteller for our data and the evangelist for our "AI Everywhere" initiative.

Based out of our Palo Alto office, you will sit at the intersection of R&D and our core business functions—specifically Marketing, Sales, Operations, Finance, and Legal—ensuring that Pebl’s vast repository of global employment and compliance data is secure, accessible, and actionable.

In-office collaboration is required at our Toronto office Monday through Wednesday.

How You'll Make An Impact:

1. Architect the Future (Technical & Hands-On Data Engineering)

- Own the vision and execution of Pebl’s modern data infrastructure.

- Serve as the ultimate technical authority on data engineering, ensuring highly scalable, performant, and reliable data pipelines.

- Champion strict data security, privacy, and governance protocols to protect our global payroll, HR, and compliance data.

2. Drive Actionable Business Insights (Analytical Powerhouse)

- Transform complex datasets into clear, actionable strategies across all departments.

- Partner with Marketing and Sales to optimize our growth funnel, CAC, and conversion rates.

- Collaborate with Operations, Finance, and Legal to improve billing accuracy, payroll speed, and compliance tracking.

3. Champion "AI Everywhere" (AI Native Operations)

- Lead the charge to make Pebl a truly AI-native company.

- Bring AI capabilities to our R&D offerings, such as enhancing our compliance assistant, Alfie.

- Engage directly with Marketing, Sales, Operations, Finance, and Legal to embed AI into their daily workflows, driving massive internal efficiency.

4. Bridge the Gap (Communication & Storytelling)

- Act as the ultimate translator between deep technical R&D work and overarching business objectives.

- Master the art of data storytelling to present complex insights to the executive team and the board in a compelling way.

5. Build and Foster the Team (Leadership)

- Lead the Charge: Be a hands-on, execution-oriented leader who ensures delivery of strong business results.

- Be the NBA Coach: Recruit top-tier talent and assemble a high-performing team of data engineers, analysts, and AI specialists.

- Be the Gardener: Foster a culture of continuous learning and psychological safety to cultivate a data-driven mindset across the entire company.

Let's Connect If You Have:

- Extensive Technical Background: 15+ years of experience in data engineering, data science, or analytics, with at least 5 years in a senior leadership role.

- Modern Stack Mastery: Deep, hands-on expertise orchestrating our specific modern data infrastructure stack: Snowflake, Fivetran, Atlan, Looker, and Monte Carlo.

- AI/ML Track Record: Proven experience deploying LLMs, machine learning models, and AI tools for both production products and internal operational workflows.

- Cross-Functional Business Acumen: Demonstrated ability to collaborate with Marketing, Sales, Operations, Finance, and Legal to tie data initiatives directly to top-line growth and bottom-line efficiency.

- Exceptional Communication: A track record of weaving data into compelling business narratives for non-technical stakeholders.

- Work Style: Ability to work from our Palo Alto office Monday through Wednesday to collaborate directly with the executive and R&D teams.

Our Commitment to You

At Pebl, we’re committed to supporting our team with comprehensive rewards and benefits designed to meet diverse needs across roles and locations. Our core offerings include:

- Flexible Time Off – Take the time you need to recharge.

- Parental Leave – Support for growing families.

- Health and Dental Insurance – Where applicable, to cover you and your loved ones.

- Retirement Savings + Employee Incentive Plan – Plan for the future while sharing our success.

Please visit our career page for more information https://hellopebl.com/company/careers/.

Pebl is an Equal Opportunity Employer.

We power global teams and believe diverse perspectives drive innovation and impact. Employment decisions at Pebl are based on qualifications, merit, and business needs. We do not discriminate on the basis of race, color, religion, sex (including pregnancy, sexual orientation, or gender identity), national origin, age, disability, genetic information, veteran status, or any other status protected by applicable law. We’re committed to fostering an inclusive culture where every teammate can thrive and do the best work of their career—anywhere in the world.

Work location

  • Toronto, Ontario, CA

Ready to make a decision?

This role is either worth your time or it isn’t.

Analyze the posting against your experience, see the gaps clearly, and build the right materials only if the opportunity makes sense.

Nothing is submitted automatically. You choose what happens next.

About this listing

Published on Ashby under the board identifier Pebl, which is the name the employer’s own job board carries. RoleSprint has not verified the company’s registered or trading name, so it is shown exactly as published rather than tidied up.

RoleSprint is not the employer and not a recruiter. Applications are made on the employer’s own site and never reach us; what RoleSprint does is help you decide whether a role is worth your time and prepare for it if it is.

Published 28 September 2026, last checked yesterday. A posting stops being advertised here 90 days after the employer published it, and one the employer takes down is marked closed rather than quietly removed.

More searches like this one

Browse all current openings

No credit card requiredStart free