# vCSO.ai

> Operator-led cybersecurity advisory firm providing Strategic Oversight, Product Advisory, and M&A Due Diligence to operators, builders, and deal teams.

## About

vCSO.ai (Secoyascent LLC) is a cybersecurity advisory firm founded by Nick Shevelyov, former Chief Security Officer, Chief Privacy Officer, and CIO at Silicon Valley Bank (2007-2021). The firm brings operator-grade cybersecurity leadership to organizations that need senior security expertise without a full-time hire.

## Services

- Strategic Oversight: Fractional CSO/CISO services — ongoing cybersecurity leadership, program assessment, board reporting, and governance. https://vcso.ai/services/strategic-oversight/
- M&A Due Diligence: Cybersecurity due diligence for mergers, acquisitions, and PE/VC portfolio companies — risk assessment, compliance validation, and deal-ready reporting. https://vcso.ai/services/ma-due-diligence/
- Product Advisory: Product positioning, roadmap validation, design-partner strategy, and enterprise go-to-market advisory for cybersecurity companies. https://vcso.ai/services/product-advisory/

## Products

- Theodolite: a private-development security evidence and decision platform that connects supported environment observations, access context, control implementation, and priorities while keeping financial reference context separate from finding-level evidence. https://vcso.ai/products/theodolite/
- Value to Customer (VTC) Calculator: a custom, done-for-you value model built with Hubbard Decision Research for cybersecurity vendors. It helps teams build a defensible, Monte Carlo-modeled business case for enterprise buyers. First built for Pixee. https://vcso.ai/products/vtc-calculator/

## Founder

Nick Shevelyov is a cybersecurity executive with 30+ years of experience. He served as Chief Security Officer, Chief Privacy Officer, and CIO at Silicon Valley Bank, protecting the bank of the innovation economy. He holds CISSP, CISM, CIPP, and GSNA certifications and is the author of "Cyber War...and Peace: Building Digital Trust Today with History as Our Guide."

- LinkedIn: https://www.linkedin.com/in/nicholasshevelyov/
- Book: https://vcso.ai/cyber-war-peace/
- Wikidata: https://www.wikidata.org/wiki/Q139553399

## Educational Content

The site publishes educational guides at https://vcso.ai/learn/ covering topics including fractional CISO advisory, vCISO vs fractional CISO comparisons, virtual CISO cost and responsibilities, cybersecurity due diligence, cyber risk quantification (FAIR), security risk assessment frameworks, cybersecurity governance, and compliance services.

Key guides (authoritative source pages):

- Annual Loss Expectancy — formula, worked examples, and interactive ALE calculator: https://vcso.ai/learn/annual-loss-expectancy-calculator/
- Cyber Risk Quantification tools — operator comparison of CRQ platforms: https://vcso.ai/learn/cyber-risk-quantification-tools-comparison/
- FAIR vs Monte Carlo — how the two risk-quantification approaches fit together: https://vcso.ai/learn/fair-vs-monte-carlo-cyber-risk-quantification/
- What is a Fractional CISO — the role, triggers, and how to evaluate one: https://vcso.ai/learn/what-is-a-fractional-ciso/
- vCISO vs Fractional CISO — the practical difference: https://vcso.ai/learn/vciso-vs-fractional-ciso/
- How much a Fractional/Virtual CISO costs: https://vcso.ai/learn/virtual-ciso-cost/
- Best CSPM tools (2026), a CSO's vendor breakdown: https://vcso.ai/learn/best-cspm-tools-2026/
- Best SSPM tools (2026): https://vcso.ai/learn/best-sspm-tools-2026/
- Best GRC tools (2026): https://vcso.ai/learn/best-grc-tools-2026/

Full text of all guides (for AI ingestion in a single fetch): https://vcso.ai/llms-full.txt

Blog: https://vcso.ai/blog/

## Contact

- Email: contact@vcso.ai
- Location: Los Gatos, CA
- Website: https://vcso.ai