Jobs at Spellbook

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 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.

Leads and scales an outbound BDR team focused on generating mid-market and enterprise pipeline. Responsibilities include recruiting, coaching, setting performance expectations, designing prospecting strategies, monitoring KPIs, ensuring quota attainment, refining campaigns and messaging, maintaining CRM data quality, and partnering with Sales and Marketing on go-to-market initiatives.

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.

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.

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.

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.

Design, build, and improve Spellbook’s AI-powered legal application. Develop React features, Express and tRPC APIs, LLM functionality, and AWS infrastructure using CDK. Collaborate with product management, translate vague requirements into production-ready features, improve performance and reliability, fix bugs, review code, and provide constructive feedback. The role requires ownership from concept through deployment in a distributed startup environment.

Own Spellbook’s social media function, including platform strategy, content calendar, publishing, community engagement, brand voice, executive ghostwriting, and performance measurement. The role focuses on growing organic reach and engagement for a B2B SaaS legal technology brand through compelling storytelling, trend awareness, and data-informed optimization.

Leads the global customer success and support organization, including strategy, hiring, onboarding, support operations, retention, expansion, customer satisfaction, and product adoption. Partners with Sales, Product, Engineering, and executive leadership to represent customer needs, influence the roadmap, and manage strategic accounts. Establishes scalable processes, tooling, metrics, dashboards, SLAs, and reporting for a distributed post-sale organization serving SMB, mid-market, and enterprise legal customers.

Build and scale backend systems and AI workflows for Spellbook’s legal technology platform. Responsibilities include designing reliable search, inference, orchestration, and RAG retrieval systems; managing rate limits, retries, fallbacks, permissions, and data isolation; optimizing MongoDB performance; partnering with Product and Design; and participating in on-call response. The role requires strong distributed-systems expertise, production backend experience, and the ability to turn ambiguous problems into reliable shipped solutions.

Lead growth analytics strategy by applying statistical, machine learning, and econometric methods to marketing and sales data. Build attribution models, evaluate channel performance, guide budget allocation, unify data sources, and drive experimentation across acquisition, activation, and retention. Partner with marketing, product, sales, finance, and engineering while improving data tools, processes, and decision-making practices.

Own the growth product strategy and roadmap across acquisition, activation, monetization, and retention. Lead A/B and multivariate experimentation, optimize onboarding and upsell experiences, analyze funnel and cohort data, and manage growth metrics. Collaborate with engineering, design, marketing, sales, and revenue operations to improve conversion, retention, and customer expansion in a product-led growth environment.

Own the architecture, administration, integration, and optimization of Spellbook’s Sales and Customer Success technology stack. Manage HubSpot and adjacent revenue tools, build workflows and automations, enforce data governance, improve GTM processes, and guide systems adoption. Partner cross-functionally with Sales, CS, RevOps, Marketing, Finance, and Enablement to create scalable revenue infrastructure and identify AI-driven efficiencies.

Build and lead Spellbook’s post-sale operations function, including customer success reporting, renewal and churn forecasting, risk scoring, tooling, data models, and scalable business processes. Own the Customer Success technology stack, improve adoption and administrative efficiency, and connect sales, customer success, support, and product workflows. The role requires strong analytical, systems, project management, communication, and cross-functional change-management skills in a B2B software environment.

Own the enterprise product strategy, vision, roadmap, and success metrics for an AI legaltech platform. Partner with engineering, design, sales, forward-deployed engineering, and customer success to build enterprise capabilities such as permissions, workflows, data residency, and integrations. Lead customer feedback, beta programs, complex deal support, onboarding, and account expansion while balancing custom enterprise needs with scalable core product development.