Delivery Systems Administrator – Arkansas, US (Remote)

Benefits Offered

• Full health/vision/dental for the entire family atzerocost to team member

• 3% Safe Harbor contributed 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 (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/paternity leave

• Discounted personal travel through corporate booking program Egencia

• Laid-back atmosphere

• Fun monthly company events

• Free web hosting

Overview

The Delivery Systems Administrator is responsible for administering, optimizing, and continuously improving the systems that support organizational delivery. Working directly with the Head of Delivery, this role ensures the organization’s delivery platform remains scalable, intuitive, and aligned with the company’s delivery operating model.

This role combines deep 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 enjoys building scalable systems, simplifying complex workflows, and enabling teams to work more effectively.

Responsibilities

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

Delivery Platform Administration

• 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.

Automation & AI

• 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.

Operational Enablement

• 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.