Lead Senior Freelance Senior Senior Software Engineer Java 26 Python Manager in Canada

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. Lifecycle Marketing is a horizontal team that shapes how we engage clients and talent across the full journey, and this role sits in our demand-side acquisition lane. We’re hiring a Lifecycle Marketing Lead, Growth & Acquisition to own high-impact lifecycle programs that help close the new-client acquisition gap through smarter demand capture and stronger engagement with SMB audiences. You’ll lead key initiatives across outbound prospecting and always-on content, translate performance signals into clear recommendations, and help shape how lifecycle marketing contributes to Upwork’s 2026 priorities. This is a senior indi

Airbnb was born in 2007 when two hosts welcomed three guests to their San Francisco home, and has since grown to over 5 million hosts who have welcomed over 2 billion guest arrivals in almost every country across the globe. Every day, hosts offer unique stays and experiences that make it possible for guests to connect with communities in a more authentic way. The Community You Will Join: This Senior Quality Lead will own the quality program for AirCover. AirCover is Airbnb's host protection and property damage insurance product, handling claim reviews at global scale with direct financial exposure in every case. The Difference You Will Make: This function requires a quality leader who can operate rigorously in environments where the stakes of a wrong answer are high, the workflows are complex, and quality measurement must go beyond behavioral compliance to evaluate decision accuracy and defensibility. A Typical Day: Strategic Leadership & Program Ownership Own and execute the quality strategy for AirCover, aligned to the evolving needs of the business. Serve as the single accountable Quality leader for AirCover. Establish and optimize operating models and frameworks that are COPC-aligned. Represent quality in WBRs, MBRs, QBRs, and executive reviews; deliver a proactive narrative that surfaces emerging risks. Measurement & Quality Execution Oversee QA evaluation execution across AirCover, internally and at BPO partner sites globally, ensuring consistent application of QA processes and frameworks. Lead root cause analysis on systemic failures, translating QA findings into product, process, and policy recommendations that go beyond agent-level coaching. Define sample selection, alignment thresholds, root cause review, and evaluator-level remediation processes. Ensure evaluations close with a documented coaching action; build the tracking mechanisms to measure whether coaching is translating into performance improvement over time. Insight

ROLE: SENIOR FINANCE MANAGER LOCATION: TORONTO The Role Salt XC is looking for a Senior Finance Manager to lead the day-to-day financial management of The Kitchen, a large-scale embedded agency partnership with a Fortune 500 client. This role will be the primary Finance partner and point of contact for The Kitchen. While Salt’s broader Finance team will continue to execute transaction processing, including payroll, accounts payable, accounts receivable and expense processing, this person will sit at the centre of the operation—ensuring projects are financially controlled, billings happen on time, revenue and costs are appropriately recognized, reporting is accurate, and stakeholders have clear and timely visibility into the financial health of the business. This is an ideal role for someone with strong project accounting and revenue accounting experience who is equally comfortable working with Finance teams, agency operators, producers and senior client stakeholders. Key Responsibilities Project & Financial Management • Own the financial oversight of approximately 100-150 client projects annually • Maintain accurate project financials, including budgets, committed costs, actual costs, billings and project-level profitability • Ensure production costs and employee expenses are accurately captured and allocated to the appropriate projects • Monitor project financial activity from initiation through final reconciliation and close • Identify financial discrepancies, aging items and project risks and proactively drive them to resolution • Maintain strong financial controls while supporting the speed and flexibility required in an agency environment • Identify areas for efficiency and cost reductions Revenue, Billing & PO Management • Own the financial workflow between project teams, both internal and external, to ensure projects are billed accurately and on tim

Position Overview We are seeking a transformative Senior Director, Talent Acquisition to lead the overall recruiting function and deliver a high-impact, modern, and scalable hiring experience across the organization. In this role, the successful candidate will partner closely with senior business leaders and HR stakeholders to align hiring priorities, shape workforce plans, and support business growth through innovative, data-driven talent strategies. This leader will oversee end-to-end recruitment strategy and operations, guide team performance, and drive process improvements that strengthen hiring outcomes, scalability, speed, and quality of hire. A key focus of the role will be leading the successful implementation and optimization of Workday Recruiting and related processes, while advancing the use of AI-enabled recruiting tools, automation, talent intelligence, and analytics to improve sourcing effectiveness, decision quality, operational efficiency, and candidate experience. The ideal candidate is an AI-forward talent acquisition leader who brings strong leadership, stakeholder management, strategic thinking, and communication skills, along with deep expertise in recruiting operations, team development, talent analytics, recruiting technology, and enterprise process transformation. They will bring experience leading large-scale systems and process change, including Workday implementation or optimization, as well as a thoughtful approach to the responsible use of AI and technology across the hiring lifecycle. They will also bring a fresh and creative approach to attracting top talent and play a key role in advancing and strengthening our employer brand in the market. Key Responsibilities Lead the global Talent Acquisition function across a broad team or portfolio, with accountability for recruiting strategy, delivery, team capability, technology adoption, and performance against hiring goals. Partner closely with senior business leaders, HR

Overview We are seeking a hands-on Director of AI Software Engineering to lead and scale AI engineering efforts supporting multiple business units across Governance, Risk, and Compliance (GRC). This role sits at the intersection of product delivery, platform evolution, and applied AI—driving real-world impact across core workflows. This is not a pure management role. We are looking for a builder who leads from the front, someone who has recently written production code, shipped systems end-to-end, and can operate comfortably in ambiguity while aligning teams and stakeholders. What You’ll Do Lead AI Engineering Across GRC Own delivery of AI-powered capabilities embedded directly into business unit workflows (e.g., risk analysis, compliance automation, reporting, due diligence) Partner with product, data, and platform teams to translate business problems into scalable AI systems Stay Hands-On Contribute to architecture, code reviews, and critical path implementation Prototype and validate new approaches (LLMs, agents, retrieval systems, classification pipelines, etc.) Set engineering standards for performance, reliability, and cost efficiency Build and Scale Teams Lead and mentor a high-performing team of AI/ML and software engineers Drive hiring, coaching, and career development Establish a culture of ownership, speed, and technical excellence Drive Execution Deliver production-grade systems—not experiments Balance speed with rigor (security, privacy, compliance) Operate across multiple concurrent initiatives with clear prioritization Communicate and Influence Act as a bridge between engineering and business stakeholders Clearly articulate trade-offs, risks, and outcomes to senior leadership Align cross-functional teams around shared goals and timelines What We’re Looking For Proven Builder 10+ years in software engineering, with recent hands-on coding experience Demonstrated track record of shipping production systems at scale Experience with modern

We are looking for a Lead, Data Development, AI Platform to lead the team building and operating the technical platform behind Hootsuite's Analytics MCP. This includes routing infrastructure, orchestration services, agent infrastructure, and data pipelines that enable reliable AI-driven analysis at scale. You will set technical direction for the team, strengthen engineering practices, and translate target architecture and integration standards into secure, production-grade systems that Data Analytics & AI teams can confidently build on. This is a hands-on technical leadership role. You will stay close to the code while owning delivery outcomes, engineering quality, and the team's culture of craft and accountability. You will develop strong, well-reasoned recommendations on how the platform and orchestration architecture should evolve, seek approval at the Senior Manager and Director level, and then guide the team through disciplined execution. You will also partner closely with AI Context & Integration and AI Data Architecture to ensure the platform, context layer, semantic layer, and downstream agent workflows operate as one coherent system. WHAT YOU’LL DO: Lead the design and delivery of the orchestration layer that connects the Analytics MCP platform across its most complex surfaces, including query execution across schemas and models, federated data access between the data warehouse and external source systems, and multi-step agent workflows for cross-functional business processes. Develop clear technical recommendations for platform and orchestration architecture evolution, align those recommendations with Senior Manager and Director-level direction, and guide the team through disciplined execution within the approved architecture. Own the operational reliability, scalability, quality, and observability standards for core Analytics MCP components, including routing and agent infrastructure. Guide the team to build and operate these systems to prod

At Lyft, our purpose is to serve and connect. We aim to achieve this by cultivating a work environment where all team members belong and have the opportunity to thrive. Lyft is hiring a Senior Financial Data Analyst to lead the Reporting sub-team within Finance Data & Insights. This sub-team is core to ensuring all key Run the Business (RTB) financial reports are complete, accurate, and operationally reliable on a day-to-day basis. The mandate is two-fold: build repeatable systems, playbooks, and documented workflows that reduce reactive work, and own the primary stakeholder relationships for RTB work across teams. This is a high-visibility role that combines hands-on ownership of critical reporting with team leadership and process-building. Responsibilities: Own all RTB and Compliance reporting (tax, airports, audit requests, etc.), ensuring accuracy, completeness, and operational reliability Build and maintain process documentation, checklists, and operational playbooks that make reporting workflows repeatable and resilient Receive and operationalize reports stabilized by Finance Data Products, integrating them into day-to-day RTB reporting operations Reduce fire-drill, ad-hoc response patterns by replacing them with documented, recurring workflows and automation Identify and drive automation opportunities across RTB reporting processes to improve efficiency, reduce manual effort, and further reduce ad-hoc work Own primary stakeholder relationships for RTB work, serving as the go-to point of contact across teams Lead large-scale, cross-functional initiatives with significant autonomy — from problem definition through execution — proactively communicating progress and risks to stakeholders and management Proactively identify risks, gaps, and opportunities for improvement within RTB reporting and drive initiatives to address them Experience: BA/BS with 5+ years of experience in finance, accounting, business, consulting, or analytics Advanced proficiency in

Reddit is a community of communities. It’s built on shared interests, passion, and trust, and is home to the most open and authentic conversations on the internet. Every day, Reddit users submit, vote, and comment on the topics they care most about. With 100,000+ active communities and approximately 130 million daily active unique visitors, Reddit is one of the internet’s largest sources of information. For more information, visit www.redditinc.com . We’re looking for a highly organized, tech-savvy, and proactive litigation paralegal to join Reddit’s Legal team. In this role, you will be the primary paralegal and operational lead supporting Reddit’s Employment, IP, and General Litigation teams. This role is ideal for someone who is equally comfortable handling day-to-day matter support and scaling systems to make a growing litigation function run better. You should be excited to own core litigation support workflows, improve processes, manage discovery and preservation work-streams, and help Reddit use legal technology and AI thoughtfully to increase efficiency. Location : Hybrid. This role is remote; however, the successful candidate must be able to work from our San Francisco office approximately once a week. What You’ll Do: Serve as the lead paralegal supporting Reddit’s employment, IP, and general litigation dockets. Own core case support workflows, including matter intake, trackers, calendaring, document management, deadline tracking, and matter closeout. Coordinate with outside counsel on filings, discovery, document collection and production, invoices, and day-to-day matter administration. Own and manage Reddit’s legal hold and preservation process, including drafting legal hold notices, issuing and tracking legal holds, and managing preservation activities within various systems to ensure the preservation of potentially relevant information. Lead and assist with e-discovery matters, including initiating and managing data collections

You love turning real business problems into working AI solutions — and you’re not afraid to roll up your sleeves to ship them. In this role, you’ll lead Diligent’s internal AI Solutions function , a small, high-impact team that is embedding AI and GenA I into the systems thousands of colleagues use every day across Marketing, Sales, Customer Success, Finance, HR, Legal, and Product & Engineering. You’ll set the AI vision and roadmap for internal tools, architect solutions, and still build hands-on — from prototypes and reference implementations through to production-grade integrations . You’ll own how AI shows up inside ERP, CRM, BI and core IT platforms, and you’ll be accountable for making those solutions reliable, secure, compliant, and measurably valuable for the business. If you enjoy being a “player-coach” who can move seamlessly between executive conversations and deep technical reviews, this role gives you the scope, visibility, and impact to shape how a global SaaS leader uses AI to run smarter and faster. Here’s a breakdown of what you’ll do (not all of it, just the important stuff) Lead, coach, and grow a high-performing team of AI Solutions Architects and Engineers, setting clear goals and building the capabilities the business needs as AI demand scales. Define and own the strategy, vision, and roadmap for internal AI solutions, translating business priorities into a focused portfolio of AI and platform initiatives. Design and deliver end-to-end AI/GenAI solutions — from ideation and prototyping through production deployment, monitoring, and continuous improvement. Embed AI capabilities (such as RAG, copilots, agents, summarization, and classification) into core business applications including ERP, CRM, BI, and other enterprise systems in a robust, maintainable way. &nbsp

Most security assurance work is reactive: a customer asks, a team scrambles, an answer goes out. This role exists to end that cycle. As a Senior Staff Analyst, you’ll own a named portfolio of our most significant customers from a security perspective, and get ahead of what they need — their regulatory environment, their audit calendar, their risk appetite, their control expectations — well enough to have the evidence ready before the request arrives. You’ll lead customer security audits hands-on, sit across from customer security teams as a peer rather than a form-filler, and build account security plans that make the next assessment predictable instead of painful. This is deliberately a hands-on senior individual contributor role. You’ll spend your time in audits, in customer conversations, and in the detail of controls and evidence — not in a management chain. If you’ve got deep SOC 2 and ISO 27001 knowledge, real technical range across cloud architecture, identity and vulnerability management, and the presence to hold a room with a sceptical CISO, this is a portfolio you can genuinely own. Here’s a breakdown of what you’ll do (not all of it, just the important stuff): Own a portfolio of strategic accounts as their dedicated security point of contact, building durable relationships with their security, risk, compliance and procurement teams. Lead customer security audits and assessments hands-on — scoping, preparing evidence, running the sessions, defending control design and driving findings to closure with internal owners. Build and maintain an account security plan for each account: their frameworks and regulators, audit and reassessment cycles, known concerns, open items and the roadmap commitments they care about. Anticipate requirements before they’re raised, tracking regulatory change, industry expectations and each account’s compliance calendar so documentation and evidence are staged in advance. Act

The Public Sector software engineers (SWEs) create the core product building blocks forward-deployed teams use to develop agentic capabilities that function across multiple domains. SWEs responsibilities include building the systems required to ingest and process federal datasets to support real-time decision-making in contested environments. We develop novel agentic enabling capabilities that includes: Create multi-layered guardrails around agents Optimize data retrieval for agents Orchestrate fleets of asynchronous agents Automatically alerts users to deviations in data Illustrating how an agent reached a decision As a Senior Software Engineer, you will lead the development of a vertical feature or a horizontal capability to include defining requirements with stakeholders and implementation until it is accepted by the stakeholders. You will: Lead the design and implementation of scalable backend systems and distributed architectures for Federal customers. Manage the full lifecycle of feature development from requirement definition to deployment on classified networks. Direct the orchestration of asynchronous agent fleets to meet mission requirements. Lead customer engagements to translate mission needs into technical requirements. Own the communication with stakeholders to ensure implementation meets defined acceptance criteria. Conduct technical reviews and identify risks within machine learning infrastructure and model serving. Drive the platform roadmap by providing technical specifications for Federal product offerings. Ideally you will have: Full Stack Development: Proficiency in front-end, back-end development and infrastructure, including experience with modern web development frameworks, programming languages, and databases Cloud-Native Technologies: Familiarity with cloud platforms (e.g., AWS, Azure, GCP) and experience in developing and deploying applications in a cloud-native environment. Understanding of containerization (e.g., Docker) and contai

ROLE: SENIOR MEDIA DIRECTOR TEAM: MEDIA LOCATION: TORONTO (HYBRID 2X/WEEK) COMPANY OVERVIEW At Salt Media , we're on a mission to earn the world's attention. As the media division of Salt XC, we're building a different kind of agency where media, commerce, creative, data and technology work as a single connected team. Our people combine strategic thinking with AI-powered tools, automation and advanced analytics to help some of North America's most recognized brands solve complex business challenges and drive measurable growth. We move quickly, challenge convention, and believe the best ideas come from curious people who are empowered to experiment. If you're looking to do career-defining work alongside smart, ambitious teammates in an environment that's shaping the future of media, we'd love to meet you. ROLE OVERVIEW As a Senior Media Director, you’ll set the strategic direction for how media investment is planned, bought, and optimized across CPG clients in North America. Operating at the intersection of media strategy and team leadership, you’ll ensure every plan is grounded in strong channel logic, sound investment principles, and a clear line to business outcomes. You’ll own cross-channel strategy and plan alignment across your portfolio, setting the optimization roadmap and reporting rhythm that keeps campaigns performing against KPIs. You’ll lead a team of media managers and directors — training them on tools and platforms, mentoring their growth, and ensuring the team’s segmentation and audience strategies stay sharp as channels evolve. You bring a senior media point of view that Account leads and clients rely on, and a team looks up to. You move fluidly between investment strategy and hands-on problem-solving, and you know how to translate performance data into a clear learning agenda for the whole team. CORE RESPONSIBILITIES Media Planning & Buying Lead plan development and investment approach across your portfolio, ensuring every plan is gr

About the Team The Finance & Strategy team accelerates the growth of our business by identifying and implementing new opportunities and solutions. We partner with teams across the company to improve the profitability, scalability and defensibility of our business model. We're looking for people who can use strategy to identify areas of opportunity, and collaborate to help carry projects from conception through execution. About the Role We are looking for someone who will help guide our global strategy. You will be a strategic advisor to important partners across DoorDash to ensure we are making the most efficient investment and capital allocation decisions across the geographies in which we operate while improving the experience for all of our marketplace participants. You will help lead financial reporting and planning, and will guide financial insights and direction for our operational decisions and strategies. This role reports to a Senior Director in our Finance & Strategy organization and is remote-friendly within the United States. You’re excited about this opportunity because you will… Partner with senior leadership to help guide and run our Digital Ordering business, implementing, measuring and optimizing the SaaS and transactional components of the business Own the global financial performance picture for this business line and understand the levers to optimize our approach to balancing global growth vs. profitability Track and analyze key business/financial KPIs, including SaaS specific metrics, uncover trends and assess current/future business risks and opportunities Support DoorDash’s quarterly financial planning, collaborate with cross functional business partners to identify growth areas and business priorities. Leverage and apply knowledge of SQL, finance, analytics, and AI technology to manage financial reporting, forecasting, and quantitative analysis to assist DoorDash in making better business decisions. Deep-dive into complex operat

About the Team The Analytics team is looking for Data Scientists to guide measurement, strategy, and tactical decision-making using Advanced Analytics approaches, as we expand our platform across the globe. Data Scientists at DoorDash work to uncover insights and turn them into actionable recommendations, helping drive decisions for the entire organisation. Analytics is very integral to all operational areas at DoorDash. About the Role Data Science at DoorDash involves diving deeper into our data to solve crucial business problems, ideate & run experiments to solve for insights gleaned from this deep dive and work with a cross-functional team to drive real-world operational change. This is a rare operational and actionable data-driven experience. We solve many exciting challenges from all three sides of our marketplace including customer acquisition, balancing supply and demand, fraud and support, marketing, marketplace efficiency, and more. If you enjoy finding patterns amidst chaos, are excited to build a market from 0 to 1, and have experience using analytics to affect revenue, growth, operations or beyond, we're looking for someone like you! You're excited about this opportunity because you will… As a senior Individual Contributor, mentor and influence junior Data Scientists in investigating complex issues and uncovering key drivers of our business Influence the Product and Operations roadmap by making actionable recommendations based on data Interface frequently with senior leadership to showcase your team’s work and tackle complex business problems Drive measurement strategy for the area under scope, defining success metrics and implementing best practices around experiment design and statistical analysis Develop a strategic learning roadmap based on data observations, strategic questions, and hypotheses We're excited about you because you have… A degree in Math, Physics, Statistics, Economics, Computer Science, or a similar domain 8+ years of experi

About the Team The Sales Analytics team at DoorDash is responsible for getting the right information and insights out to drive our business goals. As DoorDash grows both in scale and breadth of offering, the strength of our sales engine and organizational structure must grow with it. About the Role You will be focused on partnering with our sales & strategy teams, who help solve pain points for small business (SMB) merchants on the Doordash platform through various methods such as new product adoption. You will lead analyses to guide our sales team with data-driven insights to unlock growth opportunities within their accounts. This cross-functional role will partner with sales, operations, product, and strategy teams. You will report into a Senior Manager on our Sales Analytics team, which is part of our Sales Operations organization. You’re excited about this opportunity because you will… Strategize – Devise and execute initiatives against the overall sales org strategy for “winning the merchant” while managing stakeholders across multiple lines of business Experiment – Use data-driven decision-making and sound business judgment to run sales tests and lead market intelligence efforts Optimize – Build the best merchant acquisition engine so DoorDash continues to offer the highest quality selection for its customers Analyze – Build models to evaluate the economics, value, and opportunity costs of strategic initiatives to improve sales performance Influence – Manage cross-functional projects with our sales, partner management, operations, product, engineering, business operations and BD teams to improve the merchant experience and achieve targets We’re excited about you because… You have 2+ years of experience in Analytics, Consulting, or Strategy You have a bachelors degree or higher You are highly technical with advanced SQL, basic Python/R, AI, and data modeling experience. You are an excellent analytical thinker who can deliver actionable recommendations