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Deadline Sentinel

An agent that watches every deadline so no human has to.

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Works on its own schedule and brings results to you — no prompting required.

Working around the clock · Deadline SentinelPRIVATE
Reminder: Hartwell outcomes report — 3 weeks out
To: your grants manager · escalates to leadership if unanswered
The Hartwell Foundation outcomes report is due August 15. Everything you need is attached — including a drafted starting point built from last year’s approved report.
Requirements_Checklist.pdf2025_Approved_Report.docxDraft_Starting_Point.docx
If no action by Aug 4
Reminder escalates to the executive director
Before it becomes a crisis — not after.
The living calendar
AUG 15Hartwell outcomes report
SEP 02CDBG renewal opens
NOV 15990 filing
DEC 01Insurance renewal
Watches
Grant reports & renewals
Registrations & filings
Funder check-ins
What it does

The Sentinel maintains a living calendar of every obligation across your grants and programs — reports, renewals, filings, funder check-ins — and notifies the right person ahead of each one.

It escalates as dates approach. And it doesn’t just remind; it attaches what’s needed to respond.

How your organization uses it

Three moments where it earns its keep.

Reminders that arrive ready
3 weeks out: requirements + last year’s report + a drafted starting point
THE MATERIALS, NOT JUST THE DATE

Report reminders that arrive ready

Three weeks before a report is due, the responsible staffer gets a note with everything needed to respond.

Renewals & filings
990 deadlines · registration renewals · insurance dates
THE ADMIN CALENDAR RUNS ITSELF

Renewals and filings

990 deadlines, registration renewals, insurance dates — the administrative calendar runs itself.

Escalation built in
Deadline close, no action → the reminder moves up the chain
BEFORE IT BECOMES A CRISIS

Escalation built in

If a deadline gets close without action, the reminder moves up the chain before it becomes a crisis.

Why it matters

Deadlines shouldn’t live in anyone’s head.

The end of missed deadlines and midnight scrambles

Reminders arrive with the materials, not just the date

Escalates to leadership before problems become emergencies

Peace of mind you can actually feel

Works well with
Core workspaceGrant ManagerEvery grant’s documents, deadlines, and requirements in one conversational place.Learn more → Add-on moduleCompliance AssistantFederal grant rules, HUD requirements, and uniform guidance — in plain English.Learn more → Autonomous agentGrant Opportunity ScoutAn agent that hunts funding opportunities matched to you — every week, on its own.Learn more →
Limited founding-customer spots

See Deadline Sentinel on your own documents.

Every Groundcrew engagement starts with an AI audit — a fixed-price look at where tools like this genuinely help your organization, and where they don’t. $1,500 founding $5,000 standard.

Book an AI audit