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Chieffly

For owner-run businesses

We grow your business. And handle everything else.

An AI team that learns your business, builds your roadmap and does the work. You approve what matters.

  • No card to start
  • Keep your tools
  • Read-only to start

Tomorrow, 7:02 AM

Example

Good morning, Maya.

Your team worked overnight. One thing needs you, about two minutes.

  • Sorted 212 emails and drafted 9 replies

    Done by Emma (AI)

    Done
  • Updated your weekly sales report

    Done by Dana (AI)

    Done
Needs your OK

Offer 10% off next month's weeknights to 46 past guests

Sienna (AI), from your bookings and last year's repeat rate: about 6 nights filled.

Sample business. Violet waits for your yes; teal is done.

Up and running in three simple steps

  1. Step 1

    Tell us your goals

    Talk, type or upload. About 20 minutes.

  2. Step 2

    Your AI team does the work

    Marketing, sales, finance, IT and admin.

  3. Step 3

    You approve with one tap

    Nothing important happens without your yes.

See a roadmap for a business like yours

Pick a sample business. Archie (AI) turns goals into a plan like this: foundation and build take days; results are measured every week.

ExampleA vacation rental business with 6 homes, aiming for more direct bookings and better reviews.

1 needs your OK4 done2 on track0 at risk1 high risk2 planned
StepWeek 1Week 2TodayWeek 3Week 4Month 2Month 3
Foundation
Tools connectedIvan (AI)
Tools connected: Done
Baseline measuredDana (AI)
Baseline measured: Done
Analytics dashboard readyDana (AI)
Analytics dashboard ready: Done
Build
Booking page liveIvan (AI)
Booking page live: Done
Guest messages automatedEmma (AI)
Guest messages automated: On track · 70%
Booking remindersSienna (AI)
Booking reminders: Needs your OK
Launch
Weeknight offer to past guestsSienna (AI)
Weeknight offer to past guests: High risk · guest list missingNext: Fiona (AI) exports it from your booking tool on Thursday.
Review follow-ups after each stayCora (AI)
Review follow-ups after each stay: On track · 30%
Grow
Peak-season pricesSienna (AI)
Peak-season prices: Planned
Second booking channelMarco (AI)
Second booking channel: Planned

Needs attention

  • Booking remindersNeeds your OKApprove the reminder wording. Approve or change it in your morning brief, and Sienna (AI) does the rest.
  • Weeknight offer to past guestsHigh risk · The past-guest list is not exported yet.Next: Fiona (AI) exports it from your booking tool on Thursday.

Results, measured every week

Direct bookings
11% now · goal 15%
Average review score
4.6 now · goal 4.8
Key
  • Needs your OK
  • Done
  • On track
  • At risk
  • High risk
  • Planned

Examples with sample businesses, not real clients. Swipe sideways on a phone.

What your team takes off your plate

  • A roadmap from your numbers
  • Marketing and sales
  • Invoices and the books
  • Your website and automations
  • Inbox, calendar and a morning brief
  • Weekly scores on every goal

One contact. A whole team, always on.

Working on your behalf around the clock.

Charlie AI

Your chief of staff

You talk to Charlie (AI). Each job goes to the right expert, and a second expert checks it before it reaches you.

  • Archie (AI)Strategy
  • Emma (AI)Assistant
  • Marco (AI)Marketing
  • Sienna (AI)Sales
  • Fiona (AI)Finance
  • Ivan (AI)IT and web
  • Dana (AI)Data
  • Leo (AI)Legal
  • Sasha (AI)Security
  • Kai (AI)Learning
  • Harry (AI)Team size
  • Cora (AI)Customer care
  • Priya (AI)Projects
  • Theo (AI)Product
  • Quinn (AI)Data quality

Plus specialists who join when the work needs them. Your team is AI: names and faces just make them easy to work with.

The whole team, one flat price

No setup fees. Month to month. Start with a free roadmap preview.

Larger company? Enterprise: let’s talk. Compare plans in detail

Less doing. More growing.

We’re opening Chieffly to a first group of businesses. Join the waitlist; no payment is taken.

Join the waitlist
Chieffly AI: an AI team for owner-run businesses