About Toast
Toast is driven by building a platform that helps our customers adapt, take control, and get back to what they do best: building the businesses they love.
About the role
Toast Retail is Toast's fastest growing new vertical. As the Senior Manager of Retail Operations & Strategy, you will be the operational backbone supporting the teams powering that growth. Reporting to the Director of Retail Operations & Strategy, this person will partner with leaders across Product, Customer Success, Care, and others to build the programs and processes that enable the Retail business to scale.
A day in the life (Responsibilities)
- Lead and project-manage cross-functional initiatives across Care, Customer Success, and Product - driving alignment, accountability, and momentum across teams.
- Build operational programs from the ground up: identify where the business needs structure, design the process, and see it through to execution.
- Support Care Operations by improving escalation workflows, streamlining cross-functional coordination, and helping the team scale sustainably as retail customer volume grows
- Partner with the Customer Success team on account health monitoring, capacity, and operational frameworks that help the team prioritize and perform.
- Support Product and Engineering teams with operational needs including backlog hygiene, SLA monitoring, and cross-team dependency management.
- Contribute to retail strategic planning efforts including market expansion playbooks, and mid-market growth frameworks.
What you'll need to thrive (Requirements)
- 10+ years of professional experience, including 5+ years managing programmatic initiatives or complex project lifecycles, ideally within a post-sale environment at a technology/SaaS company.
- Bachelor’s degree
- Strong project management skills; you can drive complex, multi-stakeholder initiatives to completion without formal authority
- Analytical and comfortable with operational metrics and lightweight analyses that drive decisions
- Track record of earning trust with senior leaders and cross-functional partners across both technical and commercial teams
- Excellent written and verbal communication; you translate complexity into clear narratives for varied audiences
- Results-oriented with a bias toward action; outstanding discernment about where to focus energy to add the most value
What will help you stand out (Nonessential Skills/Nice to Haves)
- Familiarity with tools like SQL, Jira, Jira Product Discovery, Salesforce, and Notion
- Experience scaling programs in a startup environment
- Curiosity and enthusiasm for AI tools; you actively explore how AI can be applied to automate analysis, surface insights, and build lightweight operational tools that help teams move faster
- Customer Success Management experience
AI at Toast
At Toast, one of our company values is that we're hungry to build and learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture.
Our Total Rewards Philosophy
We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs. Learn more about our benefits at https://careers.toasttab.com/toast-benefits.
The base salary range for this role is listed below. The starting salary will be determined based on skills, experience, and geographic location. In addition to base salary, our total rewards components include cash compensation (overtime, bonus/commissions if eligible), equity, and benefits. You can learn more about how we align pay with local labor markets in our Geographic Pay Zone Philosophy.
How Toast Uses AI in its Hiring Process
Throughout the hiring process, our goal is to get to know you. We use AI tools to support our recruiters and interviewers with tasks like note-taking, summarization, and documentation of interviews to ensure they can be fully focused on your conversation. All hiring decisions are made by people. To learn more: https://careers.toasttab.com/ai-in-hiring
Our Approach to Hybrid Working
We embrace a hybrid work model that fosters in-person collaboration while valuing individual needs. Our goal is to build a strong culture of connection as we work together to empower the hospitality community, regardless of location. Please visit the Locations page on our career site to learn more about our in-office expectations by region: https://careers.toasttab.com/locations-toast
Diversity, Equity, and Inclusion is Baked into our Recipe for Success
At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry is one of the most diverse, and we embrace that diversity with authenticity, inclusivity, respect, and humility. By embedding these principles into our culture and design, we create equitable opportunities for all and raise the bar in delivering exceptional experiences.
We Thrive Together
We embrace a hybrid work model that fosters in-person collaboration while valuing individual needs. Our goal is to build a strong culture of connection as we work together to empower the restaurant community. To learn more about how we work globally and regionally, check out: https://careers.toasttab.com/locations-toast.
Apply today!
Toast is committed to creating an accessible and inclusive hiring process. As part of this commitment, we strive to provide reasonable accommodations for persons with disabilities to enable them to access the hiring process. If you need an accommodation to access the job application or interview process, please contact [email protected].
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For roles in the United States, it is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.
Skills Required
- 10+ years of professional experience
- 5+ years managing programmatic initiatives or complex project lifecycles
- Experience within a post-sale environment at a technology/SaaS company
- Bachelor's degree
- Strong project management skills; ability to drive multi-stakeholder initiatives without formal authority
- Analytical capability and comfort with operational metrics and lightweight analyses
- Track record of earning trust with senior leaders and cross-functional partners
- Excellent written and verbal communication; able to translate complexity into clear narratives
- Results-oriented with bias toward action and strong prioritization judgment
- Familiarity with tools like SQL, Jira, Jira Product Discovery, Salesforce, and Notion
- Experience scaling programs in a startup environment
- Curiosity and enthusiasm for AI tools and their application to operational work
- Customer Success Management experience
What the Team is Saying
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Toast Compensation & Benefits Highlights
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Parental & Family Support — Paid parental leave and family‑forming resources are highlighted as generous and inclusive. Backup child/adult care and caregiving supports further strengthen this area.
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Leave & Time Off Breadth — Flexible PTO, paid company holidays, and a paid sabbatical after extended tenure indicate broad time‑off options. Feedback suggests these policies compare well with peer tech employers.
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Wellbeing & Lifestyle Benefits — Access to no‑cost therapy/coaching, wellness stipends, and financial‑wellness resources is emphasized. These offerings extend support beyond core insurance into day‑to‑day wellbeing.
Toast Insights
What We Do
Toast is the all-in-one platform built for restaurants of all sizes. Toast provides a single platform of software as a service (SaaS) products and financial technology solutions that give restaurants everything they need to run their business, including point of sale, payments, supplier management, digital ordering and delivery, marketing and loyalty, and team management. By serving as the restaurant operating system across dine-in, takeout, and delivery channels, Toast helps restaurants increase revenue, streamline operations and deliver amazing guest experiences.
Why Work With Us
Our recipe for an awesome workplace: One splash of friendship A dollop of impact A sprinkle of no hierarchy & A heavy spoonful of individuality Mix these ingredients in a fast-paced and hardworking environment. Best paired with a side of interesting people who always bring their whole selves to work. *100% Sunday scary free
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Toast Teams
Toast Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
