Founder's Associate / Business Manager - AI-Native

Please login or register as jobseeker to apply for this job.

TYPE OF WORK

Part Time

SALARY

$5–8 USD per hour

HOURS PER WEEK

10

DATE UPDATED

Sep 25, 2026

JOB OVERVIEW

Founder's Associate / Business Manager - AI-Native
Part-Time | Long-Term Opportunity | 5–10 hours/week initially

ABOUT THE ROLE

I'm an entrepreneur operating several businesses and projects across fleet management, software, design, and other new ventures.

I'm looking for a highly organized, proactive person to work directly with me and help keep everything moving. I have many projects, decisions, commitments, people, and open threads happening simultaneously. I need someone who can help maintain the operating system around all of them so that I don't have to personally keep everything in my head.

Think of the role as a combination of Founder's Associate, Business Manager, Project Manager, and Executive Assistant.

The goal is simple: help me know what matters, keep our project management system aligned with reality, make sure important things don't get forgotten, and proactively help move projects forward.

THE CORE RESPONSIBILITY

We use Linear to manage projects and tasks. One of your primary responsibilities will eventually be:

"Linear should reflect reality without me having to maintain it."

That means understanding what is happening across the businesses and making sure our projects, issues, priorities, blockers, and next actions accurately represent it.

I want you to notice things:

- If an issue hasn't moved in two weeks, investigate why.
- If a project is waiting on someone, identify the dependency and make sure we follow up.
- If I'm working on something that isn't reflected in Linear, capture it.
- If something listed as active is no longer actually a priority, surface it.
- If a project is blocked, make sure the blocker and next action are clear.
- If someone owes us something, help make sure the loop gets closed.

WHAT YOU'LL DO

- Maintain projects, issues, priorities, and statuses in Linear.
- Keep our project management system aligned with what is actually happening.
- Track open loops across multiple businesses and projects.
- Track commitments I make to other people and commitments they make to me.
- Identify stale tasks, blockers, and dependencies.
- Follow up on outstanding items.
- Capture action items from meetings and conversations.
- Turn founder brain dumps into organized projects and next actions.
- Prepare concise summaries of where projects stand.
- Surface decisions that require my attention, with options and your recommendation when useful.
- Identify work you can progress without me.
- Ask proactive questions when something isn't moving.
- Help determine what should be active, paused, completed, or moved to backlog.
- Use AI to process information, notes, meetings, research, and updates.
- Handle miscellaneous research and nontechnical execution when useful.

OWNERSHIP AND PROACTIVITY

The core of this role is judgment, organization, ownership, continuity, and follow-through. Calendar management, inbox management, and data entry are secondary to maintaining a reliable picture of what is happening and helping work move forward.

When you finish assigned work, I want you to think:

"What else in the system isn't moving? What is stale? What are we waiting on? What can I progress myself? What actually needs the founder's attention?"

For example, imagine you open Linear and see 25 open issues across five projects. Several haven't been updated in two weeks. Some don't have a clear next action. Two are waiting on other people. The founder is working on something important that isn't reflected on the board.

Your job is to investigate the state of the projects, identify the inconsistencies, organize what you can, and bring me a short list of the questions or decisions that actually require me.

HOW WE'LL WORK

The role will start at around 5 to 10 hours per week. Work will be primarily asynchronous and remote. You will work directly with me, with a short weekly planning conversation and brief check-ins as necessary.

Over time, I want you to develop enough context across the businesses that you understand what is happening without requiring me to explain everything from the beginning every time. The ideal relationship is that you begin reminding me about important things before I remember them myself.

AI IS CENTRAL TO THE ROLE

I use ChatGPT, Claude, and other AI tools heavily in my own work. You should be comfortable doing the same.

Use AI to:

- Process meeting notes and transcripts and extract action items.
- Organize information and structure founder brain dumps.
- Conduct research and learn unfamiliar subjects.
- Draft follow-ups and prepare summaries.
- Compare project updates and identify potential open loops.

AI should make you more capable. You are responsible for checking its output, applying judgment, and following through.

WHO I'M LOOKING FOR

You are likely a strong fit if you are:

- Extremely organized, proactive, and resourceful.
- Comfortable working independently.
- Intellectually curious and able to understand unfamiliar businesses quickly.
- A strong written English communicator.
- Comfortable managing multiple projects at once.
- Good at identifying priorities and next actions.
- Comfortable following up with people.
- Comfortable using modern software and AI tools.
- Willing to challenge me when something doesn't make sense.

Experience as a Founder's Associate, Executive Assistant, Project Manager, Operations Associate, Chief of Staff, or similar role is useful but not required.

Experience with Linear is helpful but not required. Experience with Asana, ClickUp, Jira, Monday, Notion, or Trello is relevant.

HOW I WILL MEASURE SUCCESS

- Our Linear workspace is more accurate without me maintaining it.
- I carry fewer open loops in my head.
- Important follow-ups happen without me remembering them.
- Stale projects are identified and blockers surfaced quickly.
- You increasingly understand what requires my attention and what doesn't.
- You proactively find ways to move work forward.
- I sometimes learn about things from you instead of you always learning about things from me.

COMPENSATION

$5 to $8 USD per hour depending on experience and ability.

The role will start part-time, around 5–10 hours per week. There is room for additional responsibility, hours, and compensation if the relationship works well. I'm interested in building a long-term working relationship with the right person.

HOW TO APPLY

Start your application with the words:

SECOND BRAIN

Then answer the following questions:

1. Have you ever been responsible for keeping a founder, executive, manager, or team organized across multiple projects? Tell me specifically what you owned and what system you used.

2. Imagine you open our Linear workspace and see 25 open issues across five projects. Several haven't been updated in two weeks, some have no clear next action, and I'm working on things that aren't reflected on the board. What would you do?

3. Imagine you log in one morning and I haven't given you any new tasks. What would you do?

4. Tell me about a time you noticed something that needed to happen and took care of it without being asked.

5. How do you currently use ChatGPT, Claude, or other AI tools in your work? Give me a specific example.

6. What is your hourly rate and current weekly availability?

Please do not send a generic cover letter. I'm much more interested in how you think, organize information, take ownership, and create momentum than in receiving a polished application.

SKILL REQUIREMENT
Project Management ChatGPT Executive Assistance
VIEW OTHER JOB POSTS FROM:
SHARE THIS POST
facebook linkedin
  BENCHMARKS  
Loading Time: Base Classes  0.0008
Controller Execution Time ( Jobseekers / Job )  0.0129
Total Execution Time  0.0143
  GET DATA  
No GET data exists
  MEMORY USAGE  
1,522,480 bytes
  POST DATA  
No POST data exists
  URI STRING  
jobseekers/job/Founders-Associate-Business-Manager-AI-Native-1738159
  CLASS/METHOD  
jobseekers/job
  DATABASE:  onlinejobs (Jobseekers:$db)   QUERIES: 13 (0.0075 seconds)  (Hide)
0.0004   SELECT *
                                FROM exrates
                                WHERE rate_name = 'USD-PHP' 
0.0004   SELECT *
FROM `employer_jobs`
WHERE `job_id` = 1738159
 LIMIT 1 
0.0009   SELECT *
FROM `employers`
WHERE `employer_id` = 979274
 LIMIT 1 
0.0004   SELECT COUNT(*) AS `numrows`
FROM `t_thread` `t`
LEFT JOIN `t_thread_misc` `misc` ON `t`.`id` = `misc`.`thread_id`
WHERE `t`.`job_id` = 1738159
AND `misc`.`id` IS NULL 
0.0004   SELECT e.business_name, e.logo, e.website, e.rebill_date, e.date_added member_date, hits, DATEDIFF('2026-09-27',ej.date_added) duration_days, DATEDIFF('2026-09-27',e.rebill_date) duration_rebill, ej.*, e.deactivate FROM employers e, employer_jobs ej WHERE e.employer_id = ej.employer_id AND
                                   ((e.user_level >= '500' AND ej.date_added <= e.rebill_date)
                                   OR e.employer_id = '' OR (ej.date_approved <> '2000-01-01' and DATEDIFF('2026-09-27',ej.date_added) <= 14 ))
                                   AND e.deactivate != 1 AND ej.deleted = 0 AND job_id = '1738159' 
0.0003   SELECT *
FROM `employer_jobs_skills` `ejs`
LEFT JOIN `skills_categories` `sc` ON `ejs`.`skill_id` = `sc`.`id`
WHERE `job_id` = 1738159 
0.0017   UPDATE employer_jobs SET hit_counts = '***Sep-25-2026=996***Sep-26-2026=254***Sep-27-2026=1' WHERE job_id= '1738159'  
0.0007   UPDATE employer_jobs SET monthly_hits = '***Sep-2026=1251' WHERE job_id= '1738159'  
0.0003   SELECT date_sent FROM jobseeker_sent_emails WHERE jobseeker_id = '' AND job_id = '1738159' AND status LIKE 'sent%' ORDER BY id DESC  
0.0003   SELECT *
FROM `employer_jobs_skills` `ejs`
LEFT JOIN `skills_categories` `sc` ON `ejs`.`skill_id` = `sc`.`id`
WHERE `job_id` = 1738159 
0.0011   SELECT COUNT(*) AS `numrows`
FROM `employer_jobs`
WHERE `employer_id` = '979274'
AND `date_added` >= '2022-06-08' 
0.0003   select * from teasers 
0.0003   SELECT * FROM skill_categories WHERE skill_cat_id='' 
  HTTP HEADERS  (Show)
  SESSION DATA  (Show)
  CONFIG VARIABLES  (Show)