
Upwork · Toronto
Upwork Inc.’s (Nasdaq: UPWK) family of companies connects businesses with global, AI-enabled talent across every contingent work type including freelance, fract...
Upwork Inc.’s (Nasdaq: UPWK) family of companies connects businesses with global, AI-enabled talent across every contingent work
type including freelance, fractional, and payrolled. This portfolio includes the Upwork Marketplace, which connects businesses
with on-demand access to highly skilled talent across the globe, and Lifted, which provides a purpose-built solution for
enterprise organizations to source, contract, manage, and pay talent across the full spectrum of contingent work.
From Fortune 100 enterprises to entrepreneurs, businesses rely on Upwork Inc. to find and hire expert talent, leverage AI-powered
work solutions, and drive business transformation. With access to professionals spanning more than 10,000 skills across AI &
machine learning, software development, sales & marketing, customer support, finance & accounting, and more, the Upwork family of
companies enables businesses of all sizes to scale, innovate, and transform their workforces for the age of AI and beyond.
Since its founding, Upwork Inc. has facilitated more than $30 billion in total transactions and services as it fulfills its
purpose to create opportunity in every era of work. Learn more about the Upwork Marketplace at Upwork.com and follow us on
LinkedIn, Facebook, Instagram, TikTok, and X; and learn more about Lifted at Go-Lifted and follow on LinkedIn.
The Corporate Financial Planning & Analysis team partners closely with the VP of Finance, CFO, and executive leadership to shape
Upwork’s financial strategy and long-term direction. As a Senior Analyst based in our Toronto hub, you will play a critical role
in owning monthly and quarterly forecasting for the corporate balance sheet and cash flow statements. This is a highly visible
position with regular exposure to senior leadership, where your structured thinking, financial rigor, and clear communication will
directly influence decision-making at the highest levels of the company.
In this role, you will lead forecasting and analysis across fixed assets, intangible assets, equity and share-based compensation,
integrated cash flows, and provisions for transaction losses. You will translate complex financial data into clear insights and
executive-ready materials, including monthly forecast presentations and quarterly Board of Directors decks. Working from our
Toronto hub, you will collaborate cross-functionally with global stakeholders while contributing to a strong local finance
presence and community.
timeliness, and alignment with company targets
executive stakeholders
cash flows, and transaction loss provisions
concise commentary on key drivers, risks, and opportunities
actuals, forecasts, and long-term plans
outputs for accuracy and financial integrity
effectiveness
company financials
company or SaaS environment
prompting and reviewing outputs critically to ensure accuracy and relevance
Come change how the world works.
Upwork is establishing an operational hub in Toronto, Canada. The new office is expected to be fully operational by Q4 2026. This
role will require 3 days in office once we have an office open.
This position will initially be employed through a partner to ensure a seamless hiring process while we establish the hub. Once
the hub is established, there may be opportunities to transition to employment with Upwork, depending on business needs and other
requirements. While employed by the partner, you’ll work as part of Upwork’s team, with access to our resources, culture, and
growth opportunities.
Our partner will offer competitive benefits. When Upwork’s hub is established, we will be excited to offer employment and benefits
directly as business needs require.
Upwork is committed to building a diverse, inclusive, and equitable workforce. Employment decisions are made without regard to
race, color, religion, gender, sexual orientation, gender identity, national origin, disability, or any other status protected by
applicable law.
We use BrightHire, an AI-enabled tool, to record interviews and summarize interview transcripts. The tool allows the interviewer
to focus on the discussion and does not score or evaluate candidates or make recommendations. The interview transcripts are
reviewed, and decisions are only made by humans. Candidates who prefer not to have their interview recorded through BrightHire can
opt out when the interview is scheduled.
To learn more about how Upwork processes and protects your personal information as part of the application process, please review
our Global Job Applicant Privacy Notice and the Applicant Privacy Addendum (Canada).
The annual base salary range for this position is displayed below. The range displayed reflects the minimum and maximum salary
for this position, and individual base pay will depend on your skills, qualifications, experience, and location. Additionally,
this position is eligible for the annual bonus plan or sales incentive plan and eligibility to participate in our long term equity
incentive program.
Annual Base Compensation
To learn more about how Upwork processes and protects your personal information as part of the application process, please review
our Global Job Applicant Privacy Notice
ABOUT BEHAVOX Behavox is a cloud-native AI company providing an integrated controls platform for global banks, asset managers, hedge funds, private equity firms, insurance businesses, and commodity firms. The platform unifies communications and trade surveillance, compliant archiving, policy management as well as front-office analytics on a single, AI-native technology stack, delivered as a globally scalable SaaS-based cloud service. At Behavox, our engineering culture is built around speed, experimentation, and technical excellence, following agile principles and rapid iteration. We constantly test and adopt the latest cloud technologies and AI tooling, optimising for fast feedback loops and execution. We look for people who can move fast, challenge conventional wisdom, and who want to work at the frontier of modern AI, SaaS platforms, and distributed systems. Behavox is a high-performance organisation with a strong bias toward delivery, ownership, and responsibility. We commit, and we execute. We are building systems that are complex, mission-critical, and global in scale; systems that many consider too large or too difficult. To do that, we seek the smartest, most technically capable engineers and technologists who take end-to-end responsibility and want to win by building what others cannot. Founded in 2014 and backed by SoftBank Vision Fund, Behavox is headquartered in London, with offices worldwide, including New York City, Montreal, Seattle, Singapore, and Tokyo. ABOUT THE ROLE The Senior FP&A Analyst owns Behavox's core financial model — its architecture, the accounting beneath it, and the forecasts and analysis the company plans and decides by. The role exists to change decisions, not report them: it turns the numbers into the choices leadership actually faces. It reads and integrates budgets into the model, but does not run the budgeting cycle. The same analyst builds the valuations, scenarios, and pro-forma models behind every acquisition — evaluating targets, running diligence, and folding closed deals into a single consolidated view. This work is periodic and must be carried alone when it arrives; the steady state is the operating model and SaaS forecasting. This is a high-autonomy role that works without a detailed brief and sets the modeling standard others build on. It is accountable for the accuracy and integrity of the numbers, and for turning them into recommendations sharp enough to act on — the downside case included, not just the point estimate — for senior leadership, the board, and investors. It pressure-tests the assumptions behind every result, works fluently with modern tooling and AI, and compounds that edge by learning relentlessly. Its influence comes from the rigor and reach of the analysis, not from authority: it owns the model and the truth it tells, not the decisions made from it. WHAT YOU'LL BRING 1. Financial Model & Accounting Foundations — Knows how an integrated three-statement and operating model fits together, and the accounting that holds it up — SaaS revenue recognition and cost treatment included. Understands exactly how the company's budgets are built, and folds them into the model. 2. Forecasting & SaaS Unit Economics — Knows both bottom-up short-term forecasting and driver-based long-term modeling, and the SaaS metrics that actually reveal performance. Knows what moves each one and which lever changes it — not just how to report it. 3. Mergers, Acquisitions & Integration — Knows how to value an acquisition and how to fold it into one consolidated model: purchase accounting, combined-entity projections, and the mechanics that make or break the integration. 4. Business & Commercial Acumen — Knows in depth how the business and every function make money — the revenue drivers, the cost structure, the operating levers — and spots a number that doesn't add up on sight. 5. Financial Systems & AI Tooling — Commands Google Sheets and Excel, and tracks the AI and automation landscape closely enough to know where it is trustworthy and where it isn't. WHAT YOU'LL DO 1. Financial Model Ownership — Builds and maintains the core three-statement and operating model with scenario and sensitivity layers, and keeps it accurate, clean, and easy to maintain. Integrates budgets without owning the cycle, and owns the accuracy of every output and the integrity of every assumption. 2. Acquisition Modeling & Integration — Builds the valuations, scenarios, and pro-forma combined-entity models behind acquisition evaluation and due diligence, and folds closed deals into a single consolidated view. 3. Business-Review Reporting — Drives much of the substance of the monthly, quarterly, and annual business reviews — with the broader FP&A team — for senior management, the board, and investors, turning the model into a narrative that explains what moved the results and what it means for the business. 4. Metrics Analysis & Business Partnering — Diagnoses why the metrics are moving and which lever changes them, pressure-tests the assumptions behind every result, and hands the decision-maker a recommendation they can act on. 5. AI-Enabled Productivity — Uses AI and spreadsheet automation to compress cycle time and harden data validation — automating the recurring work while keeping judgment on what stays manual. 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, and an equity award aligned with long-term value creation. * Modern, comfortable offices in Toronto and Montreal. This is a hybrid role (1 day in office). * 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.
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.
Location: Toronto, Canada (Hybrid Position, in office 2 days per week) With millions of diners, 60,000+ restaurant partners and 25+ years of experience, OpenTable, part of Booking Holdings, Inc. (NASDAQ: BKNG), is an industry leader with a passion for helping restaurants thrive. Our world-class technology empowers restaurants to focus on what matters most – their team, their guests, and their bottom line – while enabling diners to discover and book the perfect restaurant for every occasion. Every employee at OpenTable has a tangible impact on what we do and how we do it. You’ll also be part of a global team and its portfolio of metasearch brands. Hospitality is all about taking care of others, and it defines our culture. THE ROLE: OpenTable's Finance team is looking for a Manager, IT Risk and Controls! The Manager, IT Risk & Controls is a leadership role responsible for overseeing the design, implementation, and ongoing monitoring of IT risk management and control activities. The purpose is to ensure OpenTable’s systems, processes, and data are secure, compliant with regulatory and corporate requirements, and supportive of the company’s strategic objectives. This leader acts as a subject matter expert on IT controls, collaborates with internal teams (such as Technology Operations, Security, and Finance), and partners with internal and external auditors. In this role, you will: IT Risk Management and Assessment * Identify, evaluate, and prioritize IT risks across OpenTable’s operations. * Oversee regular risk assessments and control certification/validation activities. * Monitor emerging IT risks and propose mitigation strategies. Controls Design and Effectiveness * Lead the design and implementation of internal controls over technology systems and processes, particularly those supporting financial reporting (e.g., SOX compliance). * Guide teams in the execution of user access reviews, segregation of duties monitoring, change management controls, and other standard IT controls. * Maintain documentation of controls, processes, and evidence required for internal and external audits. Controls Certification and Audit Support * Manage quarterly and annual control certification and user access review cycles. * Serve as a liaison between IT, the Finance organization, and external auditors. * Support ITGC (IT General Controls) management testing. Remediation and Process Improvement * Investigate any identified control deficiencies, oversee remediation efforts, and work to strengthen and automate internal controls as appropriate. * Continuously improve risk management processes using technology, analytics, and cross-functional input. Stakeholder Engagement * Partner with cross-functional leaders at OpenTable, supporting business objectives while ensuring a risk-aware culture. * Present risk and control status updates to senior leadership as needed. Policy, Governance & Program Management * Develop and maintain IT risk management policies, control standards, and governance frameworks. * Ensure alignment with Booking Holdings (BKNG) group policies and broader compliance requirements. Please apply if you have: * Bachelor’s degree (or above) in IT, Engineering, or Accounting/Finance. * 7+ years of progressive experience coordinating IT SOX compliance activities and maintaining IT Risk and Control Matrices/Frameworks. * Leadership experience in IT risk management, audit, compliance, or a related field. * Deep knowledge of internal controls over financial reporting, information security, and regulatory standards (e.g., SOX, COSO, COBIT, NIST). * Strong analytical, communication, and stakeholder management skills. * Experience working with auditors and managing audit processes. * Ability to collaborate with both technical and non-technical stakeholders. * Professional certifications (such as CISA, CISSP, CRISC, CIA, or similar) preferred. * Experience in Big 4 Accounting/Professional Services is preferred. BENEFITS AND PERKS * Work from (almost) anywhere for up to 20 days per year * Focus on mental health and well-being: * Company-paid therapy sessions through SpringHealth * Company-paid subscription to Headspace * Annual company-wide week off a year - the whole team fully recharges (and returns without a pile-up of work!) * Paid parental leave * Generous paid vacation + time off for your birthday * Paid volunteer time * Focus on your career growth: * Development Dollars * Leadership development * Access to thousands of on-demand e-learnings * Travel Discounts * Employee Resource Groups * 20 days of paid time off * Private health and dental insurance * Life and Disability insurance The best connections happen face-to-face, whether you’re sitting down to dinner or having coffee with a coworker. That’s why OpenTable has adopted a hybrid workplace model. This role aligns with that approach, with an expectation of coming into the office two days a week—giving employees the best of both worlds: in-person collaboration and flexibility. The expected range of compensation for this position based in Toronto, Canada, is $120,000-$135,000 CAD. There are a variety of factors that go into determining a compensation range, including but not limited to external market benchmark data, geographic location, and years of experience sought/required. We offer a competitive base salary and benefits including: health benefits; flexible spending account; retirement benefits; life insurance; paid time off (including PTO, paid sick leave, medical leave, bereavement leave, floating holidays and paid holidays); and parental leave benefits. This role is eligible to be considered for an annual bonus. Work Environment & Flexibility At OpenTable, we pride ourselves on fostering a global and dynamic work environment. As a team member with us, you will benefit from a schedule tailored to accommodate a global workforce operating across multiple time zones. While the majority of your responsibilities may align with conventional business hours, there will be instances where you are expected to manage communications - via calls, Slack messages, or emails - outside of regular working hours to effectively collaborate with international colleagues, respond to restaurant partners, and/or address urgent matters. OpenTable will always abide by and consider local laws and regulations. Inclusion We’re committed to creating a workplace where everyone feels they belong and can thrive. We know the best ideas come when we bring different voices to the table, so we're building a team as dynamic as the diners and restaurants we serve—and fostering a culture where everyone feels welcome to be themselves. If you need accommodations during the application or interview process, or on the job, we’re here to support you. Please reach out to your recruiter to request any accommodations. #LI-BR1