For firm owners facing a cyber insurance or client security deadline

A Full-Time CIO Costs $400K. Your Firm Can't Justify It. Here's the Model That Gives You One Anyway.

A 15-minute brief for firm owners who need enterprise-grade IT and compliance, plus a fractional Chief AI Officer, without the $400K hire. Built for the moment your cyber insurance carrier or your biggest client starts asking harder questions.

Neil Satra, Founder & CEO Ex-Google · Ex-DeepMind
15:00 · Watch the Briefing
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A 30-minute compliance strategy call. No obligation. Under 2 minutes to apply.

Apply in Under 2 Minutes

Apply for your strategy call.

A few quick questions so we can prepare your Compliance Gap Report. You will pick your time on the next step.

Question 1 of 6

First, what kind of firm do you run?

This shapes which compliance frameworks we look at.

How many people are on your team?

Roughly is fine. It sets the scope of the report.

What put IT on your radar right now?

The honest answer helps us prepare the right gaps.

How is your IT handled today?

No wrong answer. We work with all of these.

How soon do you need this handled?

So we prioritize the right firms for this week's calls.

Where should we send your Compliance Gap Report?

Add your details, then pick a time on the next step.

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Please enter your firm name.

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Your details stay private. No obligation, no spam.
No pitch deck 60-day money-back guarantee You keep the report either way
SOC 1 & SOC 2 attested Under 15 minutes to a real person 97.5% client satisfaction 681+ supported users
The Deadline You Didn't Set

Your insurance renewal turned into a security exam. Your biggest client's questionnaire is the other one.

Somewhere in your inbox is a questionnaire. Maybe it came from your cyber insurance carrier at renewal. Maybe it came from an enterprise client's vendor security team before they would sign the contract.

Either way, it asks questions your current IT setup was never built to answer. MFA on every account. Documented backups. A written incident response plan. SOC 2 attestation. Answer wrong and your premium climbs, your coverage shrinks, or the deal quietly stalls.

For a law firm, a breach that exposes client data is not just an IT problem. It is an ABA Rule 1.6 problem. For a financial firm, it is an SEC and FINRA problem.

1,055
cyberattacks per week against the legal industry, up 13% since 2024.
Gravity Networks
56%
of breached law firms lost client data, the exact exposure Rule 1.6 is meant to prevent.
ABA Tech Reports
67%
of cyber insurance applicants lack the basic MFA controls carriers now require.
Embroker

None of this calls for panic. It calls for one person whose actual job is to have the answers ready before the questions arrive.

The Math

The math every firm owner should run once.

You already sensed the answer. A full-time CIO is the right capability at the wrong price for a firm your size. Here is the same capability, structured differently.

Full-Time CIORollout Fractional CIO
The Costs
Base salary$220K–$280K/yrFlat monthly fee
Benefits & payroll$35K–$50K/yrNo payroll obligations
Recruiting fee$40K–$60K (one-time)None
Time to value3–6 monthsDays
Severance risk3–6 months salaryCancel anytime
What's Included
CIO-level strategy & roadmapNot included✓ Included
Dedicated technicianNot included✓ Same person, always
SOC 1 & SOC 2 attestationNot included✓ Included
15-min response SLANot guaranteed✓ In your contract
60-day money-back guaranteeNot included✓ Included
30-day free trialNot included✓ Included
Year 1 total$300K–$400K all-inA fraction of that cost

One flat monthly fee. Cancel any time. No recruiting. No severance.

97.5% client satisfaction 681+ supported users Built by operators from Google, DeepMind & Apple

See your firm's real number, not a salesperson's guess.

Apply for a Strategy Call

No obligation. Under 2 minutes to apply.

What You Walk Away With

A working session, not a sales pitch.

A written summary lands in your inbox before the 30 minutes are up. You keep all of it, whether or not we ever work together.

Your Compliance Gap Report

A plain-English breakdown of where your firm's IT posture falls short of what your cyber insurance carrier and enterprise clients now expect, and exactly what closing each gap takes.

Delivered same day

SOC 1 & SOC 2 Attestation

Rollout's current SOC 1 and SOC 2 reports. Hand them straight to your carrier's renewal questionnaire or to an enterprise client's vendor security team.

Use immediately

Your 30-Day Remediation Plan

If we confirm fit, you leave with a concrete 30-day plan: what changes, who handles it, and what it costs. If we are not the right firm for you, we say so and point you to who is.

If fit confirmed

No pitch deck. No obligation. We do this for every firm we talk to.

The 30 Minutes

What the call actually looks like.

1

We map where you stand

A quick, honest walk through your current setup and how it measures against what carriers and enterprise clients now require.

2

We show you the gaps

The specific items the questionnaire exposed, in plain English, with what it takes to close each one. This becomes your Compliance Gap Report.

3

We run the real numbers

In-house versus the fractional model, side by side. If we fit, you get a 30-day plan. If not, we tell you and point you to who does.

Honest Fit

This is built for some firms and wrong for others.

Talk to us if

  • A cyber insurance renewal or a client security questionnaire just put a deadline on your IT.
  • You have considered hiring a CIO or head of IT, and the math never landed.
  • You are carrying enterprise-grade risk on small-company infrastructure.
  • You want one person who knows your firm, not a rotating queue of technicians.

Probably not yet if

  • You already have a full-time CIO and a working internal IT team.
  • You are shopping purely on price. This is not the cheapest model on the market.
  • You want a help desk only, with no strategy or compliance work behind it.
Neil Satra, Founder & CEO of Rollout AI
Ex-GoogleEx-DeepMindFounded 2025
Who Built This

Neil Satra

Founder & CEO, Rollout AI

Neil spent his career building and running IT and AI infrastructure inside some of the most demanding technology organizations in the world. He founded Rollout AI in 2025 to give firms the caliber of IT and compliance leadership that used to require a $400K hire, delivered by one dedicated expert who learns your firm once and never rotates off your account. He co-founded Rollout with Rahul Dewan, formerly of Apple.

"The AI tooling that exists in 2026 lets one senior operator do what used to require a full IT department, if the model is built around that operator instead of around ticket volume."

What Rollout Firms Get in Writing
$0KFull-Time CIO. What You're Not Paying.
0minResponse SLA, In Your Contract
0-dayMoney-Back Guarantee
0%Client Satisfaction
In Their Words

What Rollout clients say.

97.5% client satisfaction across 681+ supported users.

"We know that our needs will be addressed quickly and without issues."

Patricia BellflowerBeale Law

"Rollout doesn't just fix issues, they prevent them. Their cybersecurity setup and backups give us peace of mind, and their proactive support means we rarely deal with downtime."

Verified client reviewGoodFirms

"Rollout AI transformed our IT chaos into smooth operations. Technical issues that used to slow us down now get fixed instantly, and their support team feels like part of our company."

Verified client reviewGoodFirms
Straight Answers

The questions firm owners ask first.

What does it cost?
One flat monthly per-seat fee, far below a $400K full-time hire. The exact number depends on your headcount and what you need covered, which is part of what the call works out. There is no hourly meter and no surprise invoices.
Is this just another managed IT provider?
No. Most providers promise one dedicated contact, then rotate technicians once their economics force each one onto 40-plus accounts. Rollout's AI absorbs the tier-1 ticket volume that causes the rotation, so the same senior person stays on your account and already knows your setup. That is the whole model.
Do I have to leave my current IT provider to try this?
No. The 30-day free trial can run parallel to your current contract, so you evaluate the difference without canceling anything or risking downtime.
What if we are not a fit?
We tell you on the call and point you to who is. You still keep the Compliance Gap Report and our SOC 1 and SOC 2 attestation. No pitch deck, no obligation.
How fast can you have us covered?
Most environments move over within about two weeks. We keep a one-month overlap on your previous provider so coverage never drops during the transition.
Is our data safe during a switch?
Yes. The transition is handled for you: network setup, device migration, email transition, and access configuration, with the overlap above so nothing goes dark while it happens.
What is the guarantee?
A 60-day money-back guarantee, written into the agreement. If it is not right, you walk away.

Find out where your firm stands before your carrier or your client does.

Apply for a 30-minute compliance strategy call. You leave with your Compliance Gap Report, our SOC 1 and SOC 2 attestation, and a clear picture of the gaps, whether or not we end up working together.

Apply for a Strategy Call

No obligation. Under 2 minutes to apply.

30-day free trial, parallel to your current contract 60-day money-back guarantee No pitch deck