Director of Customer Success

CyberSheath Services International LLC is a rapidly growing Managed Services Provider primarily focused on providing CMMC Compliance and Cybersecurity services to the Defense Industrial Base (DIB). We are excited to be expanding our staff due to our growth and are looking to add a Director of Customer Success to our team!  

CyberSheath integrates compliance and threat mitigation efforts and eliminates redundant security practices that don’t improve and, in fact, may weaken an organization’s security posture. Our professionals advise clients where to stop spending, where to invest, and how to take what they are already doing and integrate it in a way that delivers improved security.   

Successful candidates for CyberSheath are self-motivated, think out of the box, work, and solve issues independently. Confident, ‘doers’ who ‘get the job done’ and strive to ‘do the right thing, even when no-one is looking’ are the types of candidates who strive in our culture.  Additionally, our most successful team members are self-starters and willing to put on many hats to succeed. CyberSheath is fast-growing and seeks candidates who want to be part of our upward trajectory.  

About the Role 

CyberSheath, a fast-growing, 2x private equity-backed cybersecurity company, is seeking a Director of Customer Success who can own outcomes—not tasks—and serve as the single point of accountability for the success of our Customer Success Managers and their customer base. This is a high-ownership, customer-facing role for someone who can think like a general manager and drive results through internal execution and team optimization, not by passing problems down the line. 

CSMs at CyberSheath are the single point of accountability—customers don’t need to understand our org chart because their CSM handles everything. This includes onboarding, managing the execution of compliance and technical projects, coordinating internal teams, escalating risks with solutions, and creating long-term customer satisfaction. You will have the opportunity to support the growth and success of each team member while continually looking at ways to make the customer journey a memorable one.  

The ideal candidate has strong business acumen, proven leadership skills, an understanding of the intersection between compliance, cybersecurity, and IT, and a relentless focus on execution, retention, and upsell opportunity identification. You will not succeed in this role by reacting to emails and attending meetings all day. This role requires structured thinking, disciplined work habits, and exceptional leadership.  

Key Responsibilities 

• Customer Ownership – Act as a conduit of success for the Customer Success team. Refine and continually improve customer relationships, retention, and their experience through meaningful process improvements. 

• Execution Coordination – Manage the execution of onboarding, corrective action plans, technology rollouts, environment builds, and other technical projects— ensuring technicians and internal teams stay on task and on time. A CSM is not a technical subject matter expert, more like a conductor of the orchestra than an instrument player. 

• Project & Process Management – Use existing playbooks to manage project workflows, but also refine and scale them as you identify improvements 

• Escalation with Accountability – Identify issues early, propose mitigation paths, and escalate with clarity—not chaos. 

• Strategic Relationship Building – Create meaningful relationships across customer orgs (technical, operational, and executive) to ensure depth and stability in the account. 

• Business Reviews & Customer Communication – Conduct structured quarterly business reviews, track KPIs, and clearly communicate outcomes, progress, and risks. 

• Instrumentation & Organization – Use internal dashboards and available data (ticket queues, backlog, VIP activity, escalations) to guide your priorities. If it’s off track, you’re already on it. 

• Retention & Upsell Support – Monitor health indicators and expand account value by identifying upsell opportunities and ensuring contract renewals. 

• Team Leadership – Lead, support, and hold team members accountable to deadlines and standards. Everyone at CyberSheath is empowered to do what’s required to deliver great service—you included. 

Who You Are 

• Execution-Driven – You don’t pass problems along; you fix them. 

• Organized & Disciplined – You structure your day, know your metrics, and guide internal teams with clarity. 

• Customer-Focused – You know how to speak to business leaders and ensure our services and team drive real customer value. 

• Accountable – You take full ownership of customer outcomes and internal execution, even when it’s messy. 

• Proactive Communicator – You don’t wait for things to break—you see risk coming and address it early. 

• Process-Oriented but Flexible – You follow the playbook, but you’re always looking for ways to improve and scale it. 

Why This Role? 

• Strengthen customer relationships, top to bottom—with the authority to make things happen.  

• Work at the heart of compliance, cybersecurity, and managed IT for mission-critical clients in the defense industrial base. 

• Join and lead a team that values ownership, urgency, and accountability. 

• Access to a complete set of tools and data—you just need to take initiative, act, and identify areas of opportunity.  

• Work remotely in a high-performance culture with a team that shares your standards.  

• Be measured on the things that matter: execution, retention, and customer impact.  

Preferred Qualifications 

• A minimum of 10 years of experience leading a Customer Success/Service team in a tech-focused environment (MSP-preferred) 

• Deep knowledge and understanding of IT systems and platforms  
• Experience providing end-user technical support  

Work Environment 

• A virtual work environment 
• There may be approximately 20% travel to customer sites and industry events in this role.

CyberSheath is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, gender identity, national origin, age, protected veteran status, among other things, or status as a qualified individual with a disability.