Founder’s Operations Associate / Executive Assistant — Operations & Special Projects

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TYPE OF WORK

Any

SALARY

5-7

HOURS PER WEEK

15

DATE UPDATED

Sep 16, 2026

JOB OVERVIEW

I run a growing U.S.-based online business and am looking for a highly organized, resourceful person to work directly with me on operations and special projects.

This is an operations-heavy, execution-focused role working directly with the founder — not a traditional calendar-and-email Executive Assistant position.

I spend a significant amount of time developing business strategy, designing systems, solving problems, and identifying new initiatives.

I need someone who is especially good at taking those ideas, decisions, projects, and sometimes messy information and helping turn them into clear, organized, completed execution.

Sometimes you will receive a clear plan and be responsible for executing it.

Other times, you may receive only an objective or partially defined problem. In those situations, you should be comfortable researching the problem, organizing the relevant information, identifying unanswered questions, developing possible approaches, and presenting a concise picture so we can quickly d ---------- how to proceed.

For important projects, I often want to understand and help architect the execution plan myself. Your job is not to remove me from important decisions. Your job is to remove the unnecessary research, organization, coordination, follow-up, and administrative work surrounding those decisions — and then help drive the resulting plan to completion.

For routine, inexpensive, and reversible work, you should increasingly be able to make reasonable decisions and proceed independently.

Examples of Work You May Handle

Your responsibilities may include:

Turning discussions and decisions into organized projects

Preparing possible execution plans for founder review

Tracking initiatives, open loops, blockers, and next actions

Conducting operational research

Researching vendors, software, tools, and alternatives

Producing concise decision briefs

Coordinating implementation after decisions are made

Following up with team members, contractors, and vendors

Organizing hiring processes

Supporting employee/contractor onboarding and offboarding

Maintaining operational documentation

Building and updating SOPs and checklists

Organizing accounts, access, files, and information

Coordinating work involving different specialists

Taking non-specialist operational work away from technical team members

Finding forgotten, blocked, or stalled work

Collecting operational metrics

Identifying recurring work that should be standardized

Structuring processes so they can eventually be automated

Helping protect founder and specialist attention

The exact work will vary. This is a generalist operations role rather than a narrowly defined repetitive position.

The Person I'm Looking For

Your previous job title matters less than how you operate.

You create clarity from messy information.

You can take scattered messages, documents, requirements, research, and unfinished ideas and determine what is happening, what matters, and what needs to happen next.

You close loops.

If something was started but never actually completed, you notice.

You don't confuse:

“I sent the message”

with:

“The problem is solved.”

You can figure things out.

Incomplete instructions do not cause you to immediately stop and ask for step-by-step directions.

You research, investigate, make reasonable assumptions, and move forward where appropriate.

You also know when NOT to act independently.

Being resourceful does not mean being reckless.

You should learn the difference between an inexpensive, reversible decision you can make yourself and an expensive, sensitive, or consequential decision that should be brought to me.

You communicate concisely.

If you spend two hours investigating something complicated, I usually should not need two hours to understand what you found.

A strong outcome might be a short summary containing:

what matters,

what you found,

what you recommend,

and what decision, if any, you need from me.

You follow through.

If a vendor doesn't respond, information is missing, or a project encounters friction, you don't simply allow the project to disappear.

You determine the appropriate next action.

Useful Skills

Experience with some of the following is helpful:

ChatGPT, Claude, or other AI tools

Google Docs and Google Sheets

Excel

Notion, ClickUp, Asana, Trello, or similar tools

Online research

SOP and documentation creation

Vendor coordination

Hiring administration

Remote-team operations

Basic technical/software concepts

WordPress

Zapier, Make, or other automation tools

You do not need to be a programmer or WordPress expert.

Strong candidates could come from backgrounds such as:

Executive Assistant

Operations Assistant

Operations Associate

Project Coordinator

Startup Operations

Virtual Assistant

Administrative Operations

Research/Implementation roles

What This Role Is NOT

This is not primarily:

Calendar management

Email management

Data entry

Customer service

Social media management

Website production

Software development

A repetitive task-based VA position

Some administrative work will exist, but the larger purpose is operational execution and follow-through.

Hours

The position will begin at approximately 15–20 hours per week.

There is potential for additional hours and responsibility if you demonstrate strong judgment, reliability, independence, and the ability to take meaningful operational work off the founder and other team members.

Compensation

$5–$7 USD/hour, depending on demonstrated capability and experience.

AI Use

Using AI is allowed and encouraged.

I care about the quality of your judgment and final work, not whether you used AI to help you research, organize, or produce it.

Simply copying generic AI output without thinking about it will not be useful in this role.

Hiring Process

I care more about demonstrated ability than interviewing skill.

The hiring process will likely include:

Short application and operational exercise

Short paid practical assessment for selected candidates

Paid working trial for finalists

The exercises are designed around realistic operational situations rather than trivia or academic questions.

How to Apply

Please submit:

1. Your résumé, CV, or relevant work profile

2. Your desired hourly rate in USD

3. The number of hours per week you can reliably work

4. Your normal working hours/time zone

5. A short introduction video — approximately 60–90 seconds

In your video, please briefly tell me:

Who you are professionally

What type of work you're particularly good at

One example of a time you took something unclear, disorganized, or unfinished and helped move it forward

Why this particular role interests you

A simple webcam or phone recording is completely fine. No professional editing or production is expected.

You may use Loom, Google Drive, an unlisted YouTube video, or another simple video-sharing service.

Before submitting, please verify that anyone with the link can actually view the video.

Selected applicants will receive the next step of the application process.

If you're the type of person who enjoys taking something messy and turning it into something clear, organized, actionable, and complete, I'd like to hear from you.

SKILL REQUIREMENT
Business Management Project Management Executive Assistance
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