Delivery Systems Administrator (Remote - US) (Project Management) Overview

DreamHost is hiring a Delivery Systems Administrator to administer, optimize, and improve the systems that support organizational delivery. The role focuses on ClickUp platform architecture and governance, workflow automation and AI enablement, integrations, and operational reporting in partnership with the Head of Delivery and business stakeholders.

Responsibilities:

• Serve as the primary administrator and technical expert for the organization's delivery platform, with deep expertise in ClickUp
• Design, configure, and maintain platform architecture, including hierarchy, custom fields, templates, dashboards, forms, permissions, views, and relationships
• Maintain platform governance, documentation, standards, and overall system health
• Partner with the Head of Delivery to implement platform enhancements that support the organization's delivery operating model
• Evaluate new platform capabilities and recommend improvements that increase usability, scalability, and organizational effectiveness
• Design, implement, and maintain workflow automations that reduce manual effort and improve consistency
• Build and maintain AI Agents, Skills, and AI-assisted workflows
• Identify opportunities to simplify operational processes through automation and intelligent workflows
• Develop and maintain integrations between ClickUp and other business systems as needed
• Research emerging AI and automation capabilities and recommend practical applications for the organization
• Build executive dashboards and operational reporting that provide meaningful visibility into delivery performance
• Maintain accurate, consistent, and well-governed operational data that supports reporting and decision-making
• Translate operational requirements into scalable platform configurations and workflow improvements
• Partner with Delivery Leads and business stakeholders to improve delivery workflows, reporting, and system adoption
• Continuously identify opportunities to improve organizational execution through better tooling, automation, and operational practices

Requirements:

• The ideal candidate is an expert ClickUp administrator who enjoys building scalable systems, simplifying complex workflows, and enabling teams to work more effectively