AI Chief of Staff

The operator you can't afford,
running your day for you.

AI reads your inbox, calendar, and docs — then briefs you, preps your meetings, and chases the follow-ups you'd otherwise forget. One flat price. No headcount required.

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Read-only to start Your data stays yours No per-seat fees Cancel anytime
PIPEDA Compliant
GDPR Ready
CCPA Compliant
SOC 2 Framework
99.9% Uptime
app.jayisaacai.com/staff
Today
Briefing
Tasks
Calendar
Execute
Delegations
Follow-ups
Intelligence
Priorities
Reports
Today Priority: High Needs decision Delegated
Item
Context
Priority
Actions
Sign off on Q3 vendor contract
Due today · legal flagged 1 clause
Finance thread
4 messages summarized
High
Prep: board sync
Agenda + last-meeting actions ready
3 attendees
Brief attached
High
Follow up: Dana re: hiring plan
No reply in 5 days — draft ready
Slack + email
Thread linked
Medium
Weekly ops report
Auto-drafted from this week's data
Ready to review
6 sections
Medium
$49Flat Monthly Price
24/7Always On Duty
1Inbox, Calendar & Docs, Unified
0Extra Headcount
AI-Native Operator

Two AI tools that run point on your day so you don't have to.

Built into the platform, not bolted on. Powered by Claude — the same model behind Cursor, Notion AI, and Slack AI.

AI BRIEFINGS
Your day, decided

Wake up to a briefing, not a backlog.

Every morning, AI reads across your inbox, calendar, and threads and hands you one clear brief: what's urgent, what needs a decision, and what it already handled. No more opening five tabs to figure out where to start.

YOU ASK
What actually matters today?
1 contract to sign 2 meetings prepped 3 follow-ups drafted 0 fires
  • Pulls from inbox, calendar, and connected docs
  • Ranks by urgency and what only you can decide
  • Surfaces what it already handled on your behalf
  • One brief, every morning — read it in 90 seconds
Try AI Briefings
AI DELEGATION
Nothing slips

Hand it off once. It chases the rest.

Tell it who owns what, and AI tracks every open thread — nudging people, drafting the follow-up, and flagging what's gone quiet. The stuff that used to fall through the cracks now has a full-time owner.

AI DRAFTS
Quick nudge on the hiring plan
Hey Dana — circling back on the Q3 hiring plan. You mentioned Thursday; anything blocking sign-off? Happy to jump on 10 min if that's faster.
Tone: DirectWaited: 5 daysAuto-drafted
  • Tracks every open loop across email and Slack
  • Drafts the follow-up in your voice, ready to send
  • Flags threads that have gone quiet before they die
  • One-click send, or let it nudge on a schedule
Try AI Delegation
Daily Briefing

Start every day already caught up

Instead of triaging your own inbox at 8am, read one brief that already did it for you. Urgent items first, decisions flagged, and a plain-English summary of every thread you were CC'd on overnight.

  • Overnight inbox and Slack, summarized
  • Calendar for the day with prep attached
  • Decisions that need you, pulled to the top
  • Delivered in-app, by email, or both
See a sample briefing
Daily AI briefing dashboard
Meeting Prep

Walk into every meeting fully briefed

Before each meeting, AI assembles who's attending, what happened last time, the open action items, and a suggested agenda — so you're never the person asking "wait, where did we land on this?"

  • Attendee context and recent history
  • Open action items from the last session
  • Suggested agenda you can edit in a click
  • Auto-notes and follow-ups after it ends
See meeting prep
AI meeting prep and agenda
Reports & Rollups

Status reports that write themselves

Weekly ops update, investor note, team status — AI drafts it from what actually happened across your tools, in your format. You review and send instead of starting from a blank page every Friday.

  • Drafted from real activity, not manual input
  • Your recurring formats, saved and reused
  • Export to doc, email, or Slack in one click
  • Scheduled — it's ready before you ask
See auto-reports
Automated status report workspace
The Platform

One operator.
Every part of your day.

From your morning brief to your Friday report, your AI Chief of Staff runs the connective tissue of the business — briefings, tasks, meetings, and the decisions in between. All in one place. All for $49 a month.

Briefings
Your day, summarized every morning.
Task & Delegation
Hand it off. Nothing slips.
Meeting Prep
Walk in ready. Every time.
Priorities
What needs you, ranked live.
01 / Briefings

Everything that matters, before your first coffee.

Ready by 7am Inbox · Calendar · Docs 90-second read
  • AI reads overnight activity and ranks it by what's urgent
  • Decisions only you can make are pulled to the very top
  • Shows what it already handled so you can move on
  • Delivered in-app or straight to your inbox each morning
Get started See pricing
$49/month flat · No contracts · Cancel anytime
app.jayisaacai.com/briefing
Tuesday, July 14 — Morning Brief
3 things need you today. AI handled 11 items overnight — summary below.
Sign off: Q3 vendor contract
Legal flagged one clause · due today
Decision
Finance thread · 4 msgs
2 min to review
Summary ready
Clause highlighted
Prep: board sync, 10:00am
Agenda + last actions assembled
Meeting
3 attendees
Brief attached
2 open actions
Agenda drafted
Follow up: Dana, hiring plan
Quiet 5 days · draft ready to send
Nudge
Email + Slack
02 / Task & Delegation

Hand it off once. It owns the follow-through.

Every loop tracked Auto follow-ups In your voice
  • Assign an owner and a due date — AI watches the thread
  • Drafts the nudge automatically when something stalls
  • Escalates back to you only when it actually needs you
  • Every open item in one board, always current
Get started See pricing
$49/month flat · No contracts · Cancel anytime
app.jayisaacai.com/delegations
Open Delegations
14 active · 3 stalled · AI is chasing 5 automatically
14Active
3Stalled
9Closed this week
2
Owner
Marcus · vendor pricing
Waiting on quote — chased twice
AI followed up on Mon and Wed. Escalated to you because it's now blocking the contract decision.
2 nudges sentEscalated
03 / Meeting Prep

Never walk in cold again.

Auto-assembled Attendee context Editable agenda
  • Who's attending and what you last discussed with them
  • Open action items carried over from last time
  • A suggested agenda you can reorder in a click
  • Notes and follow-ups drafted the moment it ends
Get started See pricing
$49/month flat · No contracts · Cancel anytime
app.jayisaacai.com/meeting
Board Sync — 10:00am
3 attendees · last met June 30 · brief auto-generated
RL
Recap: last session
Where you left off, in 4 lines
Context
Runway approved
Hiring paused
Pricing revisit
Open action items
Carried over from June 30
2 open
Send updated model — you
Confirm Q3 targets — Priya
Suggested agenda
Drag to reorder · edit inline
Ready
04 / Priorities

Always know the one thing to do next.

Live ranking Deadline-aware Impact-scored
  • Every open item scored by urgency and impact
  • Re-ranks live as deadlines move and threads change
  • Separates "you decide" from "AI can handle"
  • One focused list instead of ten scattered ones
Get started See pricing
$49/month flat · No contracts · Cancel anytime
app.jayisaacai.com/priorities
Priority Queue
Ranked live · updated 2 min ago
Refresh
Sign Q3 vendor contract
Due today · blocks 2 downstream tasks
98
Priority
Deadline today
High impact
Only you can sign
Recommended action
Review flagged clause, then sign
Summary ready · 2 min
Prep board sync
10:00am · brief assembled
91
Priority
Starts in 40 min
3 attendees
Recommended action
Skim the 90-second brief
Agenda + open actions
Weekly ops report
Auto-drafted · not urgent
54
Priority
Draft ready to review
Recommended action
Review + send when free
6 sections · pre-filled
Solutions

One operator. Every part of your day.

From the first brief to the final report — JAYISAAC AI runs the operational load so you can run the business.

AI chief of staff workflow illustration
Briefings
Start every day already caught up

AI reads your inbox, calendar, and threads overnight and hands you one prioritized brief every morning.

Learn more
Delegation
Nothing falls through the cracks

Assign owners and let AI track every open thread — nudging, drafting, and escalating only when it needs you.

Learn more
Reporting
Status updates that write themselves

Weekly ops notes, investor updates, and team status — drafted from what actually happened, in your format.

Learn more
Integrations
Plugs into the tools you already live in
Connect your stack and let your Chief of Staff work across all of it.
Gmail
Outlook
Google Calendar
Slack
Notion
Google Drive
Asana
Linear
Trello
Zoom
HubSpot
Zapier
Built For Your Role

The right-hand you'd hire — if you could

JAYISAAC AI adapts to how you work, whether you're running a company solo or steering a team through its next stage.

Founders
Buy back your mornings

Stop starting the day in your inbox. Get one brief, make the calls only you can make, and move.

Operators
Keep every thread moving

Delegation that actually follows through, so nothing dies in someone's inbox — including yours.

Executives
Walk into every room prepared

Auto-assembled meeting briefs and follow-ups so you're always the most on-top person in the meeting.

Team Leads
Status without the standup grind

Reports and rollups drafted from real activity — spend the time leading, not chasing updates.

Chiefs of Staff
Clone the parts you hate

Offload the tracking, nudging, and note-taking so you can focus on the judgment calls.

Solo Businesses
A back office of one

All the operational muscle of a bigger team, at the price of a software subscription.

A hire vs JAYISAAC AI

The role, minus the six-figure salary.

A human Chief of Staff is one of the highest-leverage hires you can make — and one of the most expensive. Here's the honest trade-off.

HUMAN CHIEF OF STAFF
$150K+/year
Typical North American base salary, before benefits and equity
  • Deep judgment and real relationships
  • Months to hire, onboard, and ramp
  • Works one shift — not overnight or weekends
  • One person's bandwidth has a hard ceiling
  • Only realistic once you're already funded
Monthly cost: ~$12,500
YOUR MOVE
JAYISAAC AI
$49/month
Flat price. No per-seat fees. Cancel anytime.
  • Live in minutes, not months
  • On duty 24/7 — briefs you before you wake up
  • Tracks unlimited threads without dropping one
  • Affordable from day one, at any stage
  • Handles the operational load, escalates the judgment calls
Per day: ~$1.60
The math, in plain English
255x
cheaper per month than a full-time hire
24/7
on duty, including the hours you're asleep
Day 1
productive immediately — no ramp, no onboarding
Salary figure reflects a typical North American Chief of Staff base and will vary by market and seniority. JAYISAAC AI complements a human operator — it doesn't replace human judgment.

Stop running
on empty.

Get the brief, hand off the follow-ups, and walk into every meeting ready. Your AI Chief of Staff is on duty the moment you sign up.

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