Skip to content

Open nowPosted 9 days ago

Executive CTO Advisor - Director, M & A Transaction Services

West Monroe118 open roles

Pay
$275,000 – $343,700 a year
Where
Chicago
Get the CV for this job

From $25 per CV, paid once. No subscription.

Your applicationOpen nowExecutive CTO Advisor - Director, M & A Transaction ServicesWest Monroe · Chicago
  1. YouYes, apply to this one.

  2. CV RocketCV written for this posting.

  3. 25 readersRecruiter, hiring manager, skeptic. Round after round.

  4. CV RocketApplied on West Monroe's own form.

The reply lands in your private mailbox

3×more interviews than doing it yourself with ChatGPT.

The clock on this job

Early applications get read.

7.8% of postings close within 7 days. Measured by our own scanner across the market. West Monroe postings stay open a median of 4 days.

Share of postings closed within
  1. 1.6%1 day
  2. 3.4%3 days
  3. 7.8%7 days
  4. 14.3%14 days
  5. 33.6%30 days
This job: posted 9 days ago

West Monroe median: 4 days open

The posting

Are you ready to make an impact?

West Monroe is seeking a M&A Transaction Services (MTS) 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.

National

$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 [email protected].

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 [email protected].

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.

From $25, paid onceGet the CV for this job

What happens when you press

One press. We do the rest.

  1. A CV for this posting

    Written against West Monroe's own wording, from every piece of relevant proof in your profile.

  2. 25 readers review it

    Recruiter, hiring manager, skeptic and more read every draft, round after round. You get the best round.

    The review screen in CV Rocket: how each CV was read, round by round.
  3. We apply on West Monroe's form

    Our application engine gets through the hardest forms there are. Where a question needs you, AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

    An application in CV Rocket: every answer filled in on the employer's form.
  4. Every reply, sorted

    West Monroe's answer lands in your private mailbox, and we classify it on arrival: interview, question, rejection.

    The CV Rocket inbox: each employer reply classified as an interview, an action or a rejection.
  5. Reply with AI

    AI helps you write the email, checks it and sends it. We show you whether the recruiter read it.

  6. The interview in your calendar

    Full integration with your calendar. The invitation goes straight in.

    An interview invitation in the CV Rocket inbox, added to the candidate's calendar.
Get the CV for this job

From $25 per CV, paid once. No subscription.

Why it works

3×

more interviews than doing it yourself with ChatGPT.

ChatGPT writes a CV and never learns what happened to it. We see every reply. For each CV we know:

  • How it was written, and how the review scored it
  • When we applied, and how long after the posting went up
  • Which posting, which company, which city
  • Who got the interview, and who heard nothing

That is how we know which CVs get called.

Get the CV for this job

From $25 per CV, paid once. No subscription.

The numbers game

More applications. More interviews.

Every application goes out with its own CV, written for that posting and paid once. Send enough of them and the law of large numbers finds you the job.

By hand5–10
With CV Rocket100
applications a day

Nearby

Live postings like this one

Same employer first, then the same role elsewhere.

Before you press

Straight answers

Get the CV for this job

From $25 per CV, paid once. No subscription.

What if my background isn't good enough?

We make the most of the background you have. The CV uses every piece of relevant proof your profile holds, and one of the 25 readers reads your whole profile and flags what the CV left out.

Do you really apply for me?

Yes, on the employer's own form, the hardest ones included. Where a question needs you, you answer it right there and AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

Is it a subscription?

No. You pay once per CV, from $25. Every application goes out with its own CV, written for that posting.

One job. One CV.
Paid once.

Pick the posting you want. We write for it, apply for you and catch the reply.

Get the CV for this job

From $25 per CV, paid once. No subscription.