A tailored course, built for your situation
Mastering OWASP for COOs Leading AI-Led Automation Initiatives
Build authoritative, influence-backed security decisions into the core of automation delivery.
$199 one-time
24-hour access provisioning
30-day money-back guarantee
Hand-built implementation playbook
12 modules. 12 chapters per module. 144 chapters total.
12 modules, each with 12 chapters (144 chapters total), text-based, plus downloadable templates and a hand-built implementation playbook delivered alongside course access.
Who this is for
Chief Operating Officer or senior project leader driving AI-led automation in B2B service delivery with accountability for cross-functional risk, compliance, and technical governance.
Who this is not for
Individual contributors without decision influence, engineers focused only on implementation, or leaders outside automation, risk, or technical operations.
What you walk away with
- Own the security and compliance narrative in AI automation projects from initiation to deployment
- Lead vendor evaluations with authority grounded in OWASP control benchmarks
- Align engineering, security, and delivery teams using a shared decision framework
- Anticipate and resolve technical control gaps before escalation
- Documented decision pathways that survive team turnover and scale across initiatives
The 12 modules (with all 144 chapters)
Module 1. The COO's Role in Security Governance
Position operational leadership as a proactive force in security oversight, not a reactive checkpoint. This module reframes COO influence through policy enablement and control ownership.
12 chapters in this module
- From oversight to ownership
- Security as an enabler of speed
- Mapping influence pathways
- COO as control integrator
- Risk velocity in automation
- Decision rights by design
- Governance without friction
- Leading from the middle
- Cross-functional trust signals
- Authority vs approval
- Security cadence alignment
- The automation accountability gap
Module 2. Introducing OWASP Principles for Non-Developers
Demystify OWASP for technical leaders who don't code but must govern. Focus on control outcomes, not syntax.
12 chapters in this module
- Top 10 without the jargon
- Risk categories made concrete
- Control objectives over code
- OWASP in the delivery pipeline
- Mapping threats to business impact
- Security smells in automation
- Vendor claims vs controls
- Identifying control gaps
- Third-party risk triggers
- Architecture red flags
- Incident root causes
- Compliance as a byproduct
Module 3. Influencing Architecture Without Authority
Equip COOs to lead technical direction through structured reasoning, not hierarchy. Leverage frameworks as leverage.
12 chapters in this module
- Decision influence mechanics
- The power of cold facts
- Pre-framing technical choices
- Control-first discussions
- Using OWASP as common ground
- Asking the right questions
- Building consensus pre-meeting
- Escalation as a last resort
- Evidence-based prioritization
- Deferring without delaying
- Stakeholder mapping
- Creating decision inertia
Module 4. Vendor Selection with Built-In Security
Shape procurement and integration decisions using OWASP benchmarks as non-negotiable filters.
12 chapters in this module
- Security in RFP design
- OWASP-based scoring
- Pre-vetted control checklists
- Penetration test expectations
- API exposure limits
- Authentication assumptions
- Data lifecycle promises
- Incident response SLAs
- Audit trail completeness
- Control ownership handover
- SSO integration scope
- Zero-trust alignment
Module 5. Building Security into Automation Pipelines
Embed OWASP logic directly into CI/CD workflows and deployment gates, ensuring compliance is automated, not reviewed.
12 chapters in this module
- Security as a pipeline gate
- Automated vulnerability blocking
- Control validation scripts
- Secrets management defaults
- Role-based access in code
- Environment segregation rules
- Logging completeness checks
- Real-time threat detection
- Patch cadence automation
- Compliance drift alerts
- Change control triggers
- Rollback criteria
Module 6. Owning the Technical Narrative
Lead technical discussions with confidence by anchoring in OWASP standards, not opinion.
12 chapters in this module
- Speaking the engineering language
- Citing control frameworks
- Asking for evidence
- Documenting assumptions
- Challenging without conflict
- Using precedent effectively
- Security trade-off transparency
- Balancing speed and safety
- Narrative control in reviews
- Preempting escalation
- Building peer trust
- Leading from influence
Module 7. Cross-Functional Alignment on Risk
Align security, engineering, legal, and delivery teams around a shared risk model rooted in OWASP.
12 chapters in this module
- Creating a common taxonomy
- Risk appetite calibration
- Thresholds for escalation
- Shared ownership models
- Delegation with oversight
- Risk register integration
- Incident triage protocols
- Communication playbooks
- Post-mortem alignment
- Metrics that matter
- Feedback loops
- Risk tolerance documentation
Module 8. Decision Rights in Hybrid Teams
Clarify who owns what in distributed, AI-heavy teams using OWASP control ownership as a blueprint.
12 chapters in this module
- Control ownership mapping
- Geographic team splits
- Onshore/offshore security
- Timezone-aware decisions
- Documentation as control
- Sign-off automation
- Escalation routing
- Conflict resolution paths
- Version control discipline
- Audit readiness
- Knowledge transfer
- Team-level accountability
Module 9. Documenting Influence Pathways
Turn informal influence into repeatable, auditable decision frameworks that scale.
12 chapters in this module
- Capturing decision logic
- Attribution without ego
- Framework-based justification
- Precedent libraries
- Decision playbooks
- Change logs
- Versioning governance
- Peer review workflows
- Archival standards
- Retrieval efficiency
- Cross-project reuse
- Leadership onboarding
Module 10. Scaling Security Practices Across Initiatives
Turn one-time wins into repeatable patterns using OWASP as a scaling backbone.
12 chapters in this module
- Pattern identification
- Template creation
- Playbook portability
- Control portability
- Automation reuse
- Team-to-team transfer
- Lessons learned integration
- Benchmark tracking
- Performance baselines
- Improvement cycles
- Scaling without drift
- Governance compounding
Module 11. Sustaining Influence Through Leadership Change
Ensure your governance approach survives executive transitions and team reshuffles.
12 chapters in this module
- Institutionalizing practices
- Documentation as insurance
- Succession planning
- Control ownership transfer
- Onboarding frameworks
- Audit trail completeness
- Policy portability
- Culture markers
- Leadership alignment
- Stakeholder continuity
- Risk narrative preservation
- Long-term sustainability
Module 12. The COO’s Implementation Playbook
Finalize your tailored implementation plan with templates, checklists, and real-world decision scenarios.
12 chapters in this module
- Personal influence audit
- Gap analysis
- Priority roadmap
- Stakeholder plan
- Control integration plan
- Vendor alignment checklist
- Risk escalation path
- Decision documentation
- Security KPIs
- Team enablement
- Review cycle design
- Sustainability plan
How this maps to your situation
- Leading AI automation with security oversight
- Shaping vendor decisions without technical title
- Aligning hybrid teams on risk tolerance
- Creating lasting governance beyond tenure
Before vs. after
Before
Security decisions unfold in silos, vendor choices lack consistent benchmarks, and risk escalations consume time.
After
You lead integrated decision pathways, set security standards upfront, and scale compliance through automation.
What's included with your purchase
- 12 modules with 12 chapters each (144 chapters)
- Downloadable templates and worked examples for every module
- Hand-built implementation playbook delivered alongside course access
- 30-day money-back guarantee
Delivery and format
- Course and learning environment access provisioned within 24 hours of purchase
- Hand-built implementation playbook delivered alongside course access
Format: Text-based modules and chapters in the Art of Service learning environment, plus downloadable templates and worked examples for every chapter, plus the hand-built implementation playbook delivered alongside course access.
Time investment: 6-8 hours of focused reading and reflection, designed to fit within existing leadership rhythms.
If nothing changes
Without structured influence, security gaps in automation remain invisible until incident, and vendor decisions default to cost over control.
How this compares to the alternatives
Generic security courses focus on developers or auditors. This is tailored for operating leaders who must influence technical outcomes without direct authority.
Frequently asked
Is this technical enough for engineering teams?
It’s built for leaders who govern technical work. Engineers can use it as a bridge to operational priorities.
How is the course structured?
12 modules, each containing 12 chapters (144 chapters total).
Will this help me with vendor audits?
Yes, by embedding OWASP standards into selection and integration, you reduce audit findings before they arise.
$199 one-time. 6-8 hours of focused reading and reflection, designed to fit within existing leadership rhythms..
Within 24 hours your account in the learning environment is provisioned and the tailored implementation playbook is delivered alongside it.
30-day money-back guarantee·
144 chapters·
Hand-built playbook included·
Account access within 24 hours