The Platform
The analytical spine of every vCSO.ai engagement.
Theodolite™ translates board-level cyber risk into dollars — value at risk, annual loss expectancy, and a prioritized remediation plan — in hours, not the weeks consultant teams used to bill. FAIR-based. Operator-built. Every engagement runs on it.
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15 years as CSO at Silicon Valley Bank, the bank of the innovation economy
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$200B+ in assets defended at enterprise scale
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Design partner to Palo Alto Networks, Zscaler, CrowdStrike, FireEye, and Eclypsium
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Author of Cyber War and Peace; board member, Bay Area CSO Council
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Trusted advisor to PE/VC firms, cyber product companies, and enterprise boards
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15 years as CSO at Silicon Valley Bank, the bank of the innovation economy
-
$200B+ in assets defended at enterprise scale
-
Design partner to Palo Alto Networks, Zscaler, CrowdStrike, FireEye, and Eclypsium
-
Author of Cyber War and Peace; board member, Bay Area CSO Council
-
Trusted advisor to PE/VC firms, cyber product companies, and enterprise boards
-
15 years as CSO at Silicon Valley Bank, the bank of the innovation economy
-
$200B+ in assets defended at enterprise scale
-
Design partner to Palo Alto Networks, Zscaler, CrowdStrike, FireEye, and Eclypsium
-
Author of Cyber War and Peace; board member, Bay Area CSO Council
-
Trusted advisor to PE/VC firms, cyber product companies, and enterprise boards
The Dashboard
One view. Risk in dollars.
Annual loss expectancy, 95th-percentile VaR, remediation cost, indicative insurance premium, and a prioritized top-10 remediation plan — all on a single working view a board or deal committee can act on.

Weeks → Hours
Consultant analysis compressed by Theodolite
$200B+
Assets defended at enterprise scale by the operator behind the platform
100%
Of vCSO.ai advisory engagements run on Theodolite
Capabilities
What Theodolite does
Four primitives that show up across every engagement — tuned to the audience that has to act on the output.
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Exposure
Quantify value at risk
Financial loss modeling across your technical surface, compliance posture, and threat landscape. Output in dollars, not severity stars.
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Posture
Map the risk surface
Theodolite scans technical, policy, and compliance gaps simultaneously — turning weeks of consultant assessment into a working report in hours.
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Remediation
Prioritize the work
Every finding is scored on business impact and remediation cost so the roadmap leads with the moves that cut the most risk per dollar.
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Acceleration
Turn into deliverables
Board-ready executive summaries, technical audit reports, and deal-room packets — Theodolite formats output for the audience that needs it.
Use Cases
Powers every vCSO.ai engagement
Theodolite isn’t a standalone tool — it’s the acceleration layer under every practice area we run. Different audiences, same platform.
- Strategic Advisory
Accelerates Sprint A + quarterly reviews
Compresses the 30-day posture review and quarterly board-reporting cycle. Every Strategic Advisory Oversight engagement is Theodolite-accelerated by default.
- Product Advisory
CSO-grade read for product teams
Competitive positioning, ICP validation, and buyer-committee research — the view a CSO sees when evaluating your product, surfaced in hours.
- M&A Due Diligence
5-day diligence turnarounds
External attack-surface review, control-maturity scoring, and exposure quantification translated into deal language. Memo-ready in days, not weeks.
Why It’s Different
Operators built it for operators.
Most security tools surface findings. Theodolite surfaces decisions. Built by a team that’s spent 15 years on the CSO side of the table, it formats risk the way boards, deal committees, and buyer committees actually consume it — in dollars, in scope, and in timelines that match the meeting you’re walking into.
The result: advisory engagements that move faster, findings that hold up under scrutiny, and a single source of truth across every touchpoint in the vCSO.ai program.
Companion tool: the vTC Calculator — a focused model for pricing the all-in cost of your security posture against fractional-advisory alternatives. Currently in private beta with our Strategic Advisory clients.
Machine speed, operator quality
Same depth a Big Four team would deliver, on a turnaround the deal cycle can absorb. The platform does the heavy lifting; advisors make the judgment calls.
Outcome-formatted output
Board summaries, technical audits, deal memos, buyer briefs — one source of analysis, many audience-ready views.
Private by design
Your data stays inside your perimeter or a segregated workspace. Theodolite is an accelerator, not an aggregator.
See Theodolite applied to your context.
A working demo, paired with a 30-minute conversation about where Theodolite fits your next assessment, product decision, or transaction.