Top Tech Jobs & Startup Jobs

Lead and scale a team of Mid-Market Customer Success Managers across onboarding, adoption, renewals, forecasting, and account health. Coach team members through regular one-on-ones and call coaching, support escalations, drive hiring and ramping, and build scalable playbooks and operating processes. Collaborate with Sales, Account Management, Product, and Support to improve customer outcomes in a distributed SaaS environment.

Own end-to-end enterprise deployments of Spellbook’s AI-powered legal technology. Build integrations with document management, identity, and internal systems; design workflow-heavy solutions involving permissions, approvals, routing, and auditability; customize AI workflows; collaborate directly with legal teams and end users; and convert deployment insights into scalable platform features.

Manage mid-market and enterprise SaaS accounts, driving onboarding, adoption, retention, renewals, and expansion. Lead QBRs, training, demonstrations, and targeted customer communications; address objections, articulate ROI, analyze usage data, troubleshoot issues, and coordinate with support, product, and expansion teams. Maintain strong stakeholder relationships, advocate for customers, and provide actionable product feedback.

Design sales enablement materials, including decks, one-pagers, and templates; contribute to the brand system; support campaigns, social, and events; collaborate with Sales, Product Marketing, and Customer Success; and build generative AI tools to scale brand work. The role requires strong editorial layout, typography, hierarchy, composition, project management, and collaboration skills.

Manage Toronto office operations, facilities, supplies, vendors, budgets, onboarding logistics, events, and workplace experience. Provide administrative and executive support including calendar coordination, travel arrangements, expense reporting, presentations, and confidential information handling. Coordinate across distributed teams and support executive initiatives, office events, employee engagement, and process improvements.

Own Spellbook’s entire product function, including product vision, portfolio strategy, roadmap prioritization, execution, launches, customer insight, analytics, and cross-functional alignment. Lead and grow a team of Product Managers while partnering with engineering, design, marketing, sales, customer success, and the CEO. Drive AI-powered B2B SaaS product development and contribute to company strategy, investor narratives, and fundraising efforts.

Build and evolve Spellbook’s platform and infrastructure across AWS, MongoDB, infrastructure as code, CI/CD, authentication, APIs, worker queues, monitoring, and observability. Improve service reliability, performance, developer productivity, build tooling, and development workflows while establishing quality and operational best practices for a growing engineering team.

Own People Operations infrastructure for a distributed global team, including employee support, People metrics, performance reviews, HRIS administration, AI-enabled process automation, engagement initiatives, employee lifecycle programs, and multi-jurisdiction employment compliance. Partner with Talent on compensation and benefits while advising leadership and supporting a high-growth technology organization.

Support the technical side of the sales cycle by troubleshooting setup, authentication, integrations, migrations, security questions, and trial issues. Deliver technical demonstrations, proofs of concept, RFP responses, documentation, and customer enablement while partnering with Account Executives, IT, and Engineering. The role serves as a technical advisor to legal, IT, and security stakeholders and is fully remote for candidates in Canada.

Manage mid-market and enterprise SaaS accounts as the primary customer contact. Lead onboarding, training, QBRs, product demonstrations, engagement campaigns, renewals, and expansion coordination. Analyze usage data to demonstrate ROI, address objections, troubleshoot issues with internal teams, and advocate for customer needs. The role requires strong relationship-building, sales acumen, communication, and independent problem-solving skills.