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What a Monday morning with Chiefly looks like.

Nine ways you’ll actually use it — from the first question to the last task.

Ask a question. Hear the answer back.

Type a question, get an answer grounded in your actual data. Charts render inline. Every conversation is saved, searchable, and picks up where you left off.

StrategyFinanceSalesOperationsMarketing
IntegrationCash Flow Optimization
Finance

Here’s the pie chart showing the distribution of employee spend by type:

  • PEO: £546,481
  • Global Payroll: £13,048,408
  • Ongoing Time-Based: £456,000
  • Pay-As-You-Go Time-Based: £291,200

Percentiles

Distribution across confidence levels

P10
P25
P50
P75
P90
What’s the big picture looking like?

Voice

Ask on the school run. Hear the answer on speakerphone. Chiefly listens, thinks, and speaks back. The transcript lands in your chat history.

Ask by voice. Hear your answer. Keep the transcript.

You, asking while making coffee

ChieflyAI

should we hire another sale person this quarter...

tim shared this conversation with you on April 7, 2026.

Message from tim:

Morning Steve Mentioned this lap I ran with ChieflyAI yesterday. Once we got going it didnt miss a beat. Clearly I could take the conversation down any number of routes but what is helpful is being able to bring it back to actuals (it can leap to hypothetics for instance on projecting valuations based on notional ARR projections rather than truly realistic ones). Its ultimate recommendation here is that we should acquire for optimal EV at sale in 2028 / 2029 which is the right answer. TV

Conversation (30 messages)

YouApr 7, 12:56 PM

should we hire another sale person this quarter?

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Find an answer that matters? Send it to your accountant. They see the whole conversation in their email — no login, no screenshot, just the answer with your note at the top.

Point the chat at what matters. Then just talk.

Every other AI tool forgets what you’re looking at. Chiefly doesn’t.

Runway Analysis
14weeks

£142K cash · £10.1K/wk burn

IntegrationCash Flow Optimization
What’s the big picture looking like?

Toggle focus on the widget you care about. The chat already knows what you’re looking at.

You’re on your Runway widget. You ask: “Can we afford the £14K hire?” The answer uses your cash position, burn rate, and AR — without you explaining any of it.

Available on widgets that support focus. One at a time.

Same business, five different lenses.

Running out of cash? Ask Finance. Team stretched? Ask Operations. Pipeline stalling? Ask Sales. Each advisor sees your data through a different lens.

Finance

“Will we run out of cash before Q4?”

Pulls from: P&L, bank feeds, AR aging, invoices

Sales

“Which deals should I chase this week?”

Pulls from: Pipeline, deal velocity, win rates, follow-ups

Operations

“Is anyone on the team overloaded right now?”

Pulls from: Capacity, utilisation, team health, delivery timelines

Marketing

“Is the LinkedIn campaign worth continuing?”

Pulls from: Channels, conversion rates, campaign ROI, attribution

Chief of Staff

“What should I focus on today?”

Pulls from: Cross-team blockers, priorities, calendar, action items

Dashboard
RUNWAY
14 weeks
REVENUE (MTD)
£84K
BURN RATE
£10.1K/wk
PIPELINE
£284K
HEADCOUNT
12
HEALTH
B+

Widgets surface analysis from your connected tools — not raw data. Drag, resize, organise.

Each widget explains what the number means — not just the number.

See something off? Toggle focus. Ask why.

Advice that turns into action.

Your advisors don’t just tell you what’s wrong — they tell you what to do next and make sure it happens.

The loop: analysis surfaces a problem → the advisor generates a priority → you assign it to a team member → it gets done.

Assign tasks to anyone on your Chiefly team. They see the priority, the context, and the reasoning behind it — not just a to-do with no explanation.

Team members need a Chiefly seat to receive assignments.

← Impact →
↑ Effort ↓
start here
Fix timezone bug
Prepare Q4 board deck
Reorganize Drive folders
Call Acme about overdue invoice
Approve designer deliverable
Reply to Keen proposal

Your framework. Not generic advice.

Pick the methodology your business runs on. Every answer respects it.

Most AI advice is generic — the same answer for every business, every stage, every operating philosophy. Chiefly isn’t. Select a framework, and every answer reasons through it.

“We keep hitting the same bottleneck in delivery — what do I do?”

“This is the pattern Gerber warns about — you’re working IN the business, not ON it. Document the process that produces the bottleneck. Make it repeatable without you in the room. The goal is a system, not a heroic fix.”

Michael Gerber, The E-Myth Revisited

More methodologies coming. These are the four live today.

Built on the tools you already run.

Chiefly connects to 11 tools across accounting, CRM, calendars, cloud storage, people & payroll, and UK company data.

  • QuickBooks
  • Xero
  • Sage
  • HubSpot
  • Google Calendar
  • Deel
See all integrations

Your business has the answers. Chiefly finds them.

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