Be the Candidate They Can't Ignore.

Don't just send a resume; set yourself up so the right work finds you.

  • Look like a pro instantly with a stunning personal brand.

  • Gain instant "Top Ten" status so you aren't just another name in a pile.

  • Wake up to booked meetings instead of "rejection" emails.

Join the Club — Free Forever

Advisory Lead, Software & AI

  • Source: Westmonroe
  • West Monroe
  • $225,000 to $304,200 /yr
  • On-site
  • Chicago
  • Senior

Job Description

Are you ready to make an impact?

Mergers & Transaction Services Advisory Lead, Software & AI 

West Monroe is seeking a Mergers & Transaction Services, (MTS) Advisory Lead, Software & AI 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. Serving as a trusted advisor, the Advisory Lead shapes investment decisions by assessing software products, AI capabilities, engineering organizations, enterprise architecture, and technology operating models while identifying opportunities to accelerate value creation. 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 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.

  • Lead multidisciplinary teams across software engineering, cloud, cybersecurity, infrastructure, and data to deliver integrated technology assessments and strategic recommendations.

  • Develop executive-level presentations and board-ready deliverables that translate complex technical findings into actionable business decisions.

  • Leverage AI tools to accelerate analysis, synthesize complex information, and support data-driven recommendations for clients, exercising sound judgment in evaluating outputs.

  • 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 Software & AI advisory capabilities in the marketplace.

  • Identify follow-on opportunities in technology modernization, 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.

  • 10+ years of experience in technology consulting, software engineering, enterprise architecture, product engineering, or technology advisory, including leadership of complex client engagements.

  • Deep expertise evaluating software products, engineering organizations, enterprise architecture, cloud platforms, AI-enabled applications, and technology operating models.

  • Experience advising private equity firms, strategic acquirers, or …

Skills

  • chatgpt
  • greenhouse

Create Free Account & Apply
  • Free personal website
  • Built-in Talent Agent
  • Apply to future jobs in 1 click
  • Get matched to similar roles
or
Apply as a guest this time

You'll apply successfully, but won't be able to track your application, save this job, or get matched to similar roles.

This listing is a publicly available opportunity curated by Try Club to help talent discover relevant roles. Try Club is an independent platform and is not affiliated with West Monroe

Get Similar Jobs

Browse more similar roles on TRY and find your perfect match.

Show Me Similar Jobs

Stop Searching. Start Thriving.

Why waste time chasing leads when the perfect projects can find you?
With TRY, clients actively searching for professionals with your skills can discover you in seconds. Whether it's a quick gig or your dream role, we connect you with opportunities that matter.

  • Get found faster
  • Let projects come to you
  • Build a career on your terms

Take control of your career today.

Claim Free Website in 2 Minutes