Focus on the work you love.
Your AI assistant handles the rest.
Oversight is an AI business assistant for small and mid-sized companies. Tell it what matters to your business — retain clients, bill faster, grow your pipeline — and it works toward those goals every day, measuring the value it delivers along the way.
7-day free trial. No credit card required.
You tell it what matters. It works toward those goals.
Most business tools give you dashboards and alerts. Oversight is different — you define your business objectives (retain revenue, bill faster, grow your pipeline), and it actively works toward them. Every action it takes is tied to a goal, and you can see the proven return on every dollar it spends.
"Retain revenue 30%, Bill faster 25%, Grow pipeline 20%..."
Drafts emails, flags opportunities, catches what you'd miss
Real dollar ROI: "This week I returned $8.40 for every $1 I cost"
Here's what your first week looks like
You sign in and have a 3-minute conversation: "I run a design firm with 15 clients. I bill monthly but always forget until the 10th. My biggest problem is proposals sitting in inboxes for weeks." Your assistant sets up objectives and starts watching your email and calendar.
Your morning briefing arrives: "The proposal to Meridian Group hasn't been opened in 9 days. Your monthly billing cycle starts tomorrow — 3 clients have unbilled time from last month. Sarah at Greenfield hasn't replied since your last meeting." Draft follow-ups are waiting for your review.
Meridian replies — they want to move forward on the project. Two of the three invoices are paid. Sarah schedules a call for next week. None of this would have happened without the follow-ups your assistant sent.
Your weekly review: "$22K in invoices collected. Meridian deal saved ($45K pipeline). 3 client relationships strengthened." You tell your assistant "put less weight on meeting prep and more on billing" — done in one sentence.
Like having a sharp business partner who never forgets anything
Your assistant works toward your business objectives every day — and shows you the results.
Get paid for all your work
Your assistant tracks every invoice and billable hour. When work is done, it drafts the invoice. When a payment arrives, it records the win.
Keep every client relationship strong
Your assistant knows when each client last heard from you and keeps the conversation going. Thoughtful check-ins, meeting prep, and follow-ups — handled.
See the value — in real dollars
Every action your assistant takes is tracked with proven ROI. You'll always know exactly what it's doing for your business and whether it's paying for itself.
Real examples of what it does
These aren't hypothetical. These are the kinds of things Oversight does every day for businesses like yours.
Saves $24K by catching a drifting client
Your assistant noticed Meridian Group hadn't replied in 18 days (their normal gap is 4 days). It drafted a check-in email referencing your last project together. They replied the next day — turns out they were about to go with a competitor. Cost: 1¢. Value: $24,000 retained.
Recovers 47 unbilled hours you forgot about
Your assistant cross-referenced your Harvest time entries with your QuickBooks invoices and found 47 hours of work for Initech that were never billed. It drafted the invoice for $5,640 and queued it for your review. Money you earned but would have lost.
Auto-reschedules a cancelled meeting
Sarah at Greenfield cancelled your Tuesday call. Your assistant detected the cancellation, checked both calendars, and proposed three new times that work for both of you. You approved — meeting rescheduled without a single email thread. 15 minutes of back-and-forth saved.
Follows up on a stale $45K proposal
Your proposal to Stark Industries sat in their inbox for 3 weeks. Your assistant noticed, drafted a one-line nudge ("wanted to make sure this didn't get lost"), and asked for your approval to send it. They responded the next day. $45K deal back on track.
Preps you for every meeting — automatically
Before your 2pm call with ACME, your assistant pulls together: the last 3 emails, the open invoice ($8K, 12 days overdue), and a note from your knowledge base ("they're hiring a new VP of Ops — expect slower replies"). You walk in knowing everything.
Remembers what you tell it — forever
You told your assistant "Globex always goes quiet in May — it's their fiscal year-end." It wrote that down. Next May, when Globex stops replying, your assistant doesn't panic — it knows why, and tells you "this is expected, no action needed." It learns YOUR business.
How it works
Have a conversation
Tell your assistant about your business. No forms, no templates — just describe what you do and what matters most. It sets up everything in about 3 minutes.
Connect your tools
Sign in with Google or Microsoft. Optionally connect QuickBooks and Harvest. Your assistant starts learning your business immediately.
You stay in control
Choose how much autonomy your assistant has — from "just watch" to "handle everything." You decide what gets sent and can adjust anytime.
Not another dashboard. An actual business partner.
Traditional CRM
You log activities, check dashboards, and run reports. It's powerful — if you have time to use it.
Cobenian Oversight
You set business objectives and your assistant works toward them. It watches everything automatically, takes action on your behalf, and shows you the ROI. No data entry. No dashboards to check. Just results.
Simple pricing
Everything you need to run a better business. Nothing you don't.
For independent consultants and freelancers
- 1 user
- Gmail, Outlook, QuickBooks, Harvest
- Daily morning briefings
- AI-drafted emails and invoices
- Business objective tracking with ROI
- 1,000 AI credits/month included
- 7-day free trial
For growing firms and small teams
- Unlimited users
- Everything in Solo
- Ask your assistant anything about your business
- Guided conversations (weekly review, quarterly planning)
- Per-user autonomy tiers + team collaboration
- Developer API + MCP server
- 2,500 AI credits/month included
- 7-day free trial
No credit card required. Cancel anytime.
Credits never expire. Buy more anytime from $10.
Your data stays yours
Privacy by design
We analyze communication patterns to help your business — who emailed, when, and the subject line. Your content stays private.
Encrypted and isolated
Everything is encrypted and completely separated per account. Your business data is yours alone.
You're always in control
Choose your autonomy level. Review everything before it's sent. Cancel anytime and we delete your data — no lock-in.
Works with your existing tools
Google Workspace · Microsoft 365 · QuickBooks · Harvest · Slack
Questions
How long does setup take?
About 3 minutes. You have a short conversation with your assistant about your business, connect your email, and it starts working. Your first briefing arrives the same day.
Do I need to know anything about AI?
Not at all. Oversight is designed for business owners, not technologists. Just tell your assistant what matters to your business in plain English — it handles the rest.
How do I know it's actually helping?
Every action your assistant takes is tracked with proven dollar ROI. Your Today page shows exactly what it did, what it cost, and what value it delivered — no guesswork, real numbers.
What if I don't use all the integrations?
That's fine. Your assistant works with whatever you connect. Start with just email — add invoicing and time tracking whenever you're ready.
How much control do I have?
Complete control. You choose from 5 autonomy tiers — from "just watch and suggest" to "handle everything." You can review and approve every action before it happens, or let your assistant run on autopilot. Change your tier anytime.
Can I cancel anytime?
Yes. No contracts, no cancellation fees. Your subscription ends at the end of the billing period.
What's the difference between Solo and Team?
Both plans include the full AI assistant — morning briefings, client monitoring, drafted emails and invoices, and ROI tracking. Team adds the interactive assistant (ask questions, give commands), guided conversations (weekly reviews, quarterly planning), multi-user support with per-user autonomy tiers, and the developer API.
Your business deserves an assistant that actually delivers
Start your free trial today. Tell your assistant what matters — and watch it go to work.
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