How CyberSherpas Doubled Their Deal Size

Building a High-Value Advisory Practice

CyberSherpas, a cybersecurity and IT advisory firm, set out to build a scalable model for delivering strategic cybersecurity services. Their goal was to turn early risk assessments into a consistent advisory model that could grow sustainably while maintaining high quality across a diverse client base.

Challenges of Consistency and Growth

CyberSherpas’ main challenges stemmed from inconsistency and limited scalability. The team relied on one-off templates, manual data collection, and assessment methods that varied by consultant, resulting in inconsistent outcomes and delivery timelines that lasted longer than clients’ expectations. 

Demonstrating value early in the relationship became difficult. Communicating cybersecurity findings in a way that resonated with executives added another hurdle, slowing momentum and reducing the likelihood that clients would progress into ongoing advisory services.

Implementing Cynomi

Cynomi helped CyberSherpas streamline and standardize its assessment workflow by replacing manual spreadsheets with automated reporting, guided frameworks, and a centralized system. This shift reduced operational overhead and created consistency across client engagements. 

With Cynomi’s structured cyber risk assessments, CyberSherpas moved from one-off projects to an advisory-led model, giving clients early visibility into their security posture and a clear path for improvement. This accelerated client adoption, strengthened long-term relationships, and generated stronger momentum for continued engagement.

Driving Growth and Client Value

Cynomi’s dashboards helped translate technical gaps into business-level priorities, strengthening executive conversations and supporting a smoother transition into ongoing advisory services.

“With Cynomi, we were able to take a client and move them to a much lower risk posture by engaging them in a virtual CISO services subscription versus one-off engagements,” said Thomas Scott, CEO of CyberSherpas. This clarity enabled CyberSherpas to convert more initial assessments into recurring advisory services, doubling annual revenue from former audit-only clients. The transformation allowed the firm to scale without adding significant headcount, creating a more efficient, consistent, and sustainable growth model.