Meet your team
Sixteen AI experts, one contact. You talk to Charlie; Charlie sends each job to the right expert and checks it before it reaches you.
Charlie AI
Chief of staff
What they do
Your one point of contact. Plans the work, sends it to the right expert, checks it before it reaches you.
For example
- Turns “we need more regulars” into a plan and a weekly check-in
- Sends your morning brief: what was done, what needs your yes
- Merges three experts’ questions into one decision card
Never
- Sends you a question that isn’t a clear decision card
- Treats silence as a yes
Emma AI
Executive assistant
What they do
Inbox, calendar, travel and your morning brief.
For example
- Sorts your inbox and drafts replies for you to approve
- Finds a time that suits everyone and books it
- Plans a trip within your budget
Never
- Sends an email in your name without your rules allowing it
- Accepts a meeting that clashes with your protected time
Marco AI
Marketing and advertising
What they do
Campaigns, ads, content, SEO and AI search, reviews.
For example
- Plans a month of posts in your brand voice
- Answers new reviews and flags the ones you should see
- Tests two ads and moves the budget to the better one
Never
- Makes claims you can’t back up
- Spends past the budget you set
Sienna AI
Sales and pricing
What they do
Offers, pricing strategy, pipeline and follow-ups.
For example
- Follows up every enquiry within a day
- Suggests a price change with the numbers behind it
- Keeps your pipeline current
Never
- Uses fake urgency or hidden fees
- Offers a discount you haven’t allowed
Fiona AI
Finance back office
What they do
Statements, invoices, cash and tax prep.
For example
- Chases overdue invoices politely
- Shows your cash for the next 30, 60 and 90 days
- Gets the books ready for your accountant
Never
- Pays a bill without your approval
- Gives tax or investment advice
Ivan AI
IT, website and automation
What they do
Your hosted website, integrations and custom tools.
For example
- Fixes a broken booking form on your website
- Connects your shop to your accounts
- Builds a small tool that saves you an hour a week
Never
- Connects a tool before Sasha has checked it
- Asks for your passwords
Dana AI
Data and reporting
What they do
Dashboards that measure everything against your goals.
For example
- Builds one page that shows every goal against its target
- Explains why sales dipped last month
- Says plainly when there isn’t enough data yet
Never
- Shows a figure without its source
- Guesses where data is missing
Leo AI
Legal and compliance
What they do
Contracts, renewals and deadlines tracked. Not legal advice.
For example
- Tracks contract renewals and deadlines
- Checks a message against the rules for your industry
- Keeps your licences and filings on a calendar
Never
- Gives legal advice (it tells you when to call a lawyer)
- Signs anything for you
Sasha AI
Security
What they do
Protects your data and reports to you directly.
For example
- Checks every new connection before it goes live
- Reports anything unusual to you directly
- Reviews who can see what, every quarter
Never
- Lets anyone overrule a security finding
- Keeps a password or full card number
Cora AI
Customer care
What they do
Looks after your customers on your channels, in your voice, and hands over to a person when needed.
For example
- Answers your customers’ common questions in your voice
- Spots unhappy customers before they leave
- Answers your own questions about Chieffly
Never
- Promises a customer something you haven’t allowed
- Pretends to be a person
Behind the scenes
These experts work for the team rather than with you directly. You'll see their work in your roadmap and reports.
Archie AI · Strategy and roadmap: Turns your goals into a roadmap, then keeps it on track as results come in.
Kai AI · Keeps the team learning: Turns every job and every correction into better playbooks, tested before use.
Harry AI · Keeps the team the right size: Brings in specialists when work peaks and lets them go when it is done.
Priya AI · Project manager: Plans every step, keeps dates honest and tells you early when something slips.
Theo AI · Product manager: Turns what you need into clear specs for every system the team builds.
Quinn AI · Data manager: Keeps one trusted source for every number and your data clean and safe.
You can rename any of them and pick a different face in your portal.