Senior People Systems Analyst (Hybrid)

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.

ABOUT BEHAVOX Behavox is shaping the future for how businesses harness their most important raw material - data. Our mission is bold: Organize enterprise data into actionable information that protects and promotes the business growth of multinational companies around the world.  From managing enterprise risk and compliance to maximizing revenue and value, our data operating platform presents a widespread opportunity to build multilingual, AI/ML-based solutions that activate data for every function within a global enterprise.  Our approach is unique, and it’s validated by our customers who tell us to keep forging ahead because no one else is aggregating, analyzing, and acting on data to uncover opportunities or solve problems quite the way we are. We are looking for fearless innovators who have an insatiable appetite for building what no one has built before.  This is a hybrid role with 1 day in the office.  About the Role The Head of Finance reports to the Chief Operating Officer and leads the finance function for a global business generating over $50M in revenue, with a growth trajectory toward $100M over the next 3–5 years. The finance function must scale with that trajectory, built to investor-grade standard and ahead of the curve the business is on. The role is accountable for financial planning, accounting, reporting, treasury, compliance, controls, and investor-facing outputs across a multi-currency, multi-jurisdiction environment. The role serves as the senior financial advisor to the CEO and COO on forecasting, liquidity, capital structure, financing strategy, investment decisions, and growth planning. Behavox has a mature M&A strategy in place as one of several growth levers, and the Head of Finance is expected to bring strong hands-on financial modelling capability to acquisition evaluation, financing analysis, scenario planning, and post-transaction financial integration planning. The Head of Finance is also accountable for building a scalable, AI-native finance function. This includes managing the finance team, maturing financial systems and processes, implementing end-to-end automation, integrating AI-enabled workflows, and improving the speed, accuracy, control, and maintainability of finance operations. This is a hybrid position based out in our Toronto office. What You'll Bring 1. Enterprise FP&A and financial model architecture – Knowledge of forecasting, budgeting, scenario planning, revenue planning, cash flow modelling, and investment analysis. Applies this knowledge to support executive decisions, M&A evaluation, financing strategy, and board, investor, and lender reporting. 2. Capital structure and treasury – Knowledge of financing instruments, liquidity planning, banking relationships, debt facilities, covenants, FX exposure, and cash controls. Applies this knowledge to support growth while managing funding risk, timing, and cost of capital. 3. Global accounting and multi-jurisdictional reporting – Knowledge of accounting standards, revenue recognition, consolidation, intercompany accounting, transfer pricing, and financial controls across jurisdictions. Applies this knowledge to ensure financial outputs are accurate, consistent, and controlled. 4. Finance operating model and team leadership – Knowledge of how to structure finance teams, processes, systems, workflows, access controls, documentation, and operating cadences. Applies this knowledge to build a scalable and maintainable finance function with clear ownership and reduced key-person dependency. 5. AI-native finance systems and automation – Knowledge of finance systems, workflow automation, AI-enabled tooling, agentic processes, and data flows across financial operations. Applies this knowledge to identify, assess, and implement technology that improves accuracy, efficiency, control, and scalability. What You'll Do 1. Finance function leadership – Leads the finance team and owns the finance operating model across FP&A, accounting, reporting, treasury, controls, compliance, and investor relations. Holds ultimate accountability for output quality, role clarity, control discipline, and scalability. 2. Financial modelling and strategic analysis – Personally owns the quality and logic of the company’s core financial models. Reviews, challenges, and helps the team refine models used for forecasting, M&A, financing, scenario planning, and executive decision-making. 3. Budgeting, revenue planning, and performance reporting – Drives the annual budget, re-forecasting cadence, and management reporting process. Ensures Sales, RevOps, People, and Finance inputs are translated into controlled planning outputs, including pipeline-to-revenue bridges, personnel budgets, non-personnel budgets, commissions accruals, opex and capex. 4. Treasury and capital planning oversight – Oversees cash forecasting, liquidity planning, banking relationships, costs controls, payment controls, debt facilities, covenant reporting, FX exposure, and financing analysis. Provides senior judgement on capital structure, financing timing, and cost of capital. 5. Close, audit, compliance, and automation governance – Holds ultimate accountability for close, consolidation, audit readiness, statutory compliance, accounting policy application, transfer pricing coordination, and investor reporting. Ensures the team has the systems, controls, automation, documentation, and advisor support required to execute consistently. What We Offer * The opportunity to work on a global, mission-critical AI platform alongside the best engineers and technologists across multiple geographies * A role with real ownership and impact, building complex systems at scale in an environment that values speed, experimentation, and technical excellence * A highly attractive benefits package, including competitive cash compensation, an equity award aligned with long-term value creation, and comprehensive health insurance for employees and their families * Modern, comfortable offices in Montreal/Toronto downtown, with an expectation of (hybrid) working from the office 1 day per week, reflecting our belief in strong in-person collaboration.  * A generous time-off policy of 30 days annually, plus public holidays and sick leave, recognizing the importance of sustained high performance About Our Process We take Talent very seriously and we are building a community of extraordinary individuals working together in very high performing teams. We also know that the best Talent always has options so we believe that the process has to be a two way assessment - the company AND the candidate assessing the business needs alignment, the career next step alignment, and the cultural alignment.  During the process we will begin by exploring the core factors regarding salary and location along with core experience and skills and values alignment. We will then deep dive explore the critical technical competencies we have identified for the role, and then we will deep dive in behavioral competencies. The most aligned candidate will then be asked to do a practical work task simulation activity so we can make sure that you will enjoy the kind of work the role requires, and this task will typically be presented and discussed with a group of colleagues and managers. Finally we will ask you to meet with a number of our senior leaders to make sure that you are making the most informed call possible. Please note that: * We want to get to know you and have a genuine conversation, so the use of AI tools or assistance during live interviews is strictly prohibited and will result in immediate disqualification from the process.  * Interviews may be recorded for internal review purposes to ensure fairness and enable collaborative hiring discussions within the team.