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
Jobs in Canada
Senior Lead Freelance Remote Software Engineer 2c Developer Api in Canada
15 active opportunities · Updated September 2026
Showing
15 jobs
Explore current senior lead freelance remote software engineer 2c developer api jobs across Canada. Filter by work mode, employment type, experience, department, date posted and distance.
Hiring demand
71/100
rising · 149 related jobs
Hiring trend
+1.4%
Job postings compared with the previous 30 days
Remote options
3.4%
Share of matching jobs listed as remote
Typical salary
$242.5K – $242.5K/yr
Based on 74 salary observations
From C$128K/yr
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
From $2.6M/yr
About the Team As DoorDash continues to expand rapidly, our Core Consumer team plays a pivotal role in shaping the consumer experience through enhancing personalization, search relevance, merchandising strategy, app quality, and the overall ordering experience. Our mission is to implement scalable data solutions and provide insights that directly influence our strategic product direction. We are looking for an Analytics Senior Manager to lead our Discovery team. About the Role As a Senior Manager of Data Science/Analytics, you’ll be leading a team of data scientists who are working on improving the consumer experience. You will develop strategic insights and work closely with the product, engineering, strategy and operations teams to actively build and measure the impact of new features. You will oversee our metrics and analytics strategy to inform strategic product direction, offer technical leadership and build processes to support velocity, and partner with data and product engineers to build robust data foundations. You're excited about this opportunity because you will… Lead and develop a team of Data Scientists in investigating complex issues and uncovering key drivers of our business, along with your own contributions as an Individual Contributor 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 Experience managing a team of data scientists, and a track record of delivering impactful analyses 8+ years of experience i
$184K – $1.5M/yr · Jobiba est.
At Vanta, our mission is to help businesses earn and prove trust. We believe that security should be monitored and verified continuously, and we empower companies to practice better security and prove it with ease. Vanta has a kind and talented team, and while some have prior security experience, many have been successful at Vanta without it. Our Senior Software Engineers lead and mentor engineers, delivering high-value products for our customers and infrastructure that enables our business to scale. Vanta’s team and technology surface are growing quickly, and it’s essential that we invest in the right abstractions and systems to enable us to scale with our business. As a Senior Software Engineer, you’ll be responsible for setting technical direction to enable our product and infrastructure to scale with our business, driving complex projects across our technical stack, and mentoring our talented engineering team. Your past experience will be leveraged to enable and accelerate Vanta’s growth. Our business has found incredible product-market fit and has monetized effectively since the day we signed our first customer. We’re growing at a blistering pace, which presents career-defining opportunities for engineers to accelerate their growth and to contribute to a rapidly-scaling company. Visit our Vanta Engineering Blog to learn more about what our team is working on! The Integrations Platform team mission is to power the world’s largest trust automation ecosystem, enabling any person or agent to build, connect, and automate trust seamlessly. We own Vanta’s integration ecosystem, which currently includes over 400 integrations across Cloud Providers (AWS, Azure, GCP), Identity Providers, Mobile Device Management (MDM), and Human Resources Information System (HRIS). We are focused on developing the Integration Platform. This includes creating shared primitives for authentication, lifecycle, observability, and publishing to ensure all integrations are built on the same fou
$184K – $1.5M/yr · Jobiba est.
At Vanta, our mission is to help businesses earn and prove trust. We believe that security should be monitored and verified continuously, and we empower companies to practice better security and prove it with ease. Vanta has a kind and talented team, and while some have prior security experience, many have been successful at Vanta without it. Our Senior Software Engineers lead and mentor engineers, delivering high-value products for our customers and infrastructure that enables our business to scale. Vanta’s team and technology surface are growing quickly, and it’s essential that we invest in the right abstractions and systems to enable us to scale with our business. As a Senior Software Engineer, you’ll be responsible for setting technical direction to enable our product and infrastructure to scale with our business, driving complex projects across our technical stack, and mentoring our talented engineering team. Your past experience will be leveraged to enable and accelerate Vanta’s growth. Our business has found incredible product-market fit and has monetized effectively since the day we signed our first customer. We’re growing at a blistering pace, which presents career-defining opportunities for engineers to accelerate their growth and to contribute to a rapidly-scaling company. Visit our Vanta Engineering Blog to learn more about what our team is working on! Please note we are only able to hire in Alberta, Ontario, and British Columbia. The GRC (Governance, Risk and Compliance) organization is the primary org responsible for developing and maintaining Vanta's core product offerings. These teams are at the heart of Vanta moving upmarket to support enterprise customers and build products that enable our customers’ existing security and compliance programs to integrate seamlessly with Vanta, giving them invaluable insights and recommendations to continue to operate, mature and evolve their programs. What you’ll do as a Senior Software Engineer at Vanta: Lead comp
$200K – $250K/yr
Why join us Brex is the intelligent finance platform that enables companies to spend smarter and move faster in more than 200 markets. By combining global corporate cards and banking with intuitive spend management, bill pay, and travel software, Brex enables founders and finance teams to accelerate operations, gain real-time visibility, and control spend effortlessly. Brex’s AI-native automation and world-class service eliminate manual expense and accounting tasks for customers so they can focus on what matters most. Tens of thousands of the world's best companies run on Brex, including DoorDash, Coinbase, Robinhood, Zoom, Plaid, Reddit, and SeatGeek. Working at Brex allows you to push your limits, challenge the status quo, and collaborate with some of the brightest minds in the industry. We’re committed to building a diverse team and inclusive culture and believe your potential should only be limited by how big you can dream. We make this a reality by empowering you with the tools, resources, and support you need to grow your career. Sales at Brex Sales is the growth engine at Brex. We bring in new customers, expand existing relationships, and drive the company’s bottom line. With unlimited territories and uncapped opportunity, your ambition sets the ceiling. We win together, celebrate often, and reward performance. If you want to sell a category-defining product with real ownership, this is your team. What you'll do We're seeking an experienced Senior Manager to lead our Sales Development organization. In this second-line leadership role, you will manage a team of SDR Managers, drive pipeline generation strategy, and build the scalable systems that turn early-career sales talent into high-performing revenue contributors. Where you'll work This role will be based in our Vancouver office. We are a hybrid environment that combines the energy and connections of being in the office with the benefits and flexibility of working from home. We currently require a minimum
From $192K/yr
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 Social media is an emerging discipline for Airbnb. We're seeking a Senior Social Measurement Lead to build an effective social media measurement strategy for Airbnb's global marketing and comms teams. The job will cover all content published on our owned channels, the social elements of our marketing and comms campaign work, and our influencer and creator programs. The right candidate will know how to identify, structure, and activate the right data — turning raw performance information into something usable, and ultimately into decisions that move the business forward. You will partner closely with social strategy, social creative, Comms, Data Science, and regional marketers to help Airbnb understand the impact of social media on business outcomes, and guide the team at both a day-to-day and at a strategic level on how to grow our channels and improve performance. The Difference You Will Make You will define how Airbnb measures social media — from the frameworks and tools we use to the stories we tell about performance. This is a greenfield opportunity to build a best-in-class measurement practice for one of the world's most recognized brands. You will go beyond dashboards. Your work will shape how Airbnb understands the impact of social on business outcomes, how teams make day-to-day creative and strategic decisions, and how leadership evaluates the effectiveness of our global social investment. You will bring rigor, innovation, and a bias for action — leveraging AI, experimentation, and deep platform expertise to keep Airbnb ahead of the curve. A Typical Day Define and own Airbnb'
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 are seeking a senior leader to lead Revenue Strategy & Operations for Reddit’s Global Large Customer Sales (LCS) channel. This role will serve as the operating partner to the global LCS leadership team, helping translate company and channel strategy into clear goals, disciplined execution, and measurable revenue outcomes across regions, verticals, and customer segments. You will own the strategy and operations that drive LCS growth—from annual and quarterly planning through weekly performance management, forecasting, resource allocation, and execution of the highest-impact growth initiatives. You will partner closely with Sales, Finance, Marketing, Product, Business Operations, and other cross-functional leaders to improve sales productivity, unlock new pockets of demand, and scale a globally consistent go-to-market model. This is one role that will lead Strategy & Operations for the Global Large Customer Sales channel. The role is required to be based within commuting distance (50mi) of one of our North America sales hubs in San Francisco, Los Angeles, Chicago, New York, or Toronto. Responsibilities: Serve as a trusted strategic partner to the Global LCS leadership team, shaping channel strategy, priorities, operating model, and investment decisions. Lead the annual and quarterly planning processes for Global LCS, partnering with Finance as well as regional and vertical sales leaders to build credible goals, capacity plans, coverage models, and resource recommendations. Establish and run the global business
From $2.9M/yr
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 are seeking a senior leader to lead Revenue Strategy & Operations for Reddit’s Global Large Customer Sales (LCS) channel. This role will serve as the operating partner to the global LCS leadership team, helping translate company and channel strategy into clear goals, disciplined execution, and measurable revenue outcomes across regions, verticals, and customer segments. You will own the strategy and operations that drive LCS growth—from annual and quarterly planning through weekly performance management, forecasting, resource allocation, and execution of the highest-impact growth initiatives. You will partner closely with Sales, Finance, Marketing, Product, Business Operations, and other cross-functional leaders to improve sales productivity, unlock new pockets of demand, and scale a globally consistent go-to-market model. This is one role that will lead Strategy & Operations for the Global Large Customer Sales channel. The role is required to be based within commuting distance (50mi) of one of our North America sales hubs in San Francisco, Los Angeles, Chicago, New York, or Toronto. Responsibilities: Serve as a trusted strategic partner to the Global LCS leadership team, shaping channel strategy, priorities, operating model, and investment decisions. Lead the annual and quarterly planning processes for Global LCS, partnering with Finance as well as regional and vertical sales leaders to build credible goals, capacity plans, coverage models, and resource recommendations. Establish and run the global business
From C$173K/yr
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
From $115K/yr
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
From C$250K/yr
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
From C$122K/yr
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
From $143.6K/yr
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
From C$131K/yr
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.  
Higher-paying openings
Jobs with higher listed pay
Staff Software Engineer, Lyft Business
Lyft · San Francisco, CA
$2.1M – $2.6M/yr
Senior ML Software Engineer, Mapping
Lyft · San Francisco, CA
$2M – $2.4M/yr
Staff Software Engineer
Amplitude · San Francisco, Canada
From $2.4M/yr
Staff Software Engineer - DevX
Amplitude · San Francisco, Canada
From $2.4M/yr
Senior Staff Software Engineer - Pricing and Packaging
Gusto · San Francisco, CA
From $2.3M/yr
ML Software Engineer, ETA
Lyft · San Francisco, CA
$1.7M – $2.1M/yr
Related career options
Similar roles with stronger pay
Demand 51/100 · 28 jobs
$1.3M – $1.3M/yr
Salary →Other cities to consider
More places hiring for this role
Get new senior lead freelance remote software engineer 2c developer api jobs in Canada by email
Daily job updates · Unsubscribe anytime