Executive CTO Advisor, M & A Transaction Services

RiseMe; Chicago (IL); Hybrid; USD 275,000 - 344,000; Full time

Job summary

West Monroe is seeking an executive-level M&A Transaction Services Advisor to lead technology due diligence and value creation in post-close transformations. You will assess software products, AI capabilities, architecture, and operating models, translating findings into practical roadmaps and leading teams through platform modernization.

The role blends deep technical expertise with commercial acumen, requiring travel 25-50% and a hybrid work arrangement in the United States.

Qualifications

• Bachelor's degree in Computer Science, Engineering, Information Systems, or related field, or equivalent experience.
• 15+ years in software engineering, enterprise architecture, or technology advisory leadership.
• Experience advising on software & technology due diligence, digital transformation, or portfolio value creation.
• Deep expertise in AI, LLMs, AI governance, and AI-enabled software development.

Responsibilities

• Serve as executive advisor for complex software and AI due-diligence engagements through deal lifecycle.
• Evaluate software platforms, architecture, cloud environments, and operating models for scalability and security.
• Lead multidisciplinary teams across software engineering, cloud, cybersecurity, and data.
• Develop executive presentations and board-ready deliverables to guide decisions.
• Leverage AI tools to accelerate analysis and deliver data-driven recommendations.
• Lead technology implementation programs in portfolio companies from roadmap to benefits realization.

Skills

Executive advisory

M&A due diligence

AI strategy

Enterprise architecture

Leadership

Travel flexibility

Hybrid work

Education

Bachelor's degree

Job description

Are you ready to make an impact?

West Monroe is seeking a M&A Transaction Services (MTS) Executive CTO Advisor to join our Technology & Experience (TechEx) practice. This executive-level technology leader partners with private equity firms, corporate development teams, and C‑suite executives to evaluate software companies and technology‑enabled businesses throughout the M&A lifecycle and to drive value creation in portfolio companies after close. Serving as a trusted advisor, the Advisor shapes investment decisions by assessing software products, AI capabilities, engineering organizations, enterprise architecture, and technology operating models, then translating those findings into practical roadmaps and leading teams through software and data platform transformations. This role combines deep technical expertise with commercial acumen to lead complex engagements, originate new client opportunities, and advance West Monroe's Software & AI transaction advisory and value creation capabilities.

What You Will Do

Client Delivery

• Serve as the executive advisor for complex software and AI technology due diligence engagements, guiding clients through acquisitions, divestitures, carve‑outs, integrations, and strategic investments.
• Evaluate software platforms, product architecture, AI capabilities, engineering organizations, cloud environments, and technology operating models to assess scalability, security, product maturity, and operational readiness.
• Evaluate AI-enabled and agentic software development practices across the SDLC, advising clients on how coding agents, AI‑assisted engineering workflows, and emerging development models can accelerate delivery, improve quality, and reshape engineering organizations.
• Advise executive stakeholders on technology risk, AI strategy, engineering effectiveness, product roadmaps, and value creation opportunities that support investment theses and post‑close transformation, including prioritization of implementation investments and measurable business outcomes.
• Lead multidisciplinary teams across software engineering, cloud, cybersecurity, infrastructure, and data to deliver integrated technology assessments, implementation roadmaps, and strategic recommendations.
• Develop executive‑level presentations and board‑ready deliverables that translate complex technical findings into actionable business decisions and secure alignment around implementation priorities.
• Leverage AI tools to accelerate analysis, synthesize complex information, and support data‑driven recommendations for clients, exercising sound judgment in evaluating outputs.
• Lead or oversee technology implementation programs within portfolio companies, including software platform modernization, data platform implementation, AI enablement, and post‑close transformation initiatives, from roadmap through execution, adoption, and benefits realization.
• Apply AI technologies (e.g., generative AI, automation tools, data models) to enhance insights, improve delivery efficiency, and elevate the quality of client outcomes.

Business Development

• Originate and grow executive relationships with private equity firms, strategic investors, and corporate technology leaders, serving as a trusted advisor throughout the deal lifecycle.
• Lead complex pursuits, shape solution strategies, and develop compelling proposals that position West Monroe's Technology capabilities in the marketplace.
• Identify and lead follow‑on opportunities in technology modernization, software and data platform implementations, AI strategy, post‑merger integration, and technology separation.
• Build West Monroe's market presence through thought leadership, speaking engagements, industry events, publications, and strategic alliance relationships.

Practice Development

• Define and evolve West Monroe's Software & AI transaction advisory offerings, methodologies, and intellectual property.
• Mentor and develop consultants, architects, and technical leaders while fostering a culture of innovation, collaboration, and technical excellence.
• Lead the development of reusable AI assessment frameworks, software due diligence accelerators, and delivery of assets that improve quality and scalability.
• Partner with practice leadership to recruit top talent, expand technical capabilities, and drive the continued growth of the Mergers & Transaction Services practice.

What You Will Bring

• Bachelor's degree in Computer Science, Engineering, Information Systems, or a related field, or equivalent professional experience.
• 15+ years of experience in software engineering, enterprise architecture, product engineering, technology advisory, or related leadership roles, including leadership of complex client engagements, technology implementations, or internal technical teams.
• Deep expertise evaluating and leading initiatives associated with software products, engineering organizations, enterprise architecture, cloud platforms, AI‑enabled applications, and technology operating models.
• Experience advising private equity firms, strategic acquirers, or corporate clients on software and technology due diligence, technology strategy, digital transformation, or portfolio value creation initiatives.
• Demonstrated expertise in generative AI, agentic AI, large language models (LLMs), orchestration frameworks, AI governance, and emerging AI technologies.
• Strong understanding of AI‑enabled software engineering and agentic development across the SDLC, with experience using AI to improve engineering productivity, software quality, delivery, and developer workflows.
• Proven success originating business, leading executive client relationships, shaping large pursuits, and delivering strategic technology advisory services and implementation programs.
• Exceptional executive communication, facilitation, and presentation skills with the ability to influence senior business and technology leaders.
• Experience integrating AI tools (e.g., ChatGPT) into day‑to‑day workflows to enhance productivity and insight generation, coupled with strong critical thinking to assess accuracy, mitigate bias, and ensure high‑quality outputs.
• Ability to travel 25 to 50%.
• Hybrid role with 2+ days per week in a West Monroe office.
• A commitment to inclusion and diversity, and openness to new ideas and perspectives.
• Ability to work permanently in the United States without sponsorship.

Based on pay transparency guidelines, a reasonable expectation for the salary range for this role is listed below. Information on our competitive total rewards package, including our bonus structure and benefits is here. Individual salaries are determined by evaluating a variety of factors including geography, experience, skills, education, and internal equity. Employees in proximity of our Seattle, Washington DC, Los Angeles, New York, and San Francisco offices will have a geographic premium applied to this salary scale. Employees (and their families) are covered by medical, dental, vision, and basic life insurance. Employees are able to enroll in our company’s 401k plan, purchase shares from our employee stock ownership program and be eligible to receive annual bonuses. Employees will also receive unlimited flexible time off and ten paid holidays throughout the calendar year. Eligibility for ten weeks of paid parental leave will also be available upon hire date.

$275,000—$343,700 USD

Other consultancies talk at you. At West Monroe, we work with you.

We’re a global business and technology consulting firm passionate about creating measurable value for our clients, delivering real‑world solutions.

The combination of business and technology is not new, but how we bring them together is unique. We’re fluent in both. We know that technology alone is not the answer, but how we apply it is. We rely on data to constantly adapt and solve new challenges. Actions that work today with outcomes that generate value for years to come.

At West Monroe, we zero in on the heart of the opportunity, getting to results faster and preparing people for what’s next.

You’ll feel the difference in how we work. We show up personally. We’re right there in the room with you, co‑creating through the challenges. With West Monroe, collaboration isn’t a lofty promise, but a daily action. We work together with you to turn vision into clear action with lasting impact.

West Monroe is an Equal Employment Opportunity Employer We believe in treating each employee and applicant for employment fairly and with dignity. We base our employment decisions on merit, experience, and potential, without regard to race, color, national origin, sex, sexual orientation, gender identity, marital status, age, religion, disability, veteran status, or any other characteristic prohibited by federal, state or local law. To learn more about diversity, equity and inclusion at West Monroe, visit www.westmonroe.com/inclusion. If you require a reasonable accommodation to participate in our recruiting process, please inquire by sending an email to [e-mail].

Please review our current policy regarding use of generative artificial intelligence during the application process. Additionally, West Monroe uses the BrightHire platform to record live interviews so our team can capture notes more accurately, stay focused on the conversation, and continually improve our interview process. You can review our privacy notice for more information about this process and how recordings are used. If you have any questions, reach out to [e-mail].

If you are based in California, we encourage you to read West Monroe’s Notice at Collection for California residents, provided pursuant to the California Consumer Privacy Act (CCPA) and linked here.