Introduction
Enterprise software licensing decisions are no longer just an IT issue.
For CIOs, CTOs, IT Directors, and Procurement Leaders — licensing, cloud strategy, and vendor negotiations are business-critical.
Redress Compliance has developed the CIO Playbook to support technology leaders managing the world’s most complex vendors — Oracle, IBM, SAP, Microsoft, Salesforce, Adobe, and Broadcom.
This playbook helps CIOs navigate licensing risks, contract pitfalls, audits, renewals, and cloud transitions.
What Do We cover?
The CIO Playbook Covers
Oracle CIO Playbook
Java Licensing
ULA & PULA Strategy
Oracle Cloud (OCI) Licensing
Oracle Audit Defense
ULA Exit Planning
IBM CIO Playbook
IBM Licensing Models (PVU, VPC)
ILMT Compliance Management
Cloud Pak Optimization
IBM Software Audit Readiness
Mainframe & Middleware Licensing
SAP CIO Playbook
S/4HANA Migration Licensing Impact
RISE with SAP Contract Negotiation
Indirect Access Risk Management
SAP License Optimization
Shelfware Reduction Strategy
Microsoft CIO Playbook
Microsoft 365 Licensing Optimization
Enterprise Agreement Renewal Strategy
Azure Hybrid Benefit & Cost Management
Dynamics 365 Licensing
Copilot AI Licensing Considerations
Salesforce CIO Playbook
Salesforce Licensing Best Practices
Renewal Negotiation Playbook
License Usage Optimization
Multi-Cloud Salesforce Strategy
Avoiding Shelfware & Over-Spend
Adobe CIO Playbook
Creative Cloud Licensing Management
Acrobat Enterprise Licensing
ETLA Contract Negotiation
Firefly Generative AI Licensing
Managing Adobe Renewal Costs
Broadcom CIO Playbook
VMware Licensing Under Broadcom
Core-Based Licensing Changes
Subscription Model Risks
CA Software Licensing Management
Symantec Enterprise Licensing
Audit Defense Services & Tools
Audit Response Templates
Internal License Compliance Reviews
Contract Clause Review & Risk Identification
License Optimization Strategies Before Audit
Negotiation Support for Audit Findings
Audit Settlement Support & Risk Reduction
Internal Audit Playbooks for IT & Procurement Teams
Our Dedication
Why CIOs Work With Redress Compliance
“Working with Redress Compliance was a game changer for our company,” said a Global CIO.
“Not only did they help us achieve compliance and avoid significant audit fines, but I would also highly recommend working with Redress Compliance to any company looking to optimize their softeware licensing.”
– Head of IT Procurement
Your Independent Software License Expert
Our Objective—We bridge the gap between technology and business. Our mission is to help organizations navigate the complexities of Software licensing and optimize their IT investments.
Vendor Licensing Experts with real-world experience
Trusted advisory in high-stakes negotiations
Support across Oracle, IBM, SAP, Microsoft, Salesforce, Adobe, Broadcom
Independent licensing & compliance advisory
Audit defense strategies to protect your organization
Contact Redress Compliance
Every software licensing decision has long-term consequences.
Let us help you build your strategy.
Book a consultation with our software licensing experts