We power successful restaurants.
Boston, MA

Director of Global Benefits Program 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.

Now, more than ever, the Toast team is committed to our customers. We’re taking steps to help restaurants navigate these unprecedented times with technology, resources, and community. Our focus is on building the restaurant platform that helps restaurants adapt, take control, and get back to what they do best: building the businesses they love. And because our technology is purpose-built for restaurants, by restaurant people, restaurants can trust that we’ll deliver on their needs for today while investing in experiences that will power their restaurant of the future. 

Bready* to make a change?  

At Toast, we go above and beyond to understand and meet the diverse needs of our employees and our benefits programs are a powerful part of our employee value proposition.  Leading the benefits team and working in partnership with the People Team and leadership, the Director, Global Benefits Programs plays a key role in shaping our total rewards offering.

About this roll* (Responsibilities) 

  • Develop and manage Toast’s global benefits program strategy, taking into consideration Toast’s culture, workforce needs and market-competitive norms for the locations where Toast employs people. 
  • Ensure Toast stays abreast of innovative and creative benefits program developments.  Develop recommendations for the evolution of Toast’s benefits plans to meet the unique needs of Toasters around the world. 
  • Provide leadership to the benefits team.  Set priorities, provide guidance and feedback on progress and foster team career growth. Work with team members to deliver on the benefits program responsibilities described below.
  • Evaluate competitive market positioning of Toast’s benefit programs and emerging trends.  Make recommendations to ensure Toast’s benefits plans are attractive and support Toast’s culture and the needs of our diverse employee base.
  • Ensure employees understand our benefit programs and how those programs contribute to Toast’s employee value proposition.  Work cross-functionally to ensure employees have access to information about their benefits.  
  • Identify and manage working relationships with benefit plan providers, vendors, auditors and consultants, ensuring quality delivery.
  • Oversee the management of Toast’s 401(k) plan including plan design, recordkeeping and compliance.  This role is a member of Toast’s Retirement Plan Committee and provides oversight to the management of Committee meetings including the agenda, meeting materials and follow-through on Committee approvals.  Manage the working relationship with the external retirement plan advisor to the Committee.
  • Manage Toast’s time-off guidelines and policies including PTO, FMLA, family leave and holiday policies. Work cross-functionally to ensure policies are documented, communicated and administered correctly.
  • Manage benefit plan arrangements for Toast employees outside the US.  Collaborate with local People team leadership to determine aspects of benefits administration that should be managed locally. Establish benefit consulting relationships, as needed.  Provide oversight on benefit plan selection and administration.
  • Collaborate with the HR Systems and Payroll teams on benefit plan changes that require changes to our Workday benefits application and payroll deductions.
  • Ensure all audit and regulatory processes for benefit plans are managed effectively and that our plans are compliant with relevant laws and regulations.  Ensure all benefit program documentation and notices are updated and distributed.  
  • Provide benefits program expertise and leadership for acquisition diligence and integration.
  • Participate in other cross-functional projects and initiatives, as needed.

Do you have the right ingredients*? (Requirements)

  • At least seven years experience leading a benefits function, preferably in a global, high-growth company.  
  • Experience developing benefits programs and effective processes that support organization culture, values and business strategy.
  • Demonstrated ability to work effectively in a team-oriented environment that is dynamic and subject to rapid change. 
  • Experience managing external service providers including consulting relationships, benefit plan providers and administrative service contracts.  
  • Strong project management and prioritization skills that enable effective management of multiple projects and competing deadlines.
  • Outstanding written and verbal communication skills.
  • Ability to build strong business partnerships and work collaboratively with a variety of stakeholders at all levels, including senior management. 
  • Requires a bachelor’s degree; advanced degree in a related field 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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