Top AI Jobs in Calgary

Own the vision, roadmap, and execution of Clio’s accounting integrations, including QuickBooks Online and Xero. Define integration requirements, ensure accurate and compliant financial data flows, and collaborate with Design, Engineering, Data, Billing, Payments, GTM, and Compliance teams. Build relationships with legal-sector finance stakeholders, translate complex accounting workflows into simple product experiences, drive adoption, and measure customer and business impact.

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.

Lead enterprise AI architecture strategy and roadmap; design scalable AI, data, and integration architectures; establish reusable frameworks, standards, and governance; drive platform and technology selection; ensure security, compliance, and responsible AI; partner with business leaders and mentor teams to deliver enterprise-scale AI solutions.

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.

Leads enterprise data and AI governance by designing frameworks, controls, standards, operating models, and responsible-use practices. Oversees data quality, metadata, lineage, lifecycle, classification, AI risk, assessments, compliance, reporting, tooling, literacy, and adoption. Partners with Legal, Privacy, Cybersecurity, Technology, and business teams while managing vendors and developing a high-performing governance team.

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.

Leads legal operations initiatives, including metrics, dashboards, reporting, workflow redesign, intake management, and AI-assisted automation. The role improves scalable legal processes, manages team queues, supports contract review workflows, and partners cross-functionally to deliver operational efficiencies. It requires 5+ years of relevant operations, analytical, or technical experience, strong project management and communication skills, and hands-on experience with generative AI and legal operations tools.

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.

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.

Leads proactive and reactive technical delivery for enterprise customers using Power Platform, SharePoint, and Microsoft 365. Evaluates customer environments, identifies resiliency and security issues, provides modernization and AI transformation guidance, and delivers data-driven recommendations. Coordinates support, account, and engineering teams, contributes to incident resolution and on-call rotations, conducts assessments and workshops, and improves service delivery processes.

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.

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.

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.

Drive upselling and cross-selling to existing customers through prospecting, needs discovery, product demonstrations, business-case development, negotiation, forecasting, and deal closure. Manage qualified opportunities using Salesforce, monitor funnel metrics, and collaborate with Support, Account Management, SDRs/BDRs, Customer Success, and Sales Engineering teams to deliver tailored SaaS solutions.

Lead and grow a solution engineering team for AI-powered Dynamics 365 business solutions. Own technical win strategy, coach demos and solution design, partner with sales to convert pipeline, enable value assessments, manage proposals, and align with partners and Customer Success to achieve revenue and deployment outcomes.