Top Tech Jobs & Startup Jobs in Toronto

Build and ship AI agents and automation workflows for Customer Support, identify operational friction, and manage production quality and performance. Own the knowledge base, taxonomy, and customer self-service experience while analyzing support data to improve answers and identify product gaps. Lead a small team, partner cross-functionally with AI, Product, Marketing, and Support stakeholders, and report on efficiency, quality, retention, and conversion metrics.

Own the marketing website strategy and roadmap, align content/design/engineering, run CRO/A-B testing and experimentation, drive SEO/answer-engine presence, analyze analytics and web tagging to improve discovery and conversion, and partner with product marketing and platform teams to deliver a coherent, high-performing web experience.

Work hands-on to harden endpoints, identities, and data protection: manage EDR and CIS baselines, perform incident response and on-call duties, improve identity and access controls (Okta, FIDO2), tune SIEM detections (Datadog), and build AI/automation to reduce toil while partnering cross-functionally with IT and engineering.

Plan and execute a portfolio of ~30 industry conferences and tradeshows annually, managing booth logistics, staffing, assets, vendor coordination, budgets, lead capture, performance tracking, and post-event reconciliation while driving continuous improvement and cross-functional alignment.

Run inbound website checkup calls, give actionable SEO and website recommendations, nurture warm leads in Close CRM, and grow into product demos across Jane Websites, SEO, Social Plus, and Google Ads. Use Claude for call prep and follow-ups and prioritize fit-first, consultative conversations.

Lead product strategy and roadmap for Payments, collaborate cross-functionally with engineering and design, improve Stripe integration and payments architecture, partner with senior leadership to prioritize tradeoffs, and drive measurable impact for clinics and patients across Jane.

Lead Jane's business systems strategy: consolidate tool inventory, lead procurement, set configuration standards, design integrations and pipelines, partner with execs and Analytics to ensure reliable data flows and scalable, AI-enabled system solutions.

Lead Booking engineering (five teams) to deliver high-scale scheduling, booking, communications, telehealth, and marketplace systems. Hire and grow engineering leaders, shape technical and AI strategy (agentic workflows, evals), drive high-velocity delivery with quality, partner with Product and Design, and scale the org through new product lines and rising customer demand.

Build platform tools and shared infrastructure that accelerate developer productivity across the org, drive safe agent-authored code into production, embed with product teams to remove development friction, and measure impact. Own platform design, adoption, and communication to help ~300 developers ship faster.

Lead the Insurance Setup engineering team, drive delivery of configuration and insurance features, balance new product discovery with technical health, coach and grow engineers, partner closely with Product and Design, influence cross-team initiatives, and responsibly explore AI adoption.