EXECUTIVE ASSISTANT / PROJECT MANAGER / AI AGENT MANAGER

EXECUTIVE ASSISTANT & PROJECT MANAGER
AI Agent Management · Multiple Clients · Business & Personal Support

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REMOTE · FULL-TIME · INDEPENDENT CONTRACTOR
$1,500/month · $750 paid on the 1st and 15th
Monday–Friday · 9 AM–6 PM Central · One-hour unpaid lunch

THE ROLE
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We need an experienced, highly technical executive assistant and project manager who works quickly, manages AI agents confidently, and keeps multiple clients’ work moving.

This is not a beginner position. You must already know how to manage projects, executive support, and competing priorities independently. Each client has different preferences, personalities, systems, and expectations—you need to switch between them efficiently without losing details.

Our AI agents already handle substantial work across inboxes, calendars, research, documents, task tracking, quality checks, and Slack follow-ups. You’ll direct that work, troubleshoot problems, verify results, and ensure completion while handling the responsibilities that require a person.

TECHNICAL SKILLS & SPEED MATTER
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Basic email skills or occasional ChatGPT use are not enough. You should enjoy technology and have hands-on experience building useful tools and solving workflow problems.

· Know Claude, ChatGPT, and AI-agent workflows beyond surface-level prompting.
· Use AI-assisted coding to build apps, internal tools, and automations.
· Be familiar with Excel VBA and macros, including adapting and troubleshooting code with AI assistance.
· Work comfortably with OpenAI-powered systems, Slack integrations, APIs, and connected tools.
· Test what you build and verify that it works.

You don’t need to be a professional programmer. You do need technical confidence, curiosity, and demonstrated ability.

This is a fast-paced environment. Spending three hours on routine daily inbox management is not an acceptable working pace. Use AI, automation, and good judgment to work efficiently without sacrificing accuracy.

WHAT YOU’LL DO
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· Manage AI agents: assign tasks, provide context, monitor progress and usage, correct errors, and improve workflows.
· Coordinate client projects, deadlines, deliverables, vendors, team members, and review cycles.
· Manage inboxes, calendars, travel, meeting preparation, documents, and follow-ups.
· Maintain project management tools, CRM, spreadsheets, and accurate records.
· Support billing, budget tracking, research, contractor coordination, and document quality.
· Handle personal and household administration, including scheduling, appointments, services, orders, expenses, and records.
· Communicate clearly, adapt to each client, protect confidential information, and escalate decisions promptly.

AI performs much of the preparation and recurring work. You own priorities, judgment, quality, communication, and follow-through.

WHAT YOU NEED
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· Approximately 3+ years of relevant project management, executive support, VA, or operations experience.
· Experience supporting multiple clients or executives.
· Strong organization, writing, spreadsheet skills, and attention to detail.
· Independent follow-through and the ability to work quickly under changing priorities.
· A fast, reliable computer, multiple monitors, dependable internet, and backup connectivity.
· Availability during the required hours and readiness to start immediately.

PAY & BENEFITS
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$1,500/month for a 40-hour workweek as an independent contractor.

Benefits include sick/personal PTO after 6 months, paid vacation after 1 year, and birthday, anniversary, and year-end bonuses. Handbook eligibility, notice, approval, and usage terms apply. Holidays follow the assigned client’s schedule and are unpaid.

APPLY
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Share your relevant experience and an app, automation, VBA macro, or AI workflow you built or managed. Explain your contribution, how you checked the result, and how you’ve handled competing client priorities efficiently.

Write application answers in your own words. AI-written responses will be declined.

Application → 15-minute interview → Paid practical assessment for selected candidates → Final decision

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