For agency owners who are tired of being the system

You started an agency. Not a paperwork factory.

Every event you book brings a pile of work with it: filling shifts, chasing contracts, checking recaps, running payroll late at night, building invoices by hand. Stiletto takes that weight off you and your team, so you can say yes to more events without hiring more people to keep up.

Now onboarding a small group of agencies.
youragency.stilettosoftware.com/admin · Company overview
Stiletto's Company overview dashboard for October: 93 events, 86 staffed, 3 open shifts and 4 flagged, with every market shown as a bubble on maps of DC, Maryland, Virginia and Florida.

The real Company overview. Agency, people, venue and supplier names changed.

Sound familiar?

Growing shouldn't feel like drowning.

You built this business on relationships and great events. But every new client means more shifts to fill, more recaps to check and more payroll to get right, and the margin doesn't grow with it.

You're paying for a stack of tools that don't talk to each other, and paying people to copy data between them. If that's your week, you're not doing it wrong. You've outgrown the way you're doing it.

Your week now
With Stiletto
Calling and texting around to fill Friday
Shifts offered to the closest ambassadors and confirmed by text
Spending Monday chasing recaps and photos
Recaps filed from the venue, with photo minimums checked before they reach you
Running payroll on Sunday night, again
Pay proofed for you, with the problems flagged before anyone gets paid
Building every invoice and recap package by hand
The invoice and a client-ready recap package, built in a few clicks
Hiring another coordinator just to keep up
More events booked with the team you already have
Why Stiletto exists

We built Stiletto to give one agency owner her life back.

In 2009 she opened her agency with Excel, OneNote and Google. Every venue address was looked up by hand. Every shift was keyed in three times to make sure it was staffed. Ambassadors faxed in their recap forms, and she tallied the sales herself.

At 50 events a month she could hold it together. Past 100, it meant all-nighters to get payroll out on time, month after month. The business was growing and it was taking her with it. So we built her a better way, and we kept building.

  1. 2009

    One owner, three tools

    Excel, OneNote, Google and a fax machine. Paperwork filed and batched for every event.

  2. 100+ events a month

    The all-nighters start

    Manual tallies and triple-keyed staffing turn every payroll into a deadline she has to stay up for.

  3. The first Stiletto

    Five buttons in FileMaker

    Built to give her nights back. It saved countless hours of processing, and its billing packages routinely won new business.

  4. The mobile app

    Reporting moves to the field

    Ambassadors file their own recaps from their phones, so the reporting work lands with the people who ran the event.

  5. Today

    Stiletto, rebuilt for every agency

    Everything that worked, rebuilt on a modern platform, so no other agency owner has to stay up for payroll.

Every way in, one place to see it

Stop being the copy and paste between everyone.

Requests from suppliers and distributors, your spreadsheets, your team and your ambassadors all land on the same event. Nobody re-types anything, and for the first time you can see the whole business at once.

Spreadsheet import

Events, venues and ambassadors from Excel or CSV.

Supplier rep portal

Brand teams request events and pull their own reports.

Distributor rep portal

Distributor reps request events for their accounts.

Your team

Build, staff and approve in a guided workflow.

Ambassador app

Recaps, sales and photos filed from the venue.

Company overview

The busiest weekend of the year, on one screen.

Friday morning, coffee in hand, you know exactly which events need you and which ones are fine. Every market on a map, every day shaded by how busy it is, and the few problems pulled to the top. No more calendar that looks like confetti.

Events by day for November: a month calendar where each day shows its event count and is shaded darker the busier it is, with Fridays and Saturdays carrying 32 to 47 events each.
Flagged events list: two events on the no-show radar and two with venue call issues, each with date, venue, market, manager and status.
A map per region

One bubble per market, sized by events. Open shifts and flags show as rings, so trouble stands out from across the room.

Replay the day

Drag the time scrubber to see what's live, what's done and who has checked in at any hour.

Exceptions first

No-show radar, venue call issues and open shifts land in one list. Click any row to open the event.

Real screens from Stiletto. Names changed.

The platform

Grow your events, not your overhead.

Everything between the booking and the bank, built inside a working agency and proven on real shifts, recaps and payrolls before anyone else could buy it.

Staffing that fills itself

Offer shifts to nearby ambassadors, confirm by text and email, and spot coverage gaps days before the weekend, not the night before.

Staffing · SMS · Calendar

Contracts per shift

Every ambassador signs for every shift on their phone. Reschedule it and a re-sign goes out automatically.

E-signature · Audit

Recaps you can trust

Photo minimums enforced at submit, admin approval gates and a field-level audit trail on every correction.

Recaps · Photos · Audit

Payroll, proofed

Base pay, incentives, cancellations and mileage at IRS rates, with exceptions flagged before anyone is paid. No more Sunday nights.

Payroll · Mileage

Invoices clients don't question

A guided wizard builds the invoice plus a PDF package with every event's recap and photos. The kind of package that wins the next client.

Billing · PDF packages

Reports that write themselves

Year-over-year comparisons, supplier goals and AI-written client summaries from the recap data you already have.

Dashboards · AI reports
Early access

Get your nights back.

Tell us how many events you run and what you're juggling today. We'll walk you through Stiletto with your own kind of events, and show you exactly what comes off your plate.

  • A walkthrough with the people who built it and ran an agency on it
  • Your own branded workspace
  • Help importing your venues, ambassadors and events
  • One platform in place of the tools and spreadsheets you pay for now
Request early access →
Or email us at hello@stilettosoftware.com