Outwork Security for Ashcombe Dray LLP, proposal OW-2611-AD, November 2, 2026
Outwork Security
for
ADAshcombe Dray
01Cover

It's 4:40 on a Friday. Who's watching Ashcombe Dray?

Outwork Security's proposal to watch every laptop, mailbox and sign-in at Ashcombe Dray, around the clock, for three years. We wrote it as the tabletop exercise your Risk Committee would run, so you can decide it the way you'd decide a real incident.

Proposal OW-2611-AD. Prepared November 2, 2026 for Catherine, Desmond, Ruth, Martin and the Risk Committee. Open until December 11, 2026.

Run the exercise
$3,600,000Three years, all fourteen offices
19 minFrom the first click to contained, in the exercise
24/7Analysts on shift, every hour of the year
MP GC CIO CFO RC TABLETOP EXERCISE 01 Ransomware Ashcombe Dray Risk Committee FACILITATED BY OUTWORK SECURITY NOVEMBER 2026, FIVE INJECTS EXERCISE INJECT 1 OF 5, BOSTON FRI 16:40 An associate opens a filing notice and enters her password on the page it links to. Nobody knows yet. WHAT DOES THE FIRM DO IN THE NEXT HOUR?
Why a tabletopAshcombe Dray's Risk Committee already runs one exercise a year for its insurer. It's the one format seven partners trust to show them how the firm behaves under pressure, so we used it as the proposal's spine. The committee isn't reading a pitch. It's running a drill it knows how to grade.

You told us the fear in one sentence.

It came from the Risk Committee's September minutes, and it's the test every page of this proposal has to pass.

We can't lose a client file. Not one, not for an hour, not on a weekend.
Risk Committee minutes, Ashcombe Dray LLP, September 18, 2026, item 4
11 hrs

a weekday that the firm's 22-person IT team watches for trouble, 8 a.m. to 7 p.m. After that, a pager that rings for outages.

3 of 3

client audit questionnaires this year asked whether the firm is monitored 24 hours a day. Each time the honest answer was partly.

1,800

matter folders in the document system with no one reading who opens them after hours.

Their words firstWe quoted the minutes before we said anything about ourselves. A law firm reads every line for what it commits to, so the opening commits us to their sentence and nothing softer. Every section after this one is graded against it.

Run the exercise.

Five injects, one at a time, the way your committee would get them in the room. Choose what the firm does with the people and tools it has today. Then see the same minute with Outwork on shift.

Exercise figures use Ashcombe Dray's own offices, accounts and folder counts.

Inject 1 of 5
FRI 16:40Boston office

Your firm, this hour

Outwork, same minute

ENDExercise complete

Two Fridays, side by side.

Your committee's path

Outwork on shift

Contained at 4:59 p.m., nineteen minutes after the click. No matter folder opened, every office working Monday, no client notices. One mailbox was open to the intruder for nineteen minutes, and we review it line by line with Desmond before Monday.

Why choices with no good answerWe never tell the committee it would fail. We let them pick the most sensible move with today's team and watch it arrive too late, because nobody was looking at 4:41. The Outwork column only ever describes a minute, so the comparison reads as a fact about Friday night rather than a claim about the firm.

The first sixty minutes.

The same Friday with Outwork on shift. Scroll to run the clock. The intruder's line stops at minute nineteen.

T+004:40 p.m. Friday
Intruder
CONTAINED 4:59
Outwork analyst
One number to rememberCommittees forget everything but one figure. We made it nineteen and built the scroll so the reader's own thumb stops the intruder's line there. It's the number Catherine will repeat at the partners' meeting, which is the meeting we're not invited to.

Everything we watch, office by office.

Fourteen offices, 3,140 laptops and desktops, 2,910 mailboxes and 38 cloud apps, all reporting to one Outwork operations center. Switch a source off to see the blind spot it leaves. Tap an office for its numbers.

100%of sources watched
Why the switchesEvery MDR shortlist ends with someone asking which source can be dropped to save money. Ruth's team would have to argue it in a meeting. Here the answer is on the map, as the inject from the exercise that would arrive unseen.

Watching on day seven, every office by week eleven.

Mail and sign-ins go first, for every account at once, because that's where the exercise started. Laptops and servers follow in three waves by region, so no office is ever half covered.

W1W2W3W4W5W6W7W8W9W10W11W12
Every quarter

A threat hunt across the firm and a new tabletop with the Risk Committee, written from what we saw that quarter.

Every month

A two-page report for Ruth and a one-page version for the committee, in plain words, with every alert we closed.

Month 33

A renewal review with Martin three months before the term ends, so nothing renews unseen.

Five people sign. Each has a question.

Each chapter answers one person's question with a tool they can run themselves, so nobody needs a call to get to yes.

What do I tell a client who asks if we're watched?

Catherine, Managing Partner

Clients send audit questionnaires before they send matters. Pick a client and see how the firm answers today and with Outwork in place.

The client questionnaire

Questions drawn from the three questionnaires the firm answered this year.

    Can I meet a client's notice deadline?

    Desmond, General Counsel

    Engagement letters set how fast the firm must tell a client about an incident. Our investigation runs under your direction, so the work stays privileged. Set the deadline and the incident, then see what you'd have in hand.

    The notice clock

    Hours from the first click. The red line is the client's deadline.

      Who's on at 2 a.m. on a Sunday?

      Ruth, CIO

      Your team of 22 keeps its daytime work. Outwork takes the hours nobody's watching today. Tap any hour of the week to see who answers and how fast.

      The week, hour by hour

      Seven days, twenty-four hours.

      12 a.m.6 a.m.12 p.m.6 p.m.11 p.m.

      Wouldn't it be cheaper to build this ourselves?

      Martin, CFO

      A 24/7 team needs five shifts covered, plus leave. Set the team and salary you'd hire at and compare it with the price as you configure it below.

      Build it or buy it, over three years

      Salaries carry 30 percent for benefits and taxes. Tools and log storage are $420,000 a year.

      Your own team$8,046,000
      Outwork, as configured$3,600,000

      What changes on our risk register?

      The Risk Committee, seven partners

      Five risks from the register you review each quarter. Switch between today and the first year with Outwork to see where each one moves.

      The register, redrawn

      Likelihood across, impact up, as your register scores them.

      Impact

      Likelihood

        One question per signerDesmond's chapter is the one we worried about most. A General Counsel buys privilege and deadlines, so his tool puts the client's notice clock next to what he'd be holding at each hour. Martin's tool reads the live price from the configurator below, so his comparison can't drift from the number he signs.

        Itemized, so any line can come out.

        The 24/7 watch and onboarding are the same in every version. Everything else is a line you can drop, and each one says what you'd lose.

        Three-year total
        $3,600,000
        Billed quarterly
        Year 1Year 2Year 3

          You're choosing between full sight of every sign-in and matter folder at $3,600,000, and the core watch alone at $2,100,000.

          We'd keep sign-ins and the matter folder watch whatever else moves. Sign-ins are the line that catches 4:41 on Friday, and the folder watch is what lets Desmond tell a client exactly what was opened. If the total has to come down, take out the named security lead first. Ruth's team keeps the same analysts through a shared queue.

          Why the same baseEvery version keeps the same analysts and the same 24/7 watch, so cutting a line reads as a trade with a named cost. Nobody on the committee has to wonder if the cheaper version means a weaker team on Friday night.

          The terms, in plain words.

          Ten minutes to act

          An Outwork analyst acts on every high-severity alert within ten minutes, every hour of the year. Miss it twice in a quarter and that quarter's fee drops by 15 percent.

          A way out after year one

          If we miss the ten-minute commitment in two quarters of year one, you can leave at the end of that year with 30 days' notice and no fee.

          Your data stays yours

          Every log we collect belongs to the firm. U.S. offices are stored in the U.S., London in the U.K. When the contract ends, we hand back 13 months of records in a format your team can open.

          Work done for counsel

          During an incident, our investigation is directed by Desmond's office so findings stay privileged. Written reports go to him first.

          We never pay a ransom for you

          We don't contact or negotiate with an intruder unless the General Counsel asks in writing. That decision stays with the firm.

          Prices hold for three years

          Fees are fixed for the term. Adding an office or 200 more accounts is priced at the same per-account rate, in writing, before any work.

          What we don't know yet.

          Three things we'll settle with Ruth before onboarding starts.

          1. London's works council. UK staff monitoring may need the council's consultation first. If it does, London moves from week 9 to week 12 and nothing else changes.
          2. Partners' personal tablets. About 140 partners read mail on their own tablets. We've priced mailboxes and sign-ins for them, not the devices. If you want the devices covered, it's a separate line.
          3. The billing system's logs. Its vendor hasn't confirmed it can send access records to us. If it can't, we watch it through the network instead and say so in the monthly report.

          Book the live tabletop.

          Accepting books the real exercise with your committee and Outwork's analysts in the room in week 12. Pick a date, and each signer initials their line.

          CatherineManaging Partner
          DesmondGeneral Counsel
          RuthChief Information Officer
          MartinChief Financial Officer
          The Risk CommitteeFor the chair

          Five initials needed.

          Why the last step is a meetingA three-year security contract feels like a leap at a law firm. A tabletop on a date feels like something the committee already does. Accepting books the exercise, and the Friday 4:40 slot is there for the partner who wants to watch it happen at the real hour.
          Three-year total$3,600,000
          Details