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West Monroe

Executive CTO Advisor - Director, M & A Transaction Services

Chicago; ChicagoUnited States
Director+ · Technology & Experience
POSTED 23 SEPT
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Role
47 days opentrue age
Posted 23 Sept
Payats field
$275k–344kposted
▲ +121% vs market median $140k
$137k$344k
Market p25–p75
$137k–$158k
Chicago · n=4 · 365d to 6 Nov
CompanyWest Monroe →
118open roles
Opened · 30d
+0
Closed · 30d
−0
30d window
Market
1,291open · Director+ Software engineering
Opened · 7d
+695% of open
All software engineering
75,156open
All tracked boards · live 10 Nov · n=1,291
LLMs

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.
Source · West Monroe First seen 7 NovOriginal ↗