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

DreamHost, LLC • Austin, TX

13d • $70,000 - $90,000 • Remote

About The Position

The Delivery Systems Administrator administers, optimizes, and continuously improves the systems that support organizational delivery. Working directly with the Head of Delivery, this role keeps the organization’s delivery platform scalable, intuitive, and aligned with its delivery operating model. The role combines platform expertise, automation, AI enablement, and systems thinking to improve how work is planned, executed, measured, and reported. The ideal candidate is an expert ClickUp administrator who builds scalable systems, simplifies complex workflows, and enables teams to work more effectively.

Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions of the role.

Requirements

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

Nice To Haves

• Experience supporting Delivery, PMO, Product Operations, Business Operations, or Program Management organizations.
• Experience integrating ClickUp with third-party platforms using APIs or automation tools.
• Familiarity with Agile software development and portfolio management.
• Experience with SQL, scripting, business intelligence platforms, or advanced reporting tools.
• Experience implementing AI-enabled operational processes.

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.

Benefits

• Full health, vision, and dental insurance for the entire family at zero cost to the team member.
• 3% Safe Harbor contribution to 401(k), plus up to 1% employer match.
• Opportunities for profit sharing and bonuses.
• Generous time off, starting at 15 vacation days.
• 11 paid holidays; Technical Support and Technical Operations use a floating holiday policy.
• Paid sick leave, with 80 hours accrued.
• Tuition reimbursement (50/50 up to a specific amount).
• Pet insurance.
• Thrive Pass wellness allowance of $30 per month.
• Udemy online learning courses.
• Disability insurance.
• Generous maternity and paternity leave.
• Discounted personal travel through corporate booking program Egencia.
• Laid-back atmosphere.
• Fun monthly company events.
• Free web hosting.
• Company-issued laptop.
• Extensive training and opportunities for growth.

What This Job Offers

• Job Type: Full-time
• Education Level: No Education Listed