
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.
Upwork’s Marketing Analytics team is focused on optimizing our growth engines through rigorous experimentation and data-driven
decision making. This role sits at the intersection of product and marketing, driving measurement and experimentation across the
customer funnel to improve acquisition, engagement, and conversion. You will partner cross-functionally with product, marketing,
SEO, and data science teams to design experiments, analyze user behavior, and build frameworks that inform growth strategy. This
role also supports understanding organic discovery, including traditional search and emerging AI-driven discovery surfaces.
ChatGPT, Gemini). Evaluate performance signals such as engagement, traffic, and visibility.
prioritization.
test duration, and conduct deep post-test analysis to inform decisions.
user behavior analysis, and growth initiatives.
experiments across experiences.
on-site engagement trends.
metric definition, sample sizing, and post-test analysis.
Experience with organic search and SEO analytics.
experimentation and analytics workflows.
experiments.
Screaming Frog)
incremental impact.
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
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. SENIOR FINANCIAL ANALYST, CORPORATE FP&A 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. RESPONSIBILITIES * Own end-to-end monthly and quarterly forecasting for the corporate balance sheet and cash flow statements, ensuring accuracy, timeliness, and alignment with company targets * Lead variance analysis against budget and prior forecasts, delivering clear insights and actionable recommendations to executive stakeholders * Develop and maintain financial models across fixed assets, intangible assets, equity and share-based compensation, integrated cash flows, and transaction loss provisions * Prepare executive-ready reporting, including monthly forecast presentations and quarterly Board of Directors materials, with concise commentary on key drivers, risks, and opportunities * Partner cross-functionally with Accounting, Investor Relations, Tax, and business leaders to ensure consistency between actuals, forecasts, and long-term plans * Leverage AI tools to streamline reporting, summarize complex data sets, and enhance forecasting efficiency, while reviewing outputs for accuracy and financial integrity * Identify and implement process improvements in forecasting workflows that increase scalability, transparency, and operational effectiveness WHAT IT TAKES TO CATCH OUR EYE * 2 to 4 years of experience in FP&A, investment banking, consulting, or a related analytical role with exposure to public company financials * Strong financial acumen with demonstrated experience analyzing 10-Ks, balance sheets, and cash flow statements in a public company or SaaS environment * Advanced Excel and financial modeling skills, with a structured approach to problem solving and comfort navigating ambiguity * Clear and concise communication skills, with experience preparing materials for senior leadership or executive audiences * Demonstrated ability to use AI tools to support financial analysis, reporting, or planning workflows, applying structured 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 $102,750—$146,250 CAD 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
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.
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