Career Directors International
Chief Operating Officer (COO) for Microsoft focused Cybersecurity Firm
Career Directors International, San Diego, California, United States, 92189
Company Description
Agile IT delivers Microsoft‑centric professional and managed services with a mission to operationalize CMMC for the DIB and protect CUI across cloud and on‑premises estates.
What we deliver
Professional Services – Enablement (fixed‑price projects)
Managed Services – Security & CMMC Compliance for Microsoft and on‑premises systems
Microsoft GCC High Licensing (delivery, onboarding, and lifecycle operations)
Complementary Partner Services (co‑delivery and vendor management)
Job Description Turn strategy and bookings into predictable, profitable, audit‑ready outcomes. Lead service delivery, service management, customer success, partner delivery, and continuous improvement. Embed CMMC into every engagement and scale repeatable delivery models for the DIB.
What you’ll own Service Delivery & Operations
End‑to‑end ownership of Managed Services, Professional Services/Project Delivery, Customer Success, and Service Operations.
Standardize delivery for enablement (fixed price) and managed services (CMMC/security) with playbooks/runbooks, SLAs/OLAs, and quality gates.
Operate Microsoft GCC High Licensing onboarding, lifecycle, and support aligned to compliance requirements.
CMMC & Compliance Operations
Bake NIST/CMMC controls into workflows, evidence capture, continuous monitoring, and audit readiness.
Build repeatable DIB‑ready patterns that protect CUI and reduce time‑to‑audit‑ready.
Financial Discipline & Scale
Own services P&L; drive utilization, capacity, forecasting, backlog burn‑down, and gross‑margin improvement.
Automate with RMM and API‑driven runbooks to reduce cost‑to‑serve and increase quality.
Customer Outcomes & Escalations
Executive sponsor for strategic accounts; lead major incidents; maintain top‑quartile CSAT and retention.
Govern delivery of Complementary Partner Services (vendor oversight, joint SLAs, security posture).
CRO Alignment & Handoffs
Co‑own “Revenue Quality” with the CRO: ensure sold work matches delivery capacity, margin, compliance, and risk profile.
Define and enforce Sales→Delivery handoffs (deal desk, SOW standards, kickoff, success criteria).
Provide delivery insights to marketing/product marketing (case studies, proof points, offers).
Qualifications Required Qualifications
10+ years in technology delivery with 5+ in senior operations leadership (VP/Head/COO) in an MSP/SI.
Deep Microsoft expertise (Azure, Microsoft 365, security) and experience operating Microsoft GCC/GCC High or regulated environments.
Proven CMMC/NIST operationalization (controls, evidence, audit readiness).
MSP billing understanding (PSA, Microsoft NCE) and automation platforms (RMM, API integrators such as n8n, Rewst).
Strong ITIL/service‑management background; demonstrated P&L, capacity, utilization, and margin management.
Excellence in building leaders, resolving escalations, and scaling processes.
Education: College degree preferred, not required.
Preferred
Experience running licensing onboarding/support operations; partner co‑delivery governance.
Automation mindset (runbooks, evidence automation, telemetry/ops analytics).
Additional Information Compensation & benefits
Competitive executive compensation (base + performance bonus + stock options after first year).
Comprehensive benefits (medical, retirement, PTO, professional development).
Mission‑driven work that directly strengthens the national security supply chain.
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What we deliver
Professional Services – Enablement (fixed‑price projects)
Managed Services – Security & CMMC Compliance for Microsoft and on‑premises systems
Microsoft GCC High Licensing (delivery, onboarding, and lifecycle operations)
Complementary Partner Services (co‑delivery and vendor management)
Job Description Turn strategy and bookings into predictable, profitable, audit‑ready outcomes. Lead service delivery, service management, customer success, partner delivery, and continuous improvement. Embed CMMC into every engagement and scale repeatable delivery models for the DIB.
What you’ll own Service Delivery & Operations
End‑to‑end ownership of Managed Services, Professional Services/Project Delivery, Customer Success, and Service Operations.
Standardize delivery for enablement (fixed price) and managed services (CMMC/security) with playbooks/runbooks, SLAs/OLAs, and quality gates.
Operate Microsoft GCC High Licensing onboarding, lifecycle, and support aligned to compliance requirements.
CMMC & Compliance Operations
Bake NIST/CMMC controls into workflows, evidence capture, continuous monitoring, and audit readiness.
Build repeatable DIB‑ready patterns that protect CUI and reduce time‑to‑audit‑ready.
Financial Discipline & Scale
Own services P&L; drive utilization, capacity, forecasting, backlog burn‑down, and gross‑margin improvement.
Automate with RMM and API‑driven runbooks to reduce cost‑to‑serve and increase quality.
Customer Outcomes & Escalations
Executive sponsor for strategic accounts; lead major incidents; maintain top‑quartile CSAT and retention.
Govern delivery of Complementary Partner Services (vendor oversight, joint SLAs, security posture).
CRO Alignment & Handoffs
Co‑own “Revenue Quality” with the CRO: ensure sold work matches delivery capacity, margin, compliance, and risk profile.
Define and enforce Sales→Delivery handoffs (deal desk, SOW standards, kickoff, success criteria).
Provide delivery insights to marketing/product marketing (case studies, proof points, offers).
Qualifications Required Qualifications
10+ years in technology delivery with 5+ in senior operations leadership (VP/Head/COO) in an MSP/SI.
Deep Microsoft expertise (Azure, Microsoft 365, security) and experience operating Microsoft GCC/GCC High or regulated environments.
Proven CMMC/NIST operationalization (controls, evidence, audit readiness).
MSP billing understanding (PSA, Microsoft NCE) and automation platforms (RMM, API integrators such as n8n, Rewst).
Strong ITIL/service‑management background; demonstrated P&L, capacity, utilization, and margin management.
Excellence in building leaders, resolving escalations, and scaling processes.
Education: College degree preferred, not required.
Preferred
Experience running licensing onboarding/support operations; partner co‑delivery governance.
Automation mindset (runbooks, evidence automation, telemetry/ops analytics).
Additional Information Compensation & benefits
Competitive executive compensation (base + performance bonus + stock options after first year).
Comprehensive benefits (medical, retirement, PTO, professional development).
Mission‑driven work that directly strengthens the national security supply chain.
#J-18808-Ljbffr