Enterprise Implementation Specialist - Fellow

About Fellow

Fellow is the AI meeting assistant that helps teams turn conversations into decisions and action, built from the ground up with privacy and security in mind. Fellow supports the entire meeting workflow, from pre-meeting briefs to note-taking and recording to human-level recaps, so organizations can have fewer, better, and shorter meetings. Today, Fellow is evolving beyond notetaking into an AI Chief of Staff for the whole organization.

Founded in 2017 by the team behind Fluidware, Fellow is backed by Craft Ventures, iNovia Capital, and Felicis Ventures. We're a remote-first company headquartered in Ottawa, and leaders in 100+ countries rely on Fellow, including teams at Shopify, HubSpot, WarnerMedia, Tucows, and Dynatrace.

Our mission is simple: make work better for everyone. Because when meetings run better, work feels better.

About the Role

The Enterprise Implementation Specialist will lead the successful launch and org-wide adoption of Fellow across our largest, most complex customers' deployments that often span multiple departments, hundreds to thousands of users, and a wide range of cross-functional stakeholders. This is a senior, high-ownership role for someone who has run large-scale software rollouts before and knows how to turn a signed contract into company-wide adoption.

Responsibilities

• Own end-to-end implementation of Fellow for our largest enterprise accounts, from contract signature through full org-wide rollout and value realization.
• Design and execute detailed rollout plans for org-wide deployments spanning multiple departments, business units, or regions.
• Serve as the primary post-sale point of contact and trusted advisor for enterprise stakeholders, including IT, security, procurement, and executive sponsors.
• Lead discovery to understand a customer's org structure, tech stack, security/compliance requirements, and change-management needs.
• Manage technical aspects of enterprise deployments, including SSO/SAML configuration, calendar and CRM integrations, data migration, and user provisioning at scale.
• Partner with customers' security, legal, and IT teams to complete security reviews, questionnaires, and compliance documentation.
• Drive change-management and adoption programs—executive briefings, champion networks, train-the-trainer programs, and communications plans.
• Manage a portfolio of concurrent enterprise implementations, proactively identifying and mitigating risks to scope, timeline, and budget.
• Identify expansion and upsell opportunities, partnering with Sales and Customer Success.
• Build and refine implementation playbooks, templates, and best practices.
• Partner cross-functionally with Product, Engineering, and Customer Success to surface feedback and inform the roadmap.

Required Skills & Experience

• 5+ years of experience in implementation, onboarding, professional services, or technical program management at a B2B SaaS company.
• Proven track record of leading large-scale, org-wide software rollouts (multiple departments and/or 500+ users).
• Experience working with a CRM (Salesforce, HubSpot, or similar) and project/professional-services tooling (Smartsheet, Asana, monday.com, Jira).
• Working knowledge of SSO/SAML, SCIM provisioning, and common enterprise IT/security review processes.
• Strong program and change-management skills.
• Executive presence comfortable presenting to and building trust with senior stakeholders.
• Exceptional written, verbal, and presentation skills in English.

Preferred

• Experience implementing SaaS solutions within regulated industries (financial services, healthcare, insurance, government, etc.).
• Experience mentoring or supporting more junior team members.
• Formal project management certification (e.g., PMP, PRINCE2).

What We Offer

• Fair, competitive compensation.
• Health and dental coverage, including prescription drugs and life insurance.
• Parental leave — 12 weeks of paid leave at 80% of salary.
• Time to recharge — three weeks of vacation, paid sick leave, and a paid company-wide break at year-end.
• Remote-first flexibility — Work remotely within Canada.
• Room to grow — learning budgets, lunch-and-learns, and ownership over your work.