
Toast · Toronto
Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers,...
Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate,
increase sales, engage customers, and keep employees happy. We're looking for a Principal People Success Partner (more commonly
referred to as "HRBP") to serve as the strategic HR partner for Toast's R&D organization — a 2,000+ person community spanning
Engineering, Product, and Design. You'll report directly to the Senior Director, PSP and operate as a true thought partner to
senior leaders, helping shape how we build, develop, and sustain a world-class product and technology organization.
This is a high-impact individual contributor role for someone who excels at navigating organizational complexity, influencing
without authority, and translating people strategy into practical outcomes. The right person is equally comfortable in a room with
a SVP discussing org design as they are rolling up their sleeves on a calibration cycle or a difficult performance conversation.
Note to applicants: We are prioritizing candidates located near our hubs in Boston, New York City, Toronto, San Francisco, and
Omaha.
A day in the life (Responsibilities)
during reorgs and structural changes, helping leaders navigate people impacts with care and clarity.
implementation.
ensuring fair, differentiated outcomes.
practice.
planning.
frameworks, and engagement initiatives land effectively.
stakeholders.
What you'll need to thrive (Requirements)
to shape recommendations.
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
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.
Pay Range
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 candidateaccommodations@toasttab.com.
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.
Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy. As a Principal People Success Partner (more commonly referred to as "HR Business Partner"), you'll be at the intersection of business strategy and talent execution. Reporting to the Director of People Success (GTM), this role will primarily focus on the core Sales organization while connecting the dots across Sales, Marketing, Enterprise, and Onboarding. This role will operate as a senior-level individual contributor navigating a high-growth, matrixed environment. Acting as an enterprise connector, this role will drive cross-functional talent strategies across Sales and Marketing while influencing senior leaders to align talent priorities with broader business goals. Additionally, this role will lead complex organizational health strategies and act as a systemic thinker, partnering with other People Success Partners (PSPs) to shape and elevate the overarching talent density of our business units. Note to applicants: We are prioritizing candidates located near our hubs in Boston, New York City, Toronto, San Francisco, and Omaha. A day in the life (Responsibilities): * Strategic Advisory & Execution: Partner directly with GTM VPs and leadership teams to align cross-functional talent strategies with long-term business goals. * Executive Coaching: Serve as a "Culture Mirror" and trusted coach for senior leadership, providing courageous feedback on team effectiveness and leadership capability. * People Process Architect: Lead the multi-year transformation of our global Sales organization, standardizing excellence in hiring, coaching, and performance culture. * AI & Scalability Pioneer: Proactively experiment with AI technology to automate people processes and evolve AE attrition models from "backward-looking" to "predictive". * Organizational Health & Design: Diagnose current health and design future-ready structures, focusing on role scoping, spans/layers, and territory-driven retention. * COE Collaboration: Serve as a primary contact and partner for Center of Excellence (COE) teams, ensuring global programs (such as annual review cycles) are scalable for GTM without creating bespoke solutions. * Operational Detective: Marry quantitative trends (attrition trackers, quota attainment) with qualitative insights to pressure-test root causes of business gaps. What you'll need to thrive (Requirements) * Strategic Execution: 10+ years of HRBP experience, specifically supporting high-pressure Sales and Marketing organizations in a hyper-growth SaaS environment. * Sales Fluency: Deep understanding of "classic sales" mechanics, including accelerators, booked vs. live "haircuts," and sales leadership scorecards. * The AI "Builder" Mindset: A proactive interest in adopting and experimenting with AI to solve for scale. * Comfort using data to identify gaps and drive solutions, with the ability to marry quantitative trends (attrition trackers, quota attainment) with qualitative leadership coaching. * Programmatic Heft: Proven success leading "Big Rock" initiatives. * Communication & Influence: Exceptional ability to influence through complex/matrix structures and tell the truth to senior leadership, even when it’s uncomfortable. Why Toast? This is a meaningful opportunity to shape the future of People Technology at Toast during an important phase of growth and transformation. You will inherit a talented team and a critical platform ecosystem, with the opportunity to bring clarity, structure, innovation, and scale to how Toast supports employees, managers, candidates, and People teams. In this role, you will lead a mission-critical function, build a strategic roadmap, reduce tech debt, simplify systems experiences, strengthen vendor partnerships, and help Toast get the most value from its People Technology investments. 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. #LI-HYBRID 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. Pay Range $140,000—$190,000 CAD 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 candidateaccommodations@toasttab.com. ------ 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.
Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy. We're looking for a Principal People Success Partner (more commonly referred to as "HRBP") to serve as the strategic HR partner for Toast's R&D organization — a 2,000+ person community spanning Engineering, Product, and Design. You'll report directly to the Senior Director, PSP and operate as a true thought partner to senior leaders, helping shape how we build, develop, and sustain a world-class product and technology organization. This is a high-impact individual contributor role for someone who excels at navigating organizational complexity, influencing without authority, and translating people strategy into practical outcomes. The right person is equally comfortable in a room with a SVP discussing org design as they are rolling up their sleeves on a calibration cycle or a difficult performance conversation. Note to applicants: We are prioritizing candidates located near our hubs in Boston, New York City, Toronto, San Francisco, and Omaha. A day in the life (Responsibilities) * Partner with R&D SVPs, VPs and senior directors to design and evolve org structures that scale; Serve as a trusted advisor during reorgs and structural changes, helping leaders navigate people impacts with care and clarity. * Lead org design initiatives end-to-end: from diagnosing root causes through to stakeholder alignment, change communication, and implementation. * Drive consistent, high-quality performance calibrations across Engineering, PM, and Design — building leader capability and ensuring fair, differentiated outcomes. * Champion a culture of clear expectations and candid feedback; help leaders understand what "raising the bar" looks like in practice. * Cultivate an AI "Builder" approach by adopting and testing AI solutions to address challenges at scale. * Use engagement data, pulse surveys, and qualitative signals to surface org health risks and partner with leaders on action planning. * Serve as the R&D voice in the design and rollout of company-wide people programs — ensuring compensation cycles, leveling frameworks, and engagement initiatives land effectively. * Bring an analytical lens to your work — using data to shape decisions, measure outcomes, and tell a coherent story to senior stakeholders. What you'll need to thrive (Requirements) * 10+ years of HR Business Partner experience, with at least 5 years supporting engineering, product, or design organizations. * Demonstrated expertise in org design — you've led restructuring initiatives, not just supported them. * Experience as a trusted partner to VP- and SVP-level leaders; you're known for your ability to influence and coach. * Strong analytical skills — comfortable using AI tools and working with employee data, engagement metrics, and headcount models to shape recommendations. * Excellent judgment: you know when to push, when to listen, and when to escalate. * High EQ and the ability to build trust quickly across a diverse, technically-oriented workforce. * Experience at a high-growth SaaS or fintech company. * Experience supporting a globally distributed R&D org. 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. #LI-DNI 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. Zone A $159,000—$254,000 USD Zone B $138,000—$221,000 USD Zone C $125,000—$200,000 USD 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 candidateaccommodations@toasttab.com. ------ 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.
About Us At Cloudflare, we are on a mission to help build a better Internet. Today the company runs one of the world’s largest networks that powers millions of websites and other Internet properties for customers ranging from individual bloggers to SMBs to Fortune 500 companies. Cloudflare protects and accelerates any Internet application online without adding hardware, installing software, or changing a line of code. Internet properties powered by Cloudflare all have web traffic routed through its intelligent global network, which gets smarter with every request. As a result, they see significant improvement in performance and a decrease in spam and other attacks. Cloudflare was named to Entrepreneur Magazine’s Top Company Cultures list and ranked among the World’s Most Innovative Companies by Fast Company. At Cloudflare, we’re not looking for people who wait for a polished roadmap; we’re looking for the builders who see the cracks in the Internet that everyone else has simply learned to live with. We value candidates who have the instinct to spot a "normalized" problem and the AI-native curiosity to create a solution using the latest tools. Our culture is built on iteration, leveraging AI to ship faster today to make it better tomorrow, while ensuring that every improvement, no matter how small, is shared across the team to lift everyone up. If you’re the type of person who values curiosity over bureaucracy, and that AI is a partner in solving tough problems to keep the Internet moving forward, you’ll fit right in. AVAILABLE LOCATIONS * Austin, US * New York, US * San Francisco, US RESPONSIBILITIES * Cloudflare is growing our People team. Our focus is finding the best people to work at Cloudflare and then allowing them to do their best work. As we continue to scale our global organization, we are looking for a trusted Business Partner who is naturally curious about our technology, deeply invested in our business strategy, and driven to help our people thrive. * In this role, you will report to the Senior Director, People Team Business Partners and serve as a heavy-hitting strategic partner to our senior leadership across Product, Engineering and Security. * You won't just execute HR programs; you will actively architect them. You will focus on macro-level organizational design, sophisticated talent management strategies, systemic change leadership, and workforce planning that aligns directly with our aggressive business goals. Moving at our pace brings a lot of change, complexity, and ambiguity—and a little bit of chaos. Cloudflarians thrive on that and are comfortable being uncomfortable. You will bring critical thought, deep business acumen, and a strong point of view to help our leaders navigate this unrelenting pace, transforming potential friction into high-impact execution. * Strategic Advisory: Act as a trusted advisor to R&D executive leadership, translating business objectives into long-term workforce strategies, organizational designs, and succession plans. * Insight-Driven Problem Solving: Synthesize complex qualitative and quantitative data—leveraging AI-driven insights and engagement analytics—to proactively identify trends, mitigate risks, and design predictive people solutions. * Change Leadership: Guide leadership and teams through structural evolutions, hyper-growth scaling, and shifting business priorities with minimal disruption to engagement and output. * Talent & Capability Building: Partner with business leaders and People team Centers of Excellence (COEs) to design high-impact initiatives around talent development, performance elevation, and total rewards. DESIRABLE SKILLS, KNOWLEDGE, AND EXPERIENCE * Motivated by cultivating high-performance culture, building great businesses, and helping people do their best work, you are a seasoned, consultative People leader. You don't just adapt to the future of work—you actively leverage modern tools and a relentless curiosity to shape it. * Experienced & Proven: You have 12+ years of progressive experience on a People/HR team, with at least 3+ years operating as a principal business partner backing complex, fast-paced corporate functions. * Business-First Strategist: You possess keen business acumen and effortlessly link HR strategy to commercial and operational outcomes. You think like a business leader who happens to specialize in people, always looking for ways to enable teams to hit their goals. * Relentlessly Curious: You possess an innate curiosity about what we build, how our teams operate, and what makes our people tick. You dive deep into the data and the dynamics of your organizations to diagnose root causes rather than just treating symptoms. * AI & Tech Savvy: You embrace modern innovation, utilizing AI and advanced digital tooling as strategic force multipliers. You leverage AI to enhance your personal productivity, streamline operational efficiency, and uncover data-driven insights that solve complex organizational challenges. (And yes, you still secretly love a sophisticated spreadsheet!) * Architect of Change: You have a proven track record of leading large-scale change initiatives through highly ambiguous environments. You know what organizational complexity looks like and possess the resilience and resourcefulness to drive ideation into concrete action. * Program Builder: You have built scalable, enterprise-grade programs from the ground up and have a demonstrated history of establishing immediate credibility and trust across all levels of a distributed, virtual organization. * Empathic Influencer & Communicator: You lead with empathy but do not shy away from radical candor. You are a masterful communicator—whether presenting to executives, writing strategic proposals, or delivering difficult feedback face-to-face. * High Integrity: Uncompromising when it comes to your ethics, you speak truth to power, act with deep respect, and lead with dignity. COMPENSATION Compensation may be adjusted depending on work location. * For San Francisco Bay Area based hires: Estimated annual salary of $187,000 - $257,000. * For New York City and Washington based hires: Estimated annual salary of $178,000 - $245,000. This role is eligible to earn incentive compensation under Cloudflare’s Sales Compensation Plan. The estimated annual salary range includes the on-target incentive compensation that may be attained in this role under the Sales Compensation Plan. EQUITY This role is eligible to participate in Cloudflare’s equity plan. Benefits Cloudflare offers a complete package of benefits and programs to support you and your family. Our benefits programs can help you pay health care expenses, support caregiving, build capital for the future and make life a little easier and fun! The below is a description of our benefits for employees in the United States, and benefits may vary for employees based outside the U.S. Health & Welfare Benefits * Medical/Rx Insurance * Dental Insurance * Vision Insurance * Flexible Spending Accounts * Commuter Spending Accounts * Fertility & Family Forming Benefits * On-demand mental health support and Employee Assistance Program * Global Travel Medical Insurance Financial Benefits * Short and Long Term Disability Insurance * Life & Accident Insurance * 401(k) Retirement Savings Plan * Employee Stock Participation Plan Time Off * Flexible paid time off covering vacation and sick leave * Leave programs, including parental, pregnancy health, medical, and bereavement leave What Makes Cloudflare Special? We’re not just a highly ambitious, large-scale technology company. We’re a highly ambitious, large-scale technology company with a soul. Fundamental to our mission to help build a better Internet is protecting the free and open Internet. Project Galileo: Since 2014, we've equipped more than 2,400 journalism and civil society organizations in 111 countries with powerful tools to defend themselves against attacks that would otherwise censor their work, technology already used by Cloudflare’s enterprise customers--at no cost. Athenian Project: In 2017, we created the Athenian Project to ensure that state and local governments have the highest level of protection and reliability for free, so that their constituents have access to election information and voter registration. Since the project, we've provided services to more than 425 local government election websites in 33 states. 1.1.1.1: We released 1.1.1.1 to help fix the foundation of the Internet by building a faster, more secure and privacy-centric public DNS resolver. This is available publicly for everyone to use - it is the first consumer-focused service Cloudflare has ever released. Here’s the deal - we don’t store client IP addresses never, ever. We will continue to abide by our privacy commitment and ensure that no user data is sold to advertisers or used to target consumers. Sound like something you’d like to be a part of? We’d love to hear from you! Please note that applicants who progress to the offer stage of the interview process may be asked to attend an in-person interview within one of the Cloudflare Offices or Cloudflare Hubs. More details about this will be available at that stage of the interview process. This position may require access to information protected under U.S. export control laws, including the U.S. Export Administration Regulations. Please note that any offer of employment may be conditioned on your authorization to receive software or technology controlled under these U.S. export laws without sponsorship for an export license. Cloudflare is proud to be an equal opportunity employer. We are committed to providing equal employment opportunity for all people and place great value in both diversity and inclusiveness. All qualified applicants will be considered for employment without regard to their, or any other person's, perceived or actual race, color, religion, sex, gender, gender identity, gender expression, sexual orientation, national origin, ancestry, citizenship, age, physical or mental disability, medical condition, family care status, or any other basis protected by law. We are an AA/Veterans/Disabled Employer. Cloudflare provides reasonable accommodations to qualified individuals with disabilities. Please tell us if you require a reasonable accommodation to apply for a job. Examples of reasonable accommodations include, but are not limited to, changing the application process, providing documents in an alternate format, using a sign language interpreter, or using specialized equipment. If you require a reasonable accommodation to apply for a job, please contact us via e-mail at hr@cloudflare.com or via mail at 101 Townsend St. San Francisco, CA 94107.