Your AI Executive Assistant. $99/month.

ChiefOS connects to your Google Calendar, Gmail, and Drive — then proactively manages your schedule, triages your inbox, and keeps your tasks on track. All through WhatsApp.

Set up in 5 minutes. First briefing tomorrow morning. No credit card required.

500+

executives onboarded

12,000+

meetings managed

97%

cheaper than a human EA

Sound Familiar?

Your calendar runs your life.

Back-to-back meetings with no prep time. Double-bookings you catch too late. Important follow-ups that slip through the cracks because you were in another meeting.

200+ emails a day. 10 that actually matter.

You spend the first hour of every day triaging your inbox instead of doing the work that moves the needle. By the time you find the urgent ones, you've already lost momentum.

A human EA costs $1,500–$5,000/month.

And they work 8 hours a day, take vacations, need training, and still miss things. You're paying enterprise prices for coverage that has gaps.

What if you had an executive assistant that cost 97% less, worked 24/7, and never dropped a ball?

Meet ChiefOS. Your AI Chief of Staff.

ChiefOS connects to the tools you already use — Google Calendar, Gmail, and Drive — and proactively manages your day through WhatsApp. No new apps. No dashboards to check. Just open WhatsApp.

Proactive Daily Briefings

Every morning, ChiefOS reviews your calendar, flags conflicts, preps you for meetings, and surfaces action items from yesterday. You start every day informed.

Intelligent Inbox Triage

ChiefOS reads your email, surfaces what matters, drafts responses for your approval, and lets the rest wait. You touch your inbox when you choose to, not when it demands it.

Task & Follow-Up Tracking

Promised to send that proposal by Friday? ChiefOS remembers. It tracks your commitments, nudges you before deadlines, and flags anything that's slipping.

Meeting Preparation

Before every meeting, ChiefOS pulls relevant emails, past notes, and attendee context. You walk in prepared without doing the prep work yourself.

3x Daily Check-Ins

Morning briefing. Afternoon status. Evening review. Three structured WhatsApp messages that keep you in control without being tethered to your tools.

Works on WhatsApp

No new app to learn. No dashboard to monitor. Your EA lives in the messaging app you already check 50 times a day.

Up and Running in 5 Minutes.

1

Connect.

Link your Google Calendar, Gmail, and Drive. One-click OAuth — takes 60 seconds.

2

Customize.

Tell ChiefOS your priorities, meeting prep preferences, and communication style. It adapts to how you work.

3

Relax.

Your first morning briefing arrives tomorrow. From here, ChiefOS proactively manages your day. Just reply on WhatsApp when you need to.

What Executives Are Saying

I was spending $3,500/month on an EA who still missed things. ChiefOS catches everything and costs me $199/month. The ROI is absurd.
S

Sarah K.

CEO, Tech Startup

The morning briefing alone is worth it. I walk into every day knowing exactly what's on my plate. No surprises.
J

James R.

VP Operations

I was skeptical about an AI assistant. Then it caught a double-booking that would have embarrassed me in front of a board member. Sold.
P

Priya M.

Managing Director

Setup took 5 minutes. My first briefing came the next morning. I've never adopted a tool this fast.
D

David L.

Founder & CEO

Invest $99/Month. Save $1,400–$4,900/Month.

Every plan includes the full ChiefOS experience. Choose your level of customization and support.

Essential

$99/month

For executives who want proactive daily management without the overhead.

  • 3x daily WhatsApp check-ins (morning, afternoon, evening)
  • Google Calendar sync & conflict detection
  • Gmail triage & priority surfacing
  • Google Drive document access
  • Meeting preparation briefs
  • Task & follow-up tracking
  • Email response drafting
Get Started
Most Popular

Professional

$199/month

Everything in Essential, plus deeper customization for power users.

  • Everything in Essential
  • Custom check-in schedule & timing
  • Priority rules & VIP contact list
  • Advanced meeting prep (attendee research, agenda drafts)
  • Weekly summary reports
  • Priority support (< 4 hour response)
Get Started

Executive

$399/month

White-glove AI assistance for C-suite executives with complex schedules.

  • Everything in Professional
  • Multi-calendar support (work + personal)
  • Delegate access (EA team can interact with ChiefOS)
  • Custom skill development (workflows tailored to you)
  • Dedicated onboarding call
  • Direct Slack/WhatsApp support channel
Get Started

All plans include a 7-day free trial. Cancel anytime. No contracts.

Frequently Asked Questions

Stop Managing Your Day. Start Leading It.

Join executives who replaced their $5,000/month EA with ChiefOS. Set up in 5 minutes. First briefing tomorrow morning.

No credit card required. Cancel anytime.