ClickUp Delivery Systems Architect | Automation & AI Lead

DreamHost; United States; Remote; USD 70,000 - 90,000; Full time

Benefits offered by this job

Health insurance

401k

Tuition reimbursement

Paid time off

Company laptop

Udemy courses

Pet Insurance

Wellness allowance

Job summary

DreamHost is seeking a Delivery Systems Administrator to optimize and scale our delivery platform, led by the Head of Delivery. You will specialize in ClickUp, build scalable workflows, and enable teams with automation and AI-driven processes.

The ideal candidate has deep ClickUp experience, strong data governance, and a track record of designing executive dashboards. This role offers growth opportunities and a collaborative, fast-paced environment.

Qualifications

• Extensive experience administering ClickUp in a medium or large organization.
• Expert knowledge of ClickUp architecture: hierarchy, dashboards, automations, custom fields, permissions, templates, forms, relationships, and reporting.
• Experience designing workflow automations, AI Agents, Skills, and system integrations.
• Strong systems thinking for scalable operational workflows and improved processes.
• Experience developing executive dashboards and using operational data to drive decisions.
• Excellent organizational, analytical, and documentation skills.
• Ability to translate business requirements into scalable technical solutions while managing multiple priorities independently.

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 delivery operating model.
• Evaluate new platform capabilities and recommend improvements that increase usability, scalability, and organizational effectiveness.
• Design, implement, and maintain workflow automations to 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 for delivery performance.
• Maintain accurate, consistent, and well‑governed operational data for decision making.
• Translate requirements into scalable platform configurations and workflow improvements.
• Collaborate with Delivery Leads to improve workflows, reporting, and system adoption.

Skills

ClickUp administration

ClickUp architecture

Workflow automation

AI agents & workflows

Data-driven decisions

Tools

SQL

Scripting

BI platforms

APIs

Job description

DreamHost is seeking a Delivery Systems Administrator to optimize and scale our delivery platform, led by the Head of Delivery. You will specialize in ClickUp, build scalable workflows, and enable teams with automation and AI-driven processes.

The ideal candidate has deep ClickUp experience, strong data governance, and a track record of designing executive dashboards. This role offers growth opportunities and a collaborative, fast-paced environment.