Background

About

The West Annapolis Group is not a large firm with junior consultants doing the work. You work directly with the principal. That is the point.

Ishtiaq Rouf

Engagement Model

One mandate at a time. Fixed scope. Accountable conclusions.

The Principal

Ishtiaq “Ish” Rouf

Healthcare Operations · M&A · Cybersecurity

Ish is a healthcare operations and M&A advisor working at the intersection of clinical operations, technology, and cybersecurity. He has participated in over 40 PE-backed transactions with depth across dental, musculoskeletal, vision, and multi-site physician groups.

He brings hands-on expertise that most advisors don't: operational readiness assessments, technology debt analysis, and cybersecurity posture reviews — including hands-on penetration testing and compliance oversight across regulated healthcare environments.

Ish serves as VP of Enterprise Onboarding at CareStack, a cloud-native dental practice management platform, and leads operations at BITE Dental Center, a highly tech-enabled multi-location group. He also holds a fractional advisory position at TalaSecure, focused on technology-driven security innovation.

“Operator. Product executive. Security practitioner. That combination is what he brings to every engagement.”

Expertise

Mandates closed40+ PE-backed transactions
Healthcare depthDental · Musculoskeletal · Vision
OperationsRevenue cycle, workflow design, multi-site integration
M&A DiligenceOperational & technology readiness, pre-LOI through close
CybersecurityCISSP · Penetration testing · Compliance oversight
AnalyticsReal-time operations, forecasting, KPI architecture
CredentialsExecutive MBA, Duke Fuqua · Six Sigma Green Belt
GeographyNational, based in Annapolis, Maryland