We power successful restaurants.
Boston, MA

Director of People Operations at Toast

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Toast is driven by building the restaurant platform that helps restaurants adapt, take control, and get back to what they do best: building the businesses they love.

Our People Operations team is the heartbeat of our People function, enabling processes and programs that support onboarding, employment changes, planning cycles and so much more!  As the leader of this growing function, the Director People Operations brings the vision for outstanding operational processes, sets the bar for service and delivery levels, and manages the People Operations team. 

About this roll* (Responsibilities):  

  • Provide leadership to the People Operations team.  Hire qualified team members, establish effective training programs and monitor team performance.  Set priorities, provide guidance and feedback on progress and foster team career growth. Work with team members to deliver on the People Operations team responsibilities described below.
  • Design, manage and administer People team operational processes that support Toast’s business needs. Collaborate cross-functionally to develop or update processes, as needed, to ensure they are effective, efficient, and scale as Toast grows.
  • Continue to evolve the People operational support model as the organization grows and matures, establishing plans for expanded service offerings and support across multiple countries.
  • Work with the team to develop clear instructions and tools that help all stakeholders understand how to access and use People team services.
  • Manage team delivery of support to active and former employees who have questions about People programs or requests for employment-related actions.  Manage the ServiceNow process for People programs and process questions.  Ensure the People Operations team is trained to answer questions and escalate complex or specialized questions, as needed. 
  • Collaborate with the HR Systems team to ensure People processes are well-designed and developed in tandem with the HR systems that support them.  Ensure People Operations team members are trained to use Workday and can effectively support assigned Workday processes.
  • Manage foundational HR operational compliance delivery including but not limited to collection and maintenance of I-9s, annual compliance training, updates to site employment law posters and filing of EEO-1 reports.
  • Provide oversight to Toast’s global mobility function.  Support the development of effective programs, guidelines and operational processes for work visa administration, relocation, PEO management and cross-border work assignments.
  • Ensure Toast maintains secure, compliant and accessible employee records.  Establish record keeping policies, audit processes, and select systems for storage of electronic records.  Ensure the People Operations team is trained to manage records securely and in compliance with all laws including GDPR.
  • Facilitate cross-team planning for performance, compensation, talent and other cycles.  Work with the People Success function to develop cross-team cycle calendars and ensure cross-functional cycle planning is on track.
  • Participate as a team member on due diligence and integration planning teams to ensure effective onboarding of employees who join Toast via acquisition.
  • Participate in other cross-functional projects and initiatives, as needed.

Do you have the right ingredients*? (Requirements)

  • At least ten years related work experience including five years managing an HR operational service delivery function.   
  • Demonstrated ability to understand stakeholder needs and develop effective services and processes in response. 
  • Experience working within an HR function along with knowledge of employment laws and compliance. Prior experience delivering HR services in a Workday-supported environment is a plus.
  • Demonstrated ability to monitor and measure team effectiveness and efficiency.
  • Demonstrated ability to work effectively in a cross-functional and team-oriented environment that is dynamic and subject to rapid change. 
  • Strong project management and prioritization skills that enable effective management of multiple projects and competing deadlines.
  • Outstanding written and verbal communication skills.
  • Requires a bachelor’s degree; advanced degree in a related field is a plus.

Our Spread of Total Rewards:

  • Unlimited Vacation
  • Sabbatical opportunity after five years
  • Professional Development Reimbursement Program
  • Commitment to Employee Wellness through resources such as a quarterly Wellness Stipend
  • Various peer and company recognition programs 
  • 401(k) and matching
  • Medical, Dental, & Vision Coverage
  • Mental Health Benefits
  • Subsidized backup childcare

*Bread puns encouraged but not required


We are Toasters

Diversity, Equity, and Inclusion is Baked into our Recipe for Success.

At Toast our employees are our secret ingredient. When they are powered to succeed, Toast succeeds.

The restaurant industry is one of the most diverse industries. We embrace and are excited by this diversity, believing that only through authenticity, inclusivity, high standards of respect and trust, and leading with humility will we be able to achieve our goals.

Baking inclusive principles into our company and diversity into our design provides equitable opportunities for all and enhances our ability to be first in class in all aspects of our industry.

Bready* to make a change? Apply today!

As part of our commitment to the health and safety of our employees and their families, all individuals entering our US workspaces are required to provide proof of full vaccination against COVID-19 unless they have an approved medical or religious accommodation.

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Where we are

Toast is headquartered in the heart of Fenway. Catch a Sox game, grab a bite, and stroll through one of the trendiest neighborhoods in Boston.

Technology we use

  • Engineering
    • JavaLanguages
    • JavascriptLanguages
    • KotlinLanguages
    • jQueryLibraries
    • ReactLibraries
    • AngularjsLibraries
    • ES6Libraries

What are Toast Perks + Benefits

Toast Benefits Overview

Toast strives to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total reward package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet our employees’ changing needs.

Volunteer in local community
Partners with Nonprofits
Friends outside of work
Eat lunch together
Intracompany committees
Daily sync
Open door policy
Team owned deliverables
Team based strategic planning
Group brainstorming sessions
Open office floor plan
Dedicated Diversity/Inclusion Staff
Unconscious bias training
Diversity Employee Resource Groups
We have 14 employee resource groups, known as Toast Communities, dedicated to empowering employees.
Hiring Practices that Promote Diversity
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
Health Insurance Benefits
Life Insurance
Pet Insurance
Wellness Programs
Team workouts
Mental Health Benefits
Retirement & Stock Options Benefits
401(K) Matching
Company Equity
Performance Bonus
Child Care & Parental Leave Benefits
Child Care Benefits
Generous Parental Leave
Flexible Work Schedule
Remote Work Program
Family Medical Leave
Company sponsored family events
Vacation & Time Off Benefits
Unlimited Vacation Policy
Paid Volunteer Time
Paid Holidays
Paid Sick Days
Perks & Discounts
Beer on Tap
Casual Dress
Commuter Benefits
Company Outings
Game Room
Stocked Kitchen
Happy Hours
Recreational Clubs
Fitness Subsidies
Home Office Stipend for Remote Employees
Professional Development Benefits
Job Training & Conferences
Diversity Program
Lunch and learns
Cross functional training encouraged
Promote from within
Mentorship program
Time allotted for learning
Online course subscriptions available
Customized development tracks

An Insider's view of Toast

How would you describe the company’s work-life balance?

Toast is a pretty special place to work. I really enjoy the collaborative and supportive work culture. Toast goes out of its way to take care of employees through additional days off to flexible hours to peer groups and training.


Senior Engineering Manager

How do you collaborate with other teams in the company?

Being a part of the R&D team, I collaborate closely with cross-functional partners like Product, Design, Quality and Documentation to ensure alignment across the team and ultimately execution. Since joining Toast, I have been stretched both technically and non-technically, grown my career and become a stronger engineer and a more effective leader.


Manager, Software Engineering

How has your career grown since starting at the company?

I began as an Implementation Engineer, moved into instructional design, and now I am in my dream role as a Product Manager. This is afforded because Toast fosters a culture where experts in their domains are eager to give you a masterclass in what they do – you only need to ask and be willing to learn. This is the best perk when working at Toast.

Sean Park

Product Manager

What unique initiatives do you have that encourage innovation?

I love our bi-annual company-wide Hackathons! The mission is to provide all Toasters with the opportunity to innovate on Toast’s products, processes, & culture while fostering new connections between teams and people. I absolutely love seeing Toasters come together; the energy, enthusiasm, & passion for making Toast better is incredibly inspiring!


Senior Director of Product Management

How does the company support your career growth?

When Toast hires you, they immediately invest in you and give you every bit of support to ensure you are not only successful but in the best position for growth. Aside from the great support resources, Toast has a team of some of the smartest people in tech that I've been able to learn from.


Senior District Sales Manager

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