A tailored course, built for your situation
Mastering OWASP for Director-Level Sales Execution
Close high-stakes healthcare technology deals faster with battle-tested security alignment frameworks
$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.
Technical security reviews are the silent deal killers in healthcare sales, but only if you don’t speak OWASP fluently
The situation this course is for
Complex sales cycles stall when security teams raise unresolved concerns. Traditional collateral doesn’t answer developer or compliance objections, causing deals to drift or restart. Without a shared language, trust erodes and timelines stretch.
Who this is for
Senior sales leader in healthcare tech or payer space navigating multi-stakeholder procurement with strong security oversight
Who this is not for
Entry-level reps, generalist sellers without technical buyers, or those not involved in security-sensitive sales cycles
What you walk away with
- Own the OWASP Top 10 well enough to anticipate and reframe security objections
- Integrate OWASP alignment into discovery workflows to preempt technical stalls
- Accelerate consensus across clinical, compliance, and IT stakeholders
- Turn security review from gatekeeper to accelerator by leading with trusted frameworks
- Document a repeatable playbook for OWASP-aligned sales execution
The 12 modules (with all 144 chapters)
Module 1. OWASP Fundamentals for Sales Leadership
Ground yourself in the actual structure and intent of OWASP, not abstract risk claims. Learn how developers and security teams use it, and why it matters for deal timing.
12 chapters in this module
- What OWASP really is
- How dev teams apply it daily
- The myth of 'security compliance'
- Mapping OWASP to buyer roles
- Why sales leaders misunderstand mitigation timelines
- The procurement advantage of early alignment
- Three common misuses of OWASP in sales
- Why 'we’re secure' isn’t enough
- Security storytelling vs framework fluency
- How OWASP ties to HIPAA and NIST
- The role of third-party audits
- First principles of due diligence prep
Module 2. Preempting Technical Objections
Shift from reactive defense to proactive positioning. Identify security objections before they arise and reframe them as proof points.
12 chapters in this module
- Predicting QA pushback on integration
- Anticipating developer scrutiny
- Mapping features to OWASP controls
- Using risk tiers to prioritize answers
- The cost of delayed transparency
- Turning SOC 2 reports into trust accelerators
- How to respond to 'your vendor assessment failed'
- Building credibility before the RFP
- Security objections that kill deals
- Frameworks for rapid rebuttal
- The escalation ladder in buyer orgs
- Aligning legal and infosec narratives
Module 3. OWASP in Healthcare Procurement
Apply OWASP specifically to payer and provider environments where data sensitivity and compliance scrutiny are non-negotiable.
12 chapters in this module
- Why healthcare buyers default to OWASP
- Integrating with HITRUST alignments
- Mapping to HIPAA technical safeguards
- Security expectations in claims processing
- Patient identity workflows under scrutiny
- Third-party vendor review patterns
- OWASP in legacy environment deals
- Cloud migration security gates
- Audit trail expectations
- Session management in clinician workflows
- Secure API design in payer platforms
- Data residency and OWASP overlap
Module 4. Discovery Phase Alignment
Introduce OWASP alignment at the first call to shape perception and build momentum.
12 chapters in this module
- Asking OWASP-aware discovery questions
- Identifying security champions early
- Tailoring value props to infosec
- Avoiding overpromising on mitigation
- The first-mover advantage in trust
- Documenting early alignment
- Sharing lightweight proof artifacts
- Setting expectations for due diligence
- Integrating into CRM workflows
- Internal stakeholder prep
- Sales engineering coordination
- When to escalate to security SMEs
Module 5. Building the OWASP-Backed Proposal
Structure proposals so security teams approve faster.
12 chapters in this module
- Including OWASP mapping tables
- Reference architectures with controls
- Using MITRE ATT&CK crosswalks
- Avoiding red flags in wording
- How to present patch timelines
- Third-party attestation expectations
- Linking features to OWASP items
- Why boilerplate fails
- Customization without overpromise
- Timeline realism in security commitments
- The role of penetration testing summaries
- Presenting roadmap alignment
Module 6. Navigating Security Due Diligence
Turn due diligence from a delay into a validation moment.
12 chapters in this module
- Typical OWASP-focused questionnaires
- Preparing internal teams for review
- Documenting control ownership
- How to answer 'unsupported libraries'
- Vulnerability disclosure posture
- Patch cadence commitments
- The role of SBOMs
- Proving continuous monitoring
- Handling findings from past audits
- Engaging external assessors
- Escalation paths during review
- Status reporting that reassures
Module 7. Accelerating Internal Consensus
Use OWASP to align legal, compliance, and IT faster.
12 chapters in this module
- Speaking the language of risk teams
- Mapping OWASP items to internal controls
- Shortening compliance reviews
- Creating shared artifacts
- Security exception workflows
- Cross-functional sign-off models
- Internal audit expectations
- Leveraging past assessments
- Internal escalation paths
- Change advisory board alignment
- Influence without authority
- Speeding up patch approvals
Module 8. Vendor Review and Third-Party Risk
Lead vendor review cycles with confidence when your solution is the one being assessed.
12 chapters in this module
- Handling multi-layer questionnaires
- Preparing development teams
- Documenting architecture decisions
- The role of penetration tests
- Common pitfalls in responses
- How OWASP reduces third-party risk scores
- Using past audits as proof
- Managing disclosure timelines
- Engaging external validators
- Responding to findings
- Remediation timeline expectations
- Reassessment cycles
Module 9. OWASP Integration with Sales Playbooks
Embed OWASP fluency into repeatable sales motions.
12 chapters in this module
- Updating discovery templates
- Sales engineering prep checklists
- Objection handling libraries
- CRM field enhancements
- Deal review integration
- Win-loss analysis with security lens
- Sales onboarding content
- Internal SME networks
- Escalation playbooks
- Cross-sell leverage through trust
- Benchmarking security approval speed
- Tracking OWASP impact on cycle time
Module 10. Security Storytelling for Executives
Communicate OWASP alignment in business terms to c-suite and board-level stakeholders.
12 chapters in this module
- From vulnerabilities to business risk
- Executive summary frameworks
- Avoiding technical jargon
- Risk posture narratives
- Benchmarking against peers
- Tying OWASP to uptime and trust
- Market differentiation through security
- Incident preparedness positioning
- Third-party risk reduction
- Brand trust dividends
- Investor readiness signals
- M&A due diligence readiness
Module 11. Repeatable Artefact Creation
Build templates that compound across deals.
12 chapters in this module
- OWASP response matrices
- Customizable proposal sections
- Sales engineering briefs
- Internal alignment checklists
- Executive narrative decks
- Vendor assessment trackers
- Remediation plan templates
- Compliance crosswalk tables
- Risk scoring models
- Audit trail documentation
- Change logging standards
- Stakeholder comms templates
Module 12. Sustaining Momentum Post-Sale
Turn initial wins into long-term trust and expansion.
12 chapters in this module
- Onboarding with security in mind
- Post-sale audit support
- Change advisory engagement
- Patch communication workflows
- Incident response coordination
- Annual review prep
- Proactive reassessment offers
- Customer-led security reviews
- Expansion opportunities through trust
- Referenceability programs
- Case study development
- Turning security into advocacy
How this maps to your situation
- First contact with security-conscious buyer
- Responding to vendor assessment questionnaire
- Preparing for technical due diligence
- Closing with multi-stakeholder consensus
Before vs. after
Before
Security reviews slow your deals. Technical stakeholders raise objections late, forcing rework and delays. You’re reactive, citing vague assurances.
After
You lead with OWASP alignment from day one. Security teams fast-track your deals. You close faster with fewer escalations and stronger internal credibility.
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: Approximately 3 hours per module, designed for completion within 6 weeks with real-world integration.
If nothing changes
Deals will continue to stall at technical review. Competitors with stronger security positioning will win by default. Your team will spend more time on rework than revenue.
How this compares to the alternatives
Generic sales training misses technical fluency. Security certifications like CISSP are too technical and take months. This course is tailored to sales leaders who need actionable OWASP fluency fast.
Frequently asked
Is this course technical?
No. It’s designed for sales leaders who need to speak the language of security without becoming engineers.
How is the course structured?
12 modules, each containing 12 chapters (144 chapters total).
Will this help with non-healthcare deals?
Yes. OWASP applies to any software procurement, but the examples are rooted in healthcare for maximum relevance.
$199 one-time. Approximately 3 hours per module, designed for completion within 6 weeks with real-world integration..
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