Head of People Technology

Toast, Inc.

Remote

Quick summary

Work type
Remote
Location
Boston, MAToronto, ON, Canada
Salary
$155,000–$248,000 / yr
Posted
51 days ago
Closes
Sep 17, 2026
Nearby
99+ roles within 25 mi

Market check

Salary context

Above market

How this pay compares to similar roles

Similar $180k
This role $202k
$104k most similar roles pay here $263k

This role pays more than 68% of similar roles. Most pay $152,150–$207,350 — the shaded band above. At the midpoint, this role pays about $202k versus about $180k for comparable roles.

Based on 238 similar postings.

Employer

About Toast, Inc.

Toast is a cloud-based restaurant management platform providing point-of-sale, payment processing, and operations software for the food service industry.

Toast, Inc. currently has 33 open roles on FindRole.

Listed pay typically runs $179,000–$286,500 across 32 roles with salary data.

Most-posted roles

View all roles at Toast, Inc.

At a glance

TL;DR · Head of People Technology

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Toast seeks a Senior Manager, People Technology to lead the team responsible for evolving and scaling its People Technology ecosystem, focusing on Workday and recruiting technology. This role involves configuring, administering, integrating, and supporting Workday while owning the strategy for Greenhouse and other TA technologies. Key responsibilities include building a clear roadmap, reducing tech debt, improving self-service, and strengthening compliance across systems. The ideal candidate has deep Workday experience, people management skills, and expertise in HR technology integrations, data flows, and governance. Familiarity with Greenhouse is preferred, along with the ability to manage strategic vendor relationships and evaluate platform capabilities through a business value lens. This role offers an opportunity to shape People Technology at Toast during its growth phase, ensuring efficient and scalable systems for employees and candidates.

Skills

Workday Greenhouse CI/CD SOX ITIL LDAP SAML APIs SQL Python PowerShell Excel HRIS SCCM TFS JIRA Confluence Azure AWS Google Workspace Zoom Slack Moodle Tableau GitHub GitLab Bitbucket ServiceNow Salesforce Okta PingFederate Active Directory Kubernetes Docker Prometheus Grafana

What you'll do

  • Lead and develop a high-performing People Technology team for Workday and recruiting tech.
  • Own the strategic direction of Workday, including configuration, reporting, security, and governance.
  • Manage Greenhouse strategy and broader TA technology stack for scalability and alignment with stakeholder needs.
  • Build and execute a clear roadmap for Workday and TA technologies to balance business priorities and compliance.
  • Simplify processes and reduce tech debt by improving governance and system design in HR platforms.

What we're looking for

  • 8+ years of experience in HR technology or related systems-focused roles.
  • Proven track record managing high-performing teams in People Technology.
  • Extensive Workday expertise including configuration and system governance.
  • Experience building and owning a complex Workday roadmap.
  • Strong background in HR systems integrations, data flows, and compliance.

Related searches

More Head of People Technology jobs Head of People Technology jobs in Boston Remote Head of People Technology jobs All jobs at Toast, Inc.

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