Jobs at Jobber

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.

Build and own production AI systems as Jobber’s founding AI engineer. The role covers end-to-end architecture, retrieval quality, permissions, security, reliability, LLMs, agents, integrations, and workflow deployment. You will partner with teams and executives, evaluate build-versus-buy options, run rapid proofs of concept, establish technical standards, and deliver trustworthy AI systems used across the company.

Build and lead production AI systems as Jobber’s founding AI engineer within the Office of the CEO. Responsibilities include architecting internal AI platforms, working with LLMs, retrieval and agents, ensuring trust, permissions, security and reliability, embedding AI into company workflows, evaluating build-versus-buy decisions, running rapid proofs of concept, and setting technical standards. The role partners closely with executives and teams across the company.

Own the strategy and execution for Jobber Supply, connecting supplier catalogs, pricing, materials management, job costing, and purchase orders. Build customer understanding, define product vision and roadmap, prioritize opportunities, manage supplier partnerships, and drive cross-functional delivery. Monitor product metrics across adoption, revenue, and engagement while balancing immediate improvements with long-term bets. The role requires zero-to-one product leadership, commercial judgment, customer research, partner influence, and collaboration across Business Development, Sales, Success, Marketing, and Engineering.

Engage with at-risk customers through inbound and outbound retention calls, scheduled value sessions, and consultative conversations. Diagnose churn drivers, recommend tailored product solutions, improve feature adoption, and protect recurring revenue. Partner with Customer Success, Support, Product, and Billing teams to identify churn trends and improve customer experience. Success is measured by save rate, retention, and long-term customer outcomes.

Engage at-risk customers through inbound and outbound conversations, diagnose churn causes, conduct value sessions, and recommend tailored product solutions. Own retention outcomes, recurring revenue protection, and customer success while collaborating with Support, Product, Billing, and Customer Success teams. Identify churn trends, share customer insights, and contribute to improvements in product adoption, onboarding, and customer experience.

Manage and coach a team of sales representatives, improve sales performance and processes, monitor targets and forecasting, recruit and onboard employees, deliver training, collaborate cross-functionally, and shape the Expansion function through data-driven strategy and execution.

Build and optimize high-performance marketing websites across Next.js, React, Sanity, WordPress, PHP, and Twig. Lead A/B and multivariate experimentation, CRO infrastructure, accessibility, SEO, component libraries, and AI-assisted development workflows. Set technical standards, mentor developers, collaborate with CRO, analytics, design, and marketing teams, and improve experimentation velocity, statistical integrity, site performance, and AI-search readiness.

Own and grow a roster of influencer brand partners, negotiate contracts, manage partnership spend, and drive measurable customer acquisition. Develop strategies to improve partner performance, forecast results, analyze channel data, and turn successful experiments into repeatable team processes. Collaborate across marketing, public relations, legal, and sales, while coaching peers and protecting brand reputation. The role is based in Edmonton, Toronto, Vancouver, or Kitchener-Waterloo, with occasional North American travel.

Drive organic demand and AI visibility through AEO/GEO experiments, off-site content, community platforms, and emerging discovery channels. Own prioritization, experimentation, monitoring, and scaling across Reddit, LinkedIn, YouTube, forums, and AI search surfaces. Measure citation frequency, share of voice, sentiment, leads, trials, conversions, and revenue while partnering with SEO, content, creative, product-led growth, PR, and community teams to build Jobber’s off-site organic growth playbook.

Leads the architecture, development, reliability, governance, and scalability of batch and real-time data platforms. Designs pipelines, self-service tooling, observability frameworks, and disaster recovery practices; mentors data engineers; establishes engineering standards; and partners cross-functionally to enable trusted data access for analytics, data science, and product teams. The role also contributes to strategic roadmaps, platform innovation, technical debt reduction, and on-call support.

Own and expand Jobber’s AI marketing enablement program by building agents, automations, integrations, evaluation practices, and reusable workflows. Partner with marketing teams to identify high-impact use cases, connect AI to live data, improve campaign analysis and execution, coach marketers, and drive adoption. The role also owns the AI roadmap, maturity model, documentation, reliability, responsible use, and measurement of business impact across Demand Generation and broader marketing.

Provide customer support through live chat, phone, and email in a fast-paced contact center. Troubleshoot product features, bugs, workflows, and customer questions; explain new functionality; document feedback and recommendations; maintain channel productivity; and relay insights to product and technical teams. Success requires empathy, adaptability, strong written and verbal communication, curiosity, reliability, resilience, typing proficiency, and confidence navigating cloud-based software.

Lead the evolution of Jobber’s design system across platforms, establishing scalable components, interaction patterns, governance, accessibility standards, and best practices. Partner with designers, product managers, and engineers to improve product quality and delivery velocity, guide AI-enabled design workflows, drive UX quality initiatives, and mentor designers across the organization.

Senior Product Designer responsible for evolving Jobber’s design system across web and mobile platforms. Leads component, pattern, token, governance, and accessibility initiatives; partners with engineering, product, and design teams to improve consistency, usability, performance, and delivery velocity. The role also supports AI-enabled design and development workflows, mentors colleagues, and drives adoption of design-system best practices.

Own relationships with approximately 300 high-value B2B software customers, driving retention, payment-processing volume, upsells, and customer lifetime value. Provide consultative business reviews, strategic recommendations, and live problem-solving while collaborating with product, risk, and support teams. Identify customer expansion opportunities, share product feedback, develop account-management best practices, and mentor team members. The role requires strong sales performance, communication, negotiation, analytical, and consultative relationship-management skills.

Lead zero-to-one discovery, validation, launch, and scaling of Jobber’s new fintech products, including insurance, financing, card, banking, and spend-management offerings. Evaluate build-buy-partner strategies, manage embedded finance and banking-as-a-service partnerships, define MVPs and roadmaps, and make evidence-based investment decisions. Collaborate with Design, Engineering, Data, Risk, Compliance, Legal, Finance, and go-to-market teams while shaping product strategy and standards across the fintech organization.

Lead strategy and execution for Jobber’s Voice AI products, primarily Receptionist. Own the roadmap, revenue growth, pricing and packaging, customer research, and multi-product communications strategy. Partner with Voice AI, telephony, and communications experts to ship and scale production LLM or ML capabilities that help small businesses manage calls, book jobs, follow up on quotes, and take actions within Jobber.

Manage and grow relationships with existing small-business customers through proactive outreach and consultative selling. Identify expansion opportunities, drive subscription upgrades and payments adoption, track activity in Salesforce, hit revenue targets, and collaborate cross-functionally to share customer feedback and support product initiatives.

Own and improve a portfolio of knowledge assets, including articles, SOPs, workflows, playbooks, and enablement materials. Create structured, discoverable, AI-ready content for Customer Success teams and AI-powered support experiences. Partner with Product, AI, Data, and subject matter experts to document changes, maintain content quality, support learning in the flow of work, and use customer, search, QA, and AI performance insights to drive continuous improvement.