Top AI Jobs in Ottawa

Lead Cloudbeds’ Customer Recovery team, overseeing retention workflows, risk triage, executive escalations, and cross-functional Fire-Team interventions for at-risk B2B SaaS hospitality accounts. Coach and develop Recovery Coaches, forecast retention, drive proactive save motions, and convert customer-risk insights into product and process improvements. Partner with Product, Engineering, Support, Sales, and CS Operations while implementing AI-driven tooling, automated risk detection, and Salesforce reporting.

Leads D2L’s global public relations and communications strategy, including media relations, executive communications, crisis management, awards, reputation, and thought leadership. Advises senior leaders, manages agencies and budgets, builds media relationships, oversees a high-performing team, and integrates AI into communications research, content development, monitoring, and analytics. The role also drives major announcements, speaking engagements, measurable brand outcomes, and integrated communications programs across global markets.

Leads revenue operations for a B2B SaaS company by owning forecasting, pipeline rigor, GTM accountability, CRM architecture, data quality, KPI reporting, and AI-enabled automation. Partners with Sales, Marketing, Customer Experience, Product, and Finance to operationalize strategy, improve revenue predictability, and align targets, processes, and systems. Manages and mentors a RevOps Analyst while building a scalable, high-performing function.

Own the end-to-end customer journey for AgentPro by onboarding clients, leading product enablement, driving feature adoption, monitoring usage and retention metrics, managing renewals, identifying expansion opportunities, resolving escalations, triaging technical issues, and collecting NPS and customer feedback. Coordinate with grant delivery specialists to ensure deadlines, quality standards, service agreements, and grant delivery expectations are met.

Lead Block’s global tax planning and controversy agenda, including international and U.S. tax strategy, transfer pricing, M&A taxation, legal-entity structuring, tax audits, examinations, disputes, and transaction negotiations. Advise senior leadership on tax implications, partner with Legal, Treasury, Corporate Development, and finance teams, monitor legislative developments, and ensure tax positions are reflected in reporting and compliance. Build high-performing teams and represent Block before domestic and foreign tax authorities.

Conduct AI-driven security assessments across software, hardware, and firmware; develop AI-enabled offensive and defensive security tooling; identify and remediate vulnerabilities; test LLMs, agentic workflows, and cloud environments; and guide organization-wide AI security strategy. Partner with engineering and leadership, lead threat-modeling sessions, and communicate security findings and recommendations to senior stakeholders.

Build Retell AI’s legal function and serve as Sales’ primary partner on enterprise transactions. Responsibilities include negotiating MSAs, DPAs, BAAs, and order forms; creating contract templates, negotiation playbooks, and turnaround SLAs; advising on voice AI issues such as consent, TCPA, AI disclosure, and use-case reviews; and managing platform terms, privacy policies, acceptable-use policies, and outside counsel.

Leads Kinaxis’s Advanced Mathematical Modelling function, managing architects, algorithm developers, and operations research specialists. Provides technical and strategic leadership across optimization, machine learning, simulation, decision science, and algorithm development. Partners with Product Management, Engineering, and customer teams to solve supply chain challenges, guides research and prototyping, shapes platform architecture, and promotes scalable production solutions. Oversees talent acquisition, coaching, workforce planning, performance management, and career development while establishing the function’s vision and operating model.

Build repeatable AI product packages that drive customer adoption from initial use to team-wide deployment. Partner with Product, Engineering, and Customer Success to solve technical blockers, translate customer needs into use cases, support Motion’s internal marketing team, and help influencers adopt Runneth. The role combines customer relationship management, marketing knowledge, hands-on AI building, technical problem-solving, and evolving customer success ownership.

Leads enterprise technology strategy, delivery, and transformation across Finance, FinTech, Legal, and Risk. Oversees product platforms, Agile and DevOps adoption, AI and data initiatives, digital transformation, change management, vendor partnerships, governance, and technology operations. Partners with executive stakeholders to align global priorities, integrate platforms, manage dependencies, and deliver scalable, secure, value-driven outcomes across a federated enterprise technology organization.

Own the end-to-end customer journey from initial discovery through insurance purchase and cross-product adoption. Lead landing pages, signup funnels, quote shopping, personalization, customer communications, and carrier integrations. Partner with Engineering, Design, Analytics, Marketing, and leadership to identify opportunities, analyze customer needs, simplify complex experiences, and deliver high-impact products quickly. The role requires strong product ownership, analytical ability, customer empathy, communication, and comfort navigating ambiguity in a fast-paced environment.

Lead corporate affairs and public policy communications for an AI video company. Develop positions on responsible AI, creative rights, safety, privacy, and content moderation; manage sensitive issues and external responses; prepare executives for media, policymaker, and stakeholder engagement; and coordinate messaging across Legal, Product, Trust & Safety, Communications, and enterprise teams.

Architects cloud-scale solutions and technical strategies for strategic Canadian customers, aligning business objectives with secure, resilient, scalable platforms. Advises executives and technical stakeholders, leads cross-functional initiatives, develops prototypes and pilots, supports cloud and AI adoption, and addresses data residency, sovereignty, privacy, and security requirements. Builds trusted customer relationships, influences product improvements, presents technical thought leadership, contributes to communities, and mentors technical teams across Canada.

Leads HackerOne’s partnership sales strategy, revenue performance, and team of seven Channel Account Managers. Builds and scales reseller, technology alliance, and cloud marketplace partnerships, including AWS. Establishes operating models, metrics, forecasting, enablement, and accountability while developing executive partner relationships. Collaborates with Sales, Marketing, Revenue Operations, Legal, Customer Success, and Product to drive partner-sourced and partner-influenced pipeline, revenue, and durable growth.

Own the Commercial SMB customer segment, driving onboarding, adoption, retention, and expansion. Build a proactive, AI-assisted customer success model; lead SMB onboarding and AI agent rollout; design scalable workflows, processes, and playbooks; coordinate with Sales, Marketing, RevOps, Support, Product, and AI teams; and represent SMB customer needs across the organization.

Lead and scale a multidisciplinary engineering organization spanning software, systems, aerospace, robotics, GN&C, and operations engineering. Establish technical governance, development processes, design gates, quality standards, and risk mitigation practices. Manage budgets, staffing, resource allocation, infrastructure, and delivery priorities while supporting proposals, customer engagements, and strategic growth. Mentor engineering leaders, foster innovation, and ensure compliance with quality, safety, cybersecurity, and regulatory requirements across complex space missions and products.

Develop AI-driven products through hands-on software development and product engineering. Build minimum viable products, solve problems creatively, and help shape future AI applications. The role is available remotely or in Boston and Chicago, with contract options ranging from two weeks to three months or full-time, plus potential revenue sharing.

Leads complex federal proposal and pursuit efforts, including RFP analysis, win strategy, capture planning, content development, compliance, scheduling, quality control, and interview preparation. Develops pursuit-specific marketing campaigns, presentations, qualification materials, and client positioning while coordinating cross-functional teams and leadership. Supports account management, public relations, thought leadership, opportunity tracking, and brand-building initiatives across multiple geographies.

Build and own production AI systems as the founding technical engineer within Jobber’s Office of the CEO. Architect systems end to end, including LLMs, retrieval, agents, integrations, permissions, security, reliability, and quality. Embed with teams to deliver AI into real workflows, evaluate build-versus-buy decisions, run rapid proofs of concept, and establish trustworthy AI standards. The role requires executive communication, pragmatic technology choices, and Staff-plus experience delivering systems used daily at scale.

Manage mid-market and enterprise customer accounts, leading onboarding, training, business reviews, engagement campaigns, renewals, and expansion coordination. Build stakeholder relationships, demonstrate product ROI, address objections, analyze usage data, deliver presentations and demonstrations, troubleshoot technical issues, and advocate for customer feedback internally. The role requires SaaS customer success or account management experience, strong communication and sales skills, and familiarity with HubSpot and Stripe.

Design and evolve nesto’s cloud-native backend platform, build robust data services with Frontend and Data teams, write clean and maintainable code, create automated tests, debug complex issues, validate features, and improve the architecture. The role requires strong backend development experience, product orientation, technical communication, systems thinking, and collaboration in a remote Canadian environment.

Build and manage a global Afterpay and Cash App sales enablement and training strategy across North America, the UK, and APAC. Own the internal content platform, facilitate training, communicate product and business updates, collaborate with revenue and GTM leaders, and use AI to scale learning programs. Measure program impact on sales performance while adapting enablement initiatives to regional needs.

Lead complex enterprise customer engagements involving secure, resilient, AI-enabled Azure solutions. Advise executives and technical leaders, improve solution health, performance, and availability, resolve critical incidents, and drive cloud adoption and business value. Deliver proactive assessments, workshops, guidance, and support while collaborating with account, engineering, and support teams. Influence product roadmaps, identify growth opportunities, mentor technical talent, lead projects, and contribute to customer success strategies and on-call support.

Develop customer-specific AI solutions for consequential business decisions. Investigate internal and public information, evaluate evidence, identify uncertainty, and design reliable AI workflows. Work directly with customers to understand needs, prototype solutions, test them with users, and improve their usefulness. Translate successful workflows into repeatable product capabilities while partnering with engineers on integrations and missing technical functionality.

Develop and enhance configurable SaaS and enterprise software platforms in Java and .NET environments. Responsibilities include analysis, design, software development, collaboration with product owners, and participation in an Agile/Scrum team. The role may involve cloud mobility, data visualization, and artificial intelligence technologies, requiring strong problem-solving, independent work, collaboration, and the ability to learn new concepts quickly.