Onboarding new chatters without calls: meet Leeward’s AI administrator
An agency that grows hires all the time: chatters for new models, managers for new shifts, people to replace those who left. Each of them asks the same questions in the first week, and the answers usually come from the owner. Here is how to take most of that off your plate, and what Leeward’s AI administrator does and does not do.
The real cost of onboarding
Count the hours. A new manager needs to learn how to add a model, invite a chatter, assign models, set up shifts and send a mass message. A new chatter needs to find the inbox, the vault, the scripts and the shift button. Each of these is a two-minute question, and each one interrupts somebody who is busy.
The usual answers don’t last. Screen recordings get outdated after the next update. A document of instructions is long and nobody reads it. Screenshots in a Telegram chat are impossible to find a week later. So the questions come back to the owner, again and again.
An assistant that lives inside the app
Leeward has an AI administrator built in. It looks like a small cat that comes out of a house in the top bar when you need it. You type a question in plain language, like “How do I connect a model?”, and get an answer with the route to the right screen.

Ask, don’t search
Nobody has to remember which menu holds what. The question is the search. The answer comes as a short text, sometimes with a small card of the key details and buttons for the next step.
Shows, not tells
For common tasks the assistant runs a guide. It highlights the menu item you need, numbers the step, and waits for your click before moving on. The person does the task themselves, in the real app, with their own data. That is how it sticks.
Short steps you can skip
Every guide is broken into short steps: step 1 of 5, 2 of 5 and so on. Each step has Show, Next and Exit. Someone who already knows part of the flow skips ahead; someone who is lost asks to be shown again.
Guides that are ready today
The guides cover the tasks new people ask about most:
- Add a model
- Add an employee
- Assign models to an employee
- Create a shift
- Top up the balance
- Send a mass message
- Connect Telegram notifications
- Change the theme
The assistant is still growing, and new guides are added as the app changes. For anything it doesn’t cover yet, it still answers the question in text.
What it doesn’t do
An owner should know the limits of anything that has access to the app. These are deliberate:
- It never writes to fans. It helps your team use Leeward; selling in chat stays with your chatters.
- It doesn’t see model logins. Passwords and sessions are not part of what it works with.
- Important actions need your “Yes”. If an answer leads to a change, the assistant asks first and does nothing until you confirm.
- It doesn’t show up for chat-only staff. An employee limited to chat sees no assistant, and it stays hidden on chat screens, so it never gets in the way of a conversation.
The AI administrator is part of every plan and costs nothing extra, see pricing.
A first-day plan for a new chatter
The assistant works best as part of a simple routine. This is the one we suggest:
- Before day one, create an invite link with an expiry and only the models this person will work on. The chatter never sees the model’s login. More on that in how to give chatters access without sharing the password.
- In the first hour, tell them one thing: “Ask the cat before you ask me.” Let them find the inbox, the vault and the shift button with the guides.
- Set their interface language. Leeward works in English, Russian, Ukrainian, French and Spanish, and each person picks their own. If they don’t speak the fan’s language, set up the translator and glossary, see the translator guide.
- Spend your time on what the assistant can’t teach: how this model talks, your sales scripts, your agency rules. That is the hour that matters.
- On the first shift, watch from the live shift view instead of standing over their shoulder. You see their chats, PPV sent and bought and reply time as it happens.
- After a week, ask what they still had to ask a person about. That list tells you what to add to your scripts and rules.
Why it matters for managers, not only chatters
Managers usually cost more to onboard than chatters, because they touch more: models, team, shifts, mass messages, notifications. A manager who learns the app from guides in the first days is useful in the first week, and the owner doesn’t become the help desk.
Leeward runs Fansly and OnlyFans models in one desktop app, so new people learn one tool, not two.
Download Leeward for macOS or Windows. Every model you connect gets a 7-day free trial, and the assistant is there from the first launch.