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The Deployment Specialist is a core member of the Island Catalyst Team - a focused, elite deployment unit that partners directly with enterprise customers to accelerate and complete Island Enterprise Platform deployments. This is not a traditional customer success or solutions engineering role; this role works with those teams to drive expanded value for our customers. You will own engagements end-to-end, work on-site, and remotely, with customers, and contribute directly to building the deployment practice that will define how Island scales across its enterprise customer base. You help write the playbook - not just follow it.
Job Responsibility:
Lead time-boxed, structured deployment engagements with enterprise customers from kickoff through handoff
Conduct on-site deployment workshops and hands-on configuration sessions with customer IT and security teams
Configure Island Enterprise Platform environments - policies, integrations, identity (SSO/SCIM), and app management
Identify and remove technical and organizational deployment blockers in real-time
Drive customers to target adoption milestones within the defined engagement window
Deliver a complete, documented handoff - leaving every customer confident and ready to expand independently
Help design, refine, and document the Island Deployment Framework - the repeatable methodology used across all engagements
Develop deployment workshop guides, facilitation templates, and customer-facing engagement materials
Build and maintain a library of reusable deployment artifacts, configuration playbooks, and best-practice documentation
Capture lessons learned from each engagement and feed them back into methodology improvements
Contribute to establishing the intake process, engagement criteria, and operating model for the Catalyst Team
Produce deployment case studies and reference documentation that enable broader organizational learning
Requirements:
3+ years in implementation consulting, solutions engineering, technical customer success, or a similar customer-facing technical role
Hands-on experience deploying enterprise software - ideally in security, endpoint management, or network infrastructure
Proven experience leveraging AI to accelerate your work, deliver higher value to customers, and familiarity with AI concepts like GenAI, Agentic AI, RAG, MCP and tools like Claude, Gemini, Lovable
Strong technical foundation with enterprise identity (Entra ID, Okta, Google Workspace), SSO/SAML/SCIM, and browser or endpoint environments
Proven ability to lead workshops and drive decisions in a room - you're comfortable with stakeholders at all levels
Structured project management instincts - you can run a time-boxed engagement with clear milestones and hold all parties accountable
Strong written and verbal communication - you translate technical complexity into clear customer guidance
Willingness and ability to travel for on-site customer engagements (estimated 40–60%)
Nice to have:
Familiarity with the Island Enterprise Platform
Background in professional services, implementation consulting, or managed deployment programs
Experience building deployment frameworks, playbooks, or enablement content from scratch
Exposure to enterprise security concepts - DLP, web filtering, zero trust, or endpoint policy management