Enterprise Implementation Specialist

About Fellow

About the Role

Implementation Delivery

• Own enterprise implementations from contract signature through full organization-wide rollout and value realization.
• Design phased rollout plans with milestones and success metrics across departments, business units, or regions.
• Lead discovery and translate organization, technology, security, compliance, and change needs into implementation plans.
• Manage SSO/SAML, calendar and CRM integrations, data migration, and scaled user provisioning.

Stakeholders and Adoption

• Serve as the primary post-sale contact for IT, security, procurement, executive sponsors, and other enterprise stakeholders.
• Complete security reviews, questionnaires, and compliance documentation with customer security, legal, and IT teams.
• Drive adoption through executive briefings, champion networks, train-the-trainer programs, and communications plans.
• Manage concurrent implementations, risks, scope, timelines, budgets, and rollout reporting.

Scale and Collaboration

• Identify expansion and upsell opportunities with Sales and Customer Success.
• Build implementation playbooks, templates, documentation, training materials, and enablement content.
• Partner with Product, Engineering, and Customer Success to escalate issues and inform the product roadmap.

Required Skills and Experience

• At least five years of implementation, onboarding, professional services, or technical program management experience at a B2B SaaS company.
• Experience leading large-scale, organization-wide software rollouts across multiple departments or 500 or more users.
• Working knowledge of SSO/SAML, SCIM provisioning, and enterprise IT and security review processes.
• Strong program and change-management skills with the ability to manage concurrent projects and drive adoption.
• Executive presence and exceptional written, verbal, and presentation skills in English.
• Ability to work independently, own outcomes, and operate cross-functionally.

Preferred Qualifications

• Experience implementing SaaS solutions in regulated or compliance-heavy industries is preferred.
• Mentoring experience and formal project management certification such as PMP or PRINCE2 are preferred.

Work Arrangement

• The role is remote within Canada.

Benefits

• Fellow offers health and dental coverage, parental leave, vacation, paid sick leave, a company-wide break, learning budgets, and remote-first flexibility.