Frequently Asked Questions

Awards Program Overview

What are the Cyber Advisory Excellence Awards?

The Cyber Advisory Excellence Awards recognize leaders, teams, and emerging talent who are advancing the practice of cyber advisory within security program management. The awards celebrate those who exemplify excellence in governance, leadership, resilience, and real-world impact across the vCISO, vCIO, CISO as a Service, and broader MSP, MSSP, and IT services communities. Source

Who organizes the Cyber Advisory Excellence Awards?

The Cyber Advisory Excellence Awards are organized by Cynomi, a leader in vCISO platform solutions and cyber advisory enablement. Source

What is the purpose of the Cyber Advisory Excellence Awards?

The awards are designed to highlight outcomes, leadership, and trust—recognizing the people and practices shaping the future of cybersecurity services and transforming cybersecurity from a technical function into a strategic business capability. Source

Which communities are eligible for the awards?

The awards are open to individuals and teams in the vCISO, vCIO, CISO as a Service, MSP, MSSP, and IT services communities. Source

What outcomes do the awards seek to recognize?

The awards recognize measurable resilience, business outcomes, executive trust, and leadership in advancing cyber advisory excellence. Source

Nomination Process & Key Dates

When do nominations for the Cyber Advisory Excellence Awards open and close?

Nominations are now open and will close on July 31, 2026. Source

How can I submit a nomination for the awards?

You can submit a nomination by clicking the 'Submit a Nomination' button on the awards webpage. Source

What are the key dates for the Cyber Advisory Excellence Awards?

Key dates include: January 28, 2026 – Announcement of the Founding Cohort; July 31, 2026 – Nominations close; September 2026 – Award recipients announced and recognized. Winners will be recognized live at Right of Boom in Las Vegas, February 3-6, 2026. Source

Who can be nominated for the Cyber Advisory Excellence Awards?

Any cyber advisor, security leader, or team driving measurable resilience and business outcomes can be nominated across all award categories. Source

How are winners recognized?

Winners are recognized live at the Right of Boom event in Las Vegas and receive a physical trophy on site. Source

Award Categories & Criteria

What are the main award categories for 2026?

The 2026 award categories include: Transformational Cyber Leader Award, Women in Cyber Leadership Award, Cyber Advisory Team of the Year, Emerging Cyber Leader Award, Community Champion Award, and Cyber Resilience Impact Award. Source

What does the Transformational Cyber Leader Award recognize?

This award recognizes senior cyber leaders who have elevated cybersecurity from an operational function to a strategic business capability, driving measurable impact, executive trust, and organizational resilience. Source

What is the Women in Cyber Leadership Award?

This award honors women who demonstrate outstanding leadership, influence, and impact in advancing cyber advisory excellence, fostering inclusive leadership, and shaping the future of cybersecurity. Source

What does the Cyber Advisory Team of the Year award recognize?

This award recognizes advisory teams that exemplify collaboration, governance-driven security delivery, and measurable business outcomes through best-in-class cyber advisory services. Source

What is the Emerging Cyber Leader Award?

This award celebrates rising professionals who show exceptional promise in cyber advisory leadership, strategic thinking, and customer trust—representing the next generation of cyber leaders. Source

How is the Community Champion Award determined?

The Community Champion Award is determined through peer nomination and community voting, recognizing a vCISO, vCIO, or cyber leader widely respected for influence, thought leadership, collaboration, and commitment to advancing the cyber advisory profession. Source

What does the Cyber Resilience Impact Award honor?

This award honors organizations or leaders who have delivered tangible improvements in cyber resilience, risk management, and governance—helping businesses make confident, informed decisions. Source

Honorees & Recognition

Who are some of the 2026 Founding Cohort honorees?

Honorees include Jim Ambrosini (CompassMSP), Phil Bindley (Intercity), Dennis Boone (Slash Blue), Donald Monistere (General Informatics), John Matis (DeepSeas), and Chad Fullerton (ECI). Source

What achievements are highlighted for Jim Ambrosini?

Jim Ambrosini is recognized for elevating cybersecurity at CompassMSP, scaling a high-performing vCISO practice, embedding risk-based guidance, and driving measurable improvements in advisory speed and quality through AI and automation. Source

How has Phil Bindley impacted the cyber advisory field?

Phil Bindley has built CISO-as-a-Service into a top growth stream at Intercity, delivering repeatable compliance readiness outcomes across GDPR, Cyber Essentials, and ISO 27001, and advocating for executive alignment in cybersecurity strategy. Source

What measurable impact has Chad Fullerton achieved?

Chad Fullerton has tripled the growth of ECI's GRC program, strengthened security protocols and compliance frameworks, and built a security-conscious culture protecting company and customer ecosystems. Source

How are honorees selected for the Founding Cohort?

Honorees are selected based on their demonstrated leadership in redefining cybersecurity as a strategic business capability, measurable impact, and executive alignment. Source

Cynomi Platform & Solutions

What is Cynomi and how does it support cyber advisory excellence?

Cynomi is a vCISO platform purpose-built for MSPs, MSSPs, and vCISOs, enabling scalable, consistent, and high-impact cybersecurity services through AI-driven automation, embedded CISO-level expertise, and support for 30+ frameworks. Source

What are the key features of Cynomi's platform?

Key features include AI-driven automation (automates up to 80% of manual processes), centralized multitenant management, compliance readiness across 30+ frameworks, embedded CISO-level expertise, branded reporting, scalability, and a security-first design. Source

How does Cynomi help service providers scale their vCISO services?

Cynomi enables service providers to scale vCISO services without increasing resources by automating manual processes, standardizing workflows, and providing centralized management for multiple clients. Source

What compliance frameworks does Cynomi support?

Cynomi supports over 30 cybersecurity frameworks, including NIST CSF, ISO/IEC 27001, GDPR, SOC 2, and HIPAA, allowing tailored assessments for diverse client needs. Source

How does Cynomi automate cybersecurity processes?

Cynomi automates up to 80% of manual processes such as risk assessments and compliance readiness, reducing operational overhead and enabling faster service delivery. Source

What integrations does Cynomi offer?

Cynomi supports integrations with scanners (NESSUS, Qualys, Cavelo, OpenVAS, Microsoft Secure Score), cloud platforms (AWS, Azure, GCP), and workflows (API-level access, CI/CD tools, ticketing systems, SIEMs). Source

Does Cynomi provide API access?

Yes, Cynomi offers API-level access for extended functionality and custom integrations. For documentation, contact Cynomi directly or refer to their support team. Source

What technical documentation is available for Cynomi?

Cynomi provides compliance checklists (CMMC, PCI DSS, NIST), NIST compliance templates, a continuous compliance guide, and framework-specific mapping documentation. Resources are available at CMMC Compliance Checklist, NIST Compliance Checklist, and Continuous Compliance Guide.

Customer Success & Use Cases

What industries are represented in Cynomi's case studies?

Industries include legal, cybersecurity service providers, technology consulting, managed service providers (MSPs), and the defense sector. Source

Can you share some customer success stories for Cynomi?

CyberSherpas transitioned to a subscription model, CA2 upgraded security offerings and reduced risk assessment times by 40%, and Arctiq reduced assessment times by 60%. Source

What feedback have customers given about Cynomi's ease of use?

Customers praise Cynomi's intuitive interface and accessibility for non-technical users. James Oliverio (ideaBOX) described the platform as effortless and 'paint-by-numbers.' Steve Bowman (Model Technology Solutions) noted ramp-up time for new team members was reduced from four or five months to just one month. Source

What measurable business outcomes have Cynomi customers achieved?

CompassMSP closed deals 5x faster, ECI achieved a 30% increase in GRC service margins and cut assessment times by 50%, and Arctiq reduced assessment times by 60%. Source

Pain Points & Solutions

What core problems does Cynomi solve for service providers?

Cynomi solves time and budget constraints, manual processes, scalability issues, compliance and reporting complexities, lack of engagement tools, knowledge gaps, and consistency challenges. Source

How does Cynomi address manual and spreadsheet-based processes?

Cynomi automates up to 80% of manual tasks, eliminating inefficiencies and errors associated with spreadsheet-based workflows. Source

How does Cynomi help with compliance and reporting complexities?

Cynomi simplifies compliance tracking and reporting with branded, exportable reports and automated risk assessments, bridging communication gaps with clients and reducing resource-intensive tasks. Source

How does Cynomi bridge knowledge gaps for junior team members?

Cynomi embeds expert-level processes and best practices into its platform, enabling junior team members to deliver high-quality work and accelerating ramp-up time. Source

Competition & Differentiation

How does Cynomi compare to Apptega?

Apptega serves both organizations and service providers, while Cynomi is purpose-built for MSPs, MSSPs, and vCISOs. Cynomi offers AI-driven automation, embedded CISO-level expertise, and supports 30+ frameworks, providing greater flexibility and reducing manual setup time. Source

What differentiates Cynomi from ControlMap?

ControlMap requires moderate to high expertise and more manual setup, while Cynomi automates up to 80% of manual processes and embeds CISO-level expertise, allowing junior team members to deliver high-quality work. Source

How does Cynomi differ from Vanta?

Vanta is direct-to-business focused and best suited for in-house teams, with strong support for select frameworks. Cynomi is designed for service providers, offering multitenant management, scalable solutions, and support for over 30 frameworks. Source

What sets Cynomi apart from Secureframe?

Secureframe focuses on in-house compliance teams and requires significant expertise, with a compliance-first approach. Cynomi prioritizes security, links compliance gaps directly to security risks, and provides step-by-step, CISO-validated recommendations for easier adoption. Source

How does Cynomi compare to Drata?

Drata is premium-priced and best suited for experienced in-house teams, with onboarding taking up to two months. Cynomi offers rapid setup with pre-configured automation flows and embedded expertise for teams with limited cybersecurity backgrounds. Source

What advantages does Cynomi offer over RealCISO?

RealCISO has limited scope and lacks scanning capabilities. Cynomi provides actionable reports, automation, multitenant management, and supports 30+ frameworks, ensuring flexibility and scalability. Source

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Cyber Advisory
Excellence Awards

The Cyber Advisory Excellence Awards recognize the leaders, teams, and emerging talent who are advancing the practice of cyber advisory within security program management—helping transform cybersecurity from a technical function into a strategic business capability.

As cyber risk continues to shape executive decision-making, the role of the trusted cyber advisor has never been more critical. These awards celebrate those who exemplify excellence in governance, leadership, resilience, and real-world impact across the vCISO, vCIO, CISO as a Service, and broader MSP, MSSP, and IT services communities.

This program is designed to highlight outcomes, leadership, and trust—recognizing the people and practices shaping the future of cybersecurity services.

Nominations Are Now Open

The Cyber Advisory Excellence Awards are now accepting nominations across all award categories.

Whether you’re a cyber advisor, a security leader, or part of a team driving measurable resilience and business outcomes, we invite you to submit nominations for the full 2026 awards program.

Key Dates

January 28, 2026
Announcement of the Founding Cohort of Transformational Cyber Leaders
Now Open
Nominations across all award categories
July 31, 2026
Nominations close
September 2026
Award recipients announced and formally recognized

Award Categories & Descriptions

The Complete 2026 Awards Program

The Cyber Advisory Excellence Awards honor individuals and teams advancing cyber advisory excellence through leadership, outcomes, and trust across the ecosystem.

Transformational Cyber Leader Award

  • Individual Award
  • Founding Cohort announced in January
Recognizes senior cyber leaders who have fundamentally elevated cybersecurity from an operational function to a strategic business capability—driving measurable impact, executive trust, and organizational resilience.

Women in Cyber Leadership Award

  • Individual Award
Honors women who demonstrate outstanding leadership, influence, and impact in advancing cyber advisory excellence, fostering inclusive leadership, and shaping the future of cybersecurity.

Cyber Advisory Team of the Year

  • Individual Award
Recognizes advisory teams that exemplify collaboration, governance-driven security delivery, and measurable business outcomes through best-in-class cyber advisory services.

Emerging Cyber Leader Award

  • Individual Award
Celebrates rising professionals who show exceptional promise in cyber advisory leadership, strategic thinking, and customer trust—representing the next generation of cyber leaders.

Community Champion Award

  • Peer-Nominated & Community-Voted
  • Individual Award
Recognizes a vCISO, vCIO, or cyber leader who is widely respected across the community as a leader to watch—valued for their influence, thought leadership, collaboration, and commitment to advancing the cyber advisory profession. This award is determined through peer nomination and community voting, reflecting the collective voice of the cyber leadership community.

Cyber Resilience Impact Award

  • Individual or Team Award
Honors organizations or leaders who have delivered tangible improvements in cyber resilience, risk management, and governance—helping businesses make confident, informed decisions.

Founding Cohort Recognition

Transformational Cyber Leader Award — Foundational Cohort

Launching the Cyber Advisory Excellence Awards is our inaugural recognition of the Founding Cohort of Transformational Cyber Leaders—honoring individuals who have demonstrated exceptional leadership in redefining how cybersecurity supports business strategy, resilience, and executive alignment.

These leaders don’t just improve security posture—they build trust, enable growth, and shape the future of security services through real-world impact. Their work represents the modern standard for cyber advisory: scalable, measurable, and anchored in business outcomes.

Winners will be recognized live at Right of Boom in Las Vegas February 3-6, 2026, and will receive a physical trophy on site.

Meet the 2026 Founding Cohort Honorees

Jim Ambrosini

Director of Cyber Advisory Services

Jim has fundamentally elevated cybersecurity at CompassMSP — transforming security from an operational function into a strategic business capability.

He scaled a high-performing vCISO practice by standardizing delivery and embedding risk-based, executive-level guidance across client engagements, strengthening resilience and deepening board-level trust. Jim’s leadership also drives measurable improvements in advisory speed and quality through AI and automation, delivering repeatable outcomes, clearer executive reporting, and expanded recurring revenue opportunities.

A respected thought leader, Jim’s public insights amplify his influence well beyond his client base — shaping how the industry connects cyber risk to business decisions.

Phil Bindley

Field CISO

Phil is the embodiment of security leadership with a boardroom voice — and the ability to turn that influence into action. As Field CISO, he helps organizations make cybersecurity a competitive advantage by aligning risk management with business strategy, brand protection, and innovation.

Phil has helped build CISO-as-a-Service into a top growth stream at Intercity while delivering repeatable compliance readiness outcomes across GDPR, Cyber Essentials, and ISO 27001 — and he is already tracking emerging momentum around ISO 42001 for AI governance.

With more than a decade of advocacy and clear, practical guidance for the field, Phil continues to elevate how executives understand — and invest in — cybersecurity.

Dennis Boone

President

Dennis is recognized for building cyber advisory delivery that is both operationally excellent and growth-driving — proving that vCISO services can deliver real resilience while scaling business value.

His leadership is defined by practical execution: repeatable advisory outcomes, stronger client engagement, and higher satisfaction — all while turning security into a clear business enabler.

Dennis represents the modern cyber leader who understands that the most transformational security programs are those that become scalable capabilities, not one-off projects — improving posture, deepening trust, and supporting long-term growth.

Donald Monistere

President & CEO

Don is recognized for driving a powerful transformation: making security protection a standard expectation across every customer relationship, not a premium upgrade.

His leadership stands out because it reflects a clear belief — and a scalable operating model — that every customer deserves modern security guidance.

His and his team’s work turns cybersecurity into a baseline business outcome: repeatable, measurable, and delivered across the full client base to strengthen trust and resilience at scale.

John Matis

vCISO Practice Leader

John is recognized as a transformational cyber leader for building a modern fractional CISO advisory model that turns cybersecurity into a coordinated, business-aligned capability that scales.

With 23 years of experience across public and private sector leadership, John brings deep expertise in SaaS/cloud security, compliance alignment, privacy, and security transformation — consistently translating complex risk into executive clarity and actionable roadmaps. At DeepSeas, John is helping define an approach where strategic, proactive advisement is the foundation of the entire service offering.

Advisory anchors and connects delivery across GRC, MDR, and Offensive Security — ensuring cyber services work as an integrated system that supports not only compliance management, but measurable progress toward resilience. John’s impact is rooted in a core belief: every risk has a proactive response — and his leadership operationalizes that belief into repeatable outcomes that build confidence at the executive and board level.

Chad Fullerton

Vice President of Information Security

Chad is honored for accelerating measurable security maturity through governance, risk, and compliance leadership across cloud solutions and cybersecurity products.

His cross-functional execution has strengthened security protocols and compliance frameworks while building a security-conscious culture that protects both company and customer ecosystems.

Chad’s impact is not just strategic — it’s quantifiable: he has tripled the growth of the GRC program during his tenure, demonstrating the scale, execution rigor, and leadership required to drive meaningful transformation across a growing organization.

Nominate a Leader or Team

Help recognize excellence in modern cyber advisory.

Do you know someone advancing the practice of cyber advisory—improving resilience, building executive trust, or delivering measurable outcomes at scale?

Nominations are now open across all award categories.

Nominations close on July 31, 2026