Lead Senior Freelance Remote Senior Python Engineer Manager Manager 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

About Forma.ai: Forma.ai is a Series B startup that's revolutionizing how sales compensation is designed, managed and optimized. We handle billions in annual managed commissions for market leaders like Edmentum, Stryker, and Autodesk. Our growth has been fuelled by our passion for fundamentally changing and shaping how companies use sales intelligence to drive business strategy. We’re welcoming equally driven individuals who are excited about creating something big! The Role As a Senior Solutions Engineer, you will play a critical role at the intersection of data, technology, and customer impact. You will lead the design and delivery of scalable, reliable, and high-impact technical implementations for our enterprise clients. Working with diverse and complex datasets across industries, you’ll build and optimize end-to-end analytics solutions that directly influence how customers engage with the Forma platform. You’ll partner cross-functionally to identify opportunities, scope high-value solutions, and deliver outcomes that drive measurable business impact. This is a highly visible, client-facing role that combines hands-on technical expertise with strategic thinking. What You’ll Do Lead strategic technical engagements with enterprise clients, guiding solution design for complex business challenges using the Forma platform Design, build, and optimize scalable data architectures, pipelines, and workflows (e.g., PySpark, Databricks) Translate business requirements into robust, production-ready data solutions Design and deliver custom code and customer-specific integrations to extend the Forma platform for unique client requirements Partner with Professional Services to extract, transform, and analyze client data to optimize incentive compensation and sales performance strategies Collaborate with Product, Engineering, and Customer Success to deliver high-quality, actionable datasets and insights Drive improvements in data infrastructure, perfor

About Forma.ai: Forma.ai is a Series B startup that's revolutionizing how sales compensation is designed, managed and optimized. We handle billions in annual managed commissions for market leaders like Edmentum, Stryker, and Autodesk. Our growth has been fuelled by our passion for fundamentally changing and shaping how companies use sales intelligence to drive business strategy. We’re welcoming equally driven individuals who are excited about creating something big! The Role Forma is hiring a Product Manager to lead key initiatives across our ICM Operations platform , spanning Core Services and Business Intelligence (BI). This includes workflows, automation, APIs, claims management, and next - generation reporting and data capabilities. This role is for someone who can take full ownership of a product area, not just manage a backlog. We’re looking for a strategic product leader who starts with the business problem, understands the user workflow end to end, and partners cross - functionally to define the right solutions. Success in this role requires strong product judgment, a deep understanding of operational processes and user pain points, and the ability to balance strategic thinking with practical execution. What You’ll Do Reporting to the VP of Engineering, you will own a portfolio of platform capabilities end to end. You’ll work closely with engineering, operations, and leadership to identify the most important problems to solve, shape requirements, and prioritize high - imp act investments. We’re looking for someone who brings strong product thinking and operational awareness to help evolve how internal teams and customers interact with mission - critical systems — from approvals and ticketing to policy engines and data exploration. Strong expertise in data visualization and business intelligence tools. This person should be comfortable working with dashboards, with a keen ability to select and articulate the most effective visualiza

Amplitude is the leading AI analytics platform, helping over 4,700 customers—including Atlassian, Burger King, NBCUniversal, and Square—build better products and digital experiences. With powerful AI Agents embedded across our platform, teams can analyze, test, and optimize user experiences faster than ever. Ranked #1 across multiple categories in G2’s Winter 2026 Report, Amplitude is the best-in-class solution for product, data, and marketing teams. Learn more at amplitude.com . As an organization, we deliver for our customers by living our values. We operate from a place of humility, take ownership of problems and successes, approach challenges with a growth mindset, and put our customers at the center of everything we do. Amplitude’s Commitment to Diversity Equity & Inclusion (DEI): Amplitude believes that diversity enables the creation of better products, improves the ability to solve complex problems, and drives more powerful solutions. We strive to create an environment of inclusion—one focused on psychological safety, empathy, and human connection—that will allow employees of all backgrounds to thrive. About The Role & Team Amplitude is the leading AI analytics platform, and our ability to deliver measurable customer outcomes quickly is a key part of how we keep that lead. The Customer FDE (Forward Deployed Engineering) team sits at the intersection of engineering, product, and customer success — owning the technical delivery that takes validated products from co-development and implements them across enterprise customers. As a Customer Forward Deployed Engineer, you will own end-to-end technical delivery for enterprise customer implementations, from sales engagement through post-deployment validation. You'll work directly in Amplitude's product codebase, submitting PRs, shipping customer-specific solutions, and building reusable patterns that make every successive engagement faster. This is not a traditional support or solutions role. Customer FDEs a

The Opportunity This is a critical and exciting time at Enigma. Our customers consistently tell us that our data products create tremendous value and are deeply aligned with their most important workflows. As demand grows, we have an urgent opportunity to improve both the intelligence of our data and the systems through which customers access it. We are looking for an experienced Senior/Staff Machine Learning Engineer to join our Match Team and help shape the next generation of Enigma’s customer-facing data products. In this role, you will combine advanced statistical and machine learning research with the engineering systems required to power fast, relevant, and reliable search experiences at scale. This is a uniquely high-impact role sitting at the intersection of information retrieval, ranking systems, semantic search, distributed systems, and customer data delivery. The Role At the core of Enigma’s product is our data, which makes both data science and delivery systems central to what we build. As a Senior/Staff ML Engineer on the Match Team, you will lead efforts that improve the relevance, latency, and scalability of our customer-facing data products. You’ll work across the full lifecycle: framing retrieval and ranking problems, developing models and experimentation strategies, evaluating results using real-world signals, and implementing high-throughput search and retrieval systems. This role is ideal for someone who is excited by both hard ranking/search problems and the systems challenges of turning those solutions into low-latency, production-grade retrieval systems. What You'll Do Develop innovative solutions to complex problems in information retrieval, ranking, semantic search, query understanding, and recommendation systems Build and optimize low-latency, high-throughput search APIs, indexing pipelines, and retrieval systems using Python, Typesense, and AWS Evaluate and evolve our search technology stack, driving technical design decisions across index

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