THE DEAL IS ONLY THE BEGINNING.

Deals are negotiated in boardrooms. They succeed—or fail—in execution.

Most M&A books explain the deal. This one explains how to make it work—by treating technology as the operating infrastructure behind continuity, control, compliance, productivity, and value.

IT M&A Strategy and Execution

A Practitioner’s Deal-Tested Playbook for Technology Leaders

COMING SOON: Hardcover · $49.99

For technology leaders accountable for acquisitions, divestitures, carve-outs, integrations, separations, and TSA exits.

IT M&A Strategy and Execution by Sheila K. Gray

WHAT THIS BOOK HELPS YOU DO

PLAN THE DEAL

Build the Path Forward

Understand the strategic, operational, and technical decisions that shape deal value.

EXECUTE WITH DISCIPLINE

Move from Plan to Action

Translate the deal strategy into governance, workplans, decisions, and measurable outcomes.

PROTECT DEAL VALUE

Avoid Costly Surprises

Anticipate the risks, dependencies, and execution failures that derail technology transitions.

END TO END TRANSACTION JOURNEY

From Deal Strategy to Value Realization

From deal strategy through diligence, planning, execution, stabilization, and TSA exit, the playbook connects technology decisions to the disciplines required to protect and deliver value.

01

Strategy

Deal thesis and technology implications

02

Diligence

Risk, cost, complexity, and readiness

03

Planning

Day 1, operating model, and roadmap

04

Execution

Integration or separation delivery

05

Stabilization

Operational control and issue closure

06

Value Realization

TSA exit, optimization, and outcomes

PRACTICAL. COMPREHENSIVE. DEAL-TESTED.

Built for the Realities of IT M&A

Practical guidance for technology leaders accountable for delivering value across the entire transaction lifecycle.

ACROSS THE DEAL LIFECYCLE

End-to-End Lifecycle

Navigate diligence, Day 1, integration, separation, TSA execution, and exit through one connected framework.

FIELD-TESTED EXECUTION

Deal-Tested Frameworks

Turn strategy into action with practical governance models, decision tools, checklists, and execution disciplines.

FOR THOSE ACCOUNTABLE

Built for Technology Leaders

Lead with greater clarity across business, legal, finance, cyber, infrastructure, applications, data, and vendors.

TECHNOLOGY IS NOT A SUPPORTING WORKSTREAM

It is the operating infrastructure through which the deal delivers—or destroys—value.

Business continuity, financial control, customer service, regulatory compliance, data protection, employee productivity, and synergy realization all depend on technology execution. Treating IT as a downstream technical exercise is how manageable risk becomes damage.

Bring discipline to ambiguity. Expose risk before it becomes damage. Convert transaction strategy into executable technology outcomes.

EXECUTION—NOT THEORY

A field-tested execution system for technology across the entire deal lifecycle.

More than a checklist, the book connects deal intent to the fact base, decisions, controls, deliverables, economics, and critical-path dependencies required to protect value—from diligence through Day 1, integration or separation, TSA exit, and stabilization.

01

Diligence & Deal Protection

Reveal technology, cyber, data, contract, cost, and operating risks—and connect them to valuation, deal protections, TSA needs, and the decision to proceed.

02

Operating Model & Governance

Build the dedicated team, roles, decision rights, governance forums, escalation paths, capacity, and SMO/IMO cadence required to execute.

03

Dependencies & Entanglements

Map applications, data, infrastructure, identities, people, vendors, contracts, interfaces, and shared services into a defensible fact base and Application Data Book.

04

Day 1, Cutover & Hypercare

Set minimum operating conditions, readiness gates, cutover command, continuity controls, issue management, and structured hypercare.

05

Integration & Separation

Translate the deal thesis into target-state choices, sequenced work, dependencies, milestones, budgets, risks, synergies, and measurable outcomes.

06

TSA Lifecycle & Exit

Manage service definition, pricing, performance, change control, extension economics, exit readiness, termination, reconciliation, stabilization, and handoff.

THE EXPERIENCE BEHIND THE BOOK

Written from the side of the table where the plan has to work.

Sheila K. Gray has spent more than two decades leading technology across acquisitions, divestitures, global separations, and complex enterprise transformations—often in highly entangled environments. The lessons in this book were earned under immovable deadlines, amid real operational dependencies, and with material financial stakes.

20+

Years leading technology

Executive leadership across acquisitions, divestitures, global separations, and complex enterprise transformations.

35+

Countries

Cross-border programs involving diverse markets, stakeholders, regulatory environments, and operating models.

$63B

Largest acquisition supported

The largest of several multibillion-dollar transactions involving complex technology integration and separation.





$160M

Transformation value delivered

Technology execution supporting a major enterprise transformation with $160 million in business value delivered

FOR THE PEOPLE ACCOUNTABLE WHEN EXECUTION GETS REAL

The book you want within reach when the clock starts.

Built for leaders who need a practical reference, a common language, and a disciplined way to move from incomplete information to defensible decisions.

  • CIOs and technology executives
  • IT M&A, IMO, and SMO leaders
  • Corporate development and deal teams
  • Enterprise architects and workstream leads
  • Transaction advisors and functional partners

IT M&A STRATEGY AND EXECUTION

Make execution a source of deal confidence—not deal risk.

A Practitioner's Deal-Tested Playbook for Technology Leaders

Hardcover · $49.99 Published by Third Avenue Press

EXTEND THE VALUE OF THE BOOK

The book is the foundation. These resources help put it to work.

BOOK DIAGRAMS

View the book's diagrams at full size.

View and download selected diagrams, matrices, and reference visuals from the book, organized by chapter as a practical learning aid.

Explore the diagram library

TEMPLATE LIBRARY

Start with the work products practitioners actually need.

Professional, customizable work products available for purchase as instant digital downloads—ready to adapt to your transaction.

Examples of planned downloads include: Master plans · diligence workbooks · Day 1 readiness checklists · integration and separation plans · TSA schedules · budget models · governance tools

COMING SOON: Shop the Template Library

EXPERIENCE SHOULD COMPOUND

Learn from practitioners. Share what works. Protect what’s confidential.

Contribute anonymized templates, ask execution questions, and learn from practitioners working through complex integrations, separations, and TSAs.

Explore the Practitioner Exchange
THIRD AVENUE VENTURES TECHNOLOGY ADVISORY

When the deal calls for experienced guidance.

Advisory support for IT due diligence, carve-outs, integration, separation strategy, TSA execution, stand-alone readiness, and transition governance.

Request Advisory Support