Operations & AI Automation Associate (Executive Assistant Track)

$1,700 - $2,200/mo

Automation Architecture & Maintenance AI Workflow Design (using GPTs / LLMs) Business Process Automation Internal Tool Building Calendar Management Make.com Zapier n8n Airtable Notion OpenAI API Slack Microsoft Teams

Entrepreneur Cooperative

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Role Overview

Join a private membership community for successful entrepreneurs as an Operations & AI Automation Associate, where you'll design and implement cutting-edge AI-powered workflows while supporting core operations. This isn't a traditional assistant role—it's a strategic position at the intersection of operations, systems design, and AI automation with a clear path toward Chief of Staff or Operations leadership.

You'll work directly with the founder and leadership team to build scalable operational infrastructure that reduces manual work and improves efficiency across member onboarding, events, communications, and support. This role combines hands-on execution with systems thinking, enabling you to shape the operational backbone of a growing, automation-first organization.

The position offers significant growth opportunities into Chief of Staff, Operations Lead, or Head of Community Operations roles as you help scale a community of exceptional founders and investors focused on their next chapter after successful exits.

Responsibilities

Design and deploy AI-powered workflows across operations including member onboarding, support, events, and communications
Build and manage automations using tools such as n8n, Zapier, Make, APIs, and AI agents
Implement and manage AI copilots using Claude Code and similar environments
Own and maintain internal systems including Notion, CRM, and communication tools
Build scalable processes for member experience, events, and internal operations
Triage and route communications using structured workflows and automation
Support planning and execution of events across multiple cities
Coordinate logistics with venues, vendors, speakers, and members
Continuously audit workflows and improve efficiency through time savings and error reduction
Ensure data is structured, accessible, and usable across the team

Requirements

C1 level English proficiency (written and spoken)
Proven experience building or managing workflow automations (n8n, Zapier, Make, or similar)
Experience and strong comfort working with tools such as n8n and Claude Code
Experience using AI tools or building AI-assisted workflows in a hands-on, practical way
Strong systems thinking and ability to design scalable processes
Experience documenting processes and building operational systems
Strong organizational and execution skills
Ability to manage multiple priorities and workstreams simultaneously
Comfortable working with founders or senior stakeholders
Ability to work independently and figure things out with limited guidance

Nice to Have

Experience working in startups, communities, or high-growth environments
Exposure to APIs or basic technical integrations
Experience in operations, business operations, or Chief of Staff-type roles

Benefits & Perks

Clear growth path toward Chief of Staff or Operations leadership roles
Remote work flexibility with occasional travel for events
Opportunity to work directly with founder and leadership team
Exposure to exceptional founders and investors community

About the Company

Entrepreneur Cooperative is a private membership community for entrepreneurs who have successfully exited their companies, including founders, operators, and investors focused on their next chapter. The organization hosts curated events, small-group forums, and private experiences that bring together exceptional founders and investors.