Operations and delivery manager, remote worldwide
We build AI systems for clients, and the plan, the briefs and the chasing still all run through one person: the owner. This role takes that off him. Senior only, and there is a real challenge before you can even apply.
- Location
- Fully remote
- Open to
- Worldwide, South Africa preferred
- Length
- Full time, ongoing
- After that
- A pay review after your first 90 days
Last updated 2026-09-22. This role is open until 2027-09-22.
Who we are looking for
This is for you if
We are not filtering on years alone, we are filtering on judgement. What we are looking for is someone who has already run delivery somewhere, can talk about it honestly including the parts that went wrong, and would rather find out they were mistaken than be left thinking they were right. This is a paid, ongoing role on live client work from day one, no ramp-up and nobody senior standing behind you, so the trait that matters most is being comfortable with real consequences and quick, direct feedback about them.
- You have run delivery at an agency before, for real, with your name on whether the work shipped. This is not a first ops job, and there is no ramp-up time for you to have.
- You already use Claude or ChatGPT every working day, not as a novelty but as how you get work done. You will be briefing agents and catching what they got wrong most days, and that has to be a habit already, not something you pick up here.
- You can sit on a client call, hear a scope change land badly, and turn it into a plan the same day rather than carrying it home to think about.
- You are the person on a team who chases without being asked, and who would rather tell someone a deadline has slipped on Tuesday than explain it on Friday.
The work itself
What you will actually do
This is the real job, not a summary of it. There is no pairing with someone senior and no practice run, because you are the senior person on this. Every job you touch is already live, already promised to a client, and already carrying a date.
- Sit on client calls and turn what was said into a written brief with an owner and a date, the same day, so nothing waits on someone's memory of the call
- Run the daily board: chase what has gone quiet, catch work that has sat in review far longer than the job itself took, and clear it
- Check work before a client sees it, on the live site or the live system, not from a status that says it is done
- Take client feedback directly, and turn a difficult message into a plan and a reply the same day, not a problem that waits for someone else
- Brief AI agents on real work, and know exactly which parts of a job you never hand to one
What you take away
What you will learn
These are the things that transfer. Frameworks and tools change, but reading a scope change before it becomes a crisis, and knowing when an AI agent's confident answer is wrong, hold on any stack, for the rest of your career.
- How to run delivery for a company where the work itself is AI systems, which is a different discipline from running delivery for the sake of a process
- How to read a scope change the moment it lands in a message, and turn it into a plan before it becomes a problem
- How far you can trust an AI agent's output, and how you tell, quickly, the moment you cannot
Tools you will use
- Claude and ChatGPT, daily, for briefs, plans and checking work
- Our own client task board
- Our custom CRM, where client conversations and work live
- Direct client calls, most days
The detail
What the job is really like
The gap this closes
Most weeks, one person carries every part of delivery here: sitting on the client call, turning it into a brief, chasing the people doing the work, and checking it before the client sees it. That person is the owner, and it does not scale. A brief written the day after a call is a brief written from memory. A job that sits waiting for a check gets slower, not faster, the longer nobody looks at it. Neither of those is a skills problem. They are a missing role, and this is it.
What a normal week looks like
You are on the client calls, not reading a summary of them afterwards. Within the same day, what was said becomes a written brief with an owner and a date. You run the board every day, not once a week, which means you catch a job that has quietly stalled before it becomes a deadline someone else discovers. Work gets checked against the live thing, not against a status that says done. When a client pushes back or asks for more than was agreed, you are the one who answers, the same day, with a plan rather than a promise.
Why the challenge, not a CV
A CV tells us what you have done. It does not tell us what you do when a Friday-evening message rewrites Monday’s plan, or when the thing an AI agent just drafted is confident and wrong. So before you apply, do the challenge below properly. It takes about as long as a normal working day here takes to go sideways, and reading it will tell us more than any covering letter would.
Before you apply: the delivery challenge
Takes about three hours, not a weekend. If you are well past three hours, stop and submit what you have. That decision is itself part of what we are testing.
The scenario. You have just taken over as Operations and Delivery Manager on a live build, three weeks in. The client runs paid webinars and pays ten referral partners for the sign-ups each one sends, tracked today by hand across ten separate landing pages. The brief you inherited: one shared landing page with a link per partner, an automatic booking and reminder sequence, and a daily report that replaces the manual count, live by Friday. Monday morning your inbox has: (1) five of the ten partner emails still unwritten, only the subject lines exist; (2) a Friday 6pm client message asking the system to also take payment on the call itself, “if that’s not much extra work”; (3) a Saturday note from your automation developer that the booking tool the whole link-per-partner design depends on does not support what is needed, and a different mechanism is required; (4) a flag that the price shown on two of the ten partner pages does not match the client’s own invoice, somebody copied an old figure; (5) one 90 minute client call, Thursday, nothing else before go-live.
Produce two things. A. A delivery plan for the week, half a page. What ships Friday, what doesn’t, what you tell the client and when. Show the trade-off, what you cut and why, not a wish list where everything happens. B. The actual Monday-morning message you would send the client, before Thursday’s call, setting expectations. A real message, ready to send, not a description of one.
The AI part is not optional. Use Claude or ChatGPT to help produce both of those, that is the job. Add a short third section, “How I used AI on this”: paste one moment the AI’s first draft was wrong, generic, or assumed something you had to correct, and show what you changed and why. Also say what you did not hand to it. We are not testing prompting. We are testing whether you can tell when the answer in front of you is wrong, and which calls are yours to make.
Submit. One document, a Google Doc with link sharing on, a Notion page, or a simple webpage. Paste that link into “a link to something you have made” below. An application without a completed challenge in that field is not reviewed.
Applying
Six fields, then it is with us
No CV template, no covering letter, no application theatre. A person reads every one.
Questions people ask about the Operations and Delivery Manager role
Is AI experience really required, or is that just what every job says now?
It is required, not a preference. You will be briefing an AI agent and catching what it got wrong most days, so this has to already be how you work, not something you are willing to learn.
Why is this a challenge before I can even apply?
Because the form takes two minutes and the job takes real judgement. The challenge is about the same length as a normal working day here, so it tells us more than a CV ever could, and it saves both of us the time a form cannot.
Is $2,000 a month negotiable?
It is the stated rate for this role, reviewed after your first 90 days. We would rather be upfront about the number than waste your time finding out later.
Do I need to be in South Africa?
No, but it is our first choice for the time zone. It overlaps a working day with both the UK and the US, which almost nowhere else does. Worldwide applicants are genuinely considered.
Is this remote, and is there a trial period?
Fully remote, and it is not a trial internship, it is the actual role. We are hiring once, properly, rather than running a pipeline of people through it.
What happens after I submit the challenge?
We read every application ourselves. If your challenge shows the judgement we are after, you will hear from us directly, and if it does not we will tell you rather than leave you guessing.
Roles we have filled: AI Agent Builder Intern, AI Automation Developer Intern, AI SEO and Content Intern, Graphic Design Intern, AI Sales Intern, AI Operations Intern, Client Success Intern.
Think you would be good at this?
We would rather see one real thing you made than a perfect CV. Send it over with a paragraph about what broke and how you worked it out.