Insurtech Jobs in Chicago, IL (NOW HIRING)

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At West Monroe, our people are our business. We pride ourselves on bringing a different mindset to consulting-one that is highly collaborative, flexible, and tenacious. Our people-first culture is core to our identity, and we are committed to fostering an inclusive and diverse environment where unique perspectives drive impactful results.
Our Mergers & Acquisitions practice is a growing team that partners with Private Equity and Corporate Strategic clients to transform insurance brokers, carriers, and InsurTech companies. We assist clients across the transaction lifecycle-from pre-close due diligence to post-close integration and value creation-while also helping them adapt to market demands through operating model transformations, cost optimization strategies, and the implementation of cutting-edge technology, platforms, and analytics.
We are looking for a Senior Consultant with experience in Insurance and Mergers & Acquisitions (M&A) to join our team. This role will focus on delivering client value, driving business development efforts, and contributing to the growth of our practice. You will work directly with clients to solve complex business and technology challenges, while mentoring junior consultants and advancing your career at one of the best places to work.
Responsibilities
Client Delivery

• Serve Private Equity and Corporate Strategic clients across the transaction lifecycle, including platform acquisitions, mergers/integrations, and divestitures/carve-outs.
• Conduct pre-close technology and operations due diligence, identifying risks and opportunities related to compliance, operations, revenue, and growth.
• Lead post-close engagements, including Day 1 readiness planning, post-merger integration, carve-out execution, and technology-enabled value creation initiatives such as digital transformation, systems migration, data strategy, and target operating model development.
• Work directly with clients to implement processes and technologies that drive business value and operational efficiency across business and technical functions.
• Facilitate client workshops to design future-state business processes, define requirements, and evaluate technology solutions against industry best practices.
• Interface with all levels of management, including C-level executives, at client organizations.
• Develop client-ready communications, such as project plans, implementation plans, and financial models, to facilitate decision-making, mitigate risks, and resolve issues.
• Manage multiple tasks efficiently in a fast-paced, team-oriented environment while maintaining high attention to detail and prioritizing competing demands.
• Collaborate with engagement teams to establish highly functioning joint project teams and reduce project risk.
• 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.

Practice Development

• Build data-driven methodologies and assets for evaluating Insurance services and technology businesses in a due diligence capacity.
• Enhance frameworks and tools for technology due diligence, advisory engagements, and broader Insurance practice initiatives.
• Collaborate with software, infrastructure, and security architects to elevate the Insurance advisory capabilities of the M&A team.
• Actively participate in recruiting top talent, mentoring junior consultants, and contributing to the performance management process.

Business Development

• Support business development efforts by creating work plans, pricing estimates, and risk assessments for prospects.
• Assist in tailoring proposals to client investment needs and constraints, particularly in the Insurance and Financial Services sectors.
• Build and leverage a professional network by attending industry events and engaging with clients and prospects.
• Actively participate in M&A and Insurance industry events to stay informed of market trends and competitive dynamics.

Qualifications

• 4+ years of experience in consulting, M&A, or IT within the Insurance industry. Strong knowledge of Insurance sub-sectors, including brokers, carriers, MGAs, InsurTech, BPO/Insurance Services, and FinTech.
• Experience in M&A-centric roles (e.g., due diligence, post-merger integration, carve-outs) with Private Equity investors or corporate strategics.
• Familiarity with SaaS, software company transactions, and technology transformations is preferred.
• Proven ability to manage concurrent projects and workstreams efficiently.
• Strong analytical, problem-solving, and quality assurance skills.
• Excellent organizational, verbal, and written communication skills, with the ability to present to C-level executives.
• 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.
• Proficiency in project planning methodologies and software development life cycles. Strong interpersonal skills and the ability to thrive in collaborative, team-based environments
• Bachelor's degree or equivalent preferred
• Ability to travel up to 30%; travel is typically short-term (2-3 days on-site per diligence project, 50% during post-close execution).
• Authorization to work permanently in the United States without sponsorship.
• A commitment to inclusion, diversity, and openness to new ideas and perspectives.

Based on pay transparency guidelines, the salary range for this role can vary based on your proximity to one of our West Monroe offices (see table 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 (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.
Seattle or Washington, D.C.
$124,100-$146,000 USD
Los Angeles
$130,000-$152,900 USD
New York City or San Francisco
$135,900-$159,900 USD
A location not listed above
$118,200-$139,000 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 Monroeis 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 recruiting@westmonroe.com.
Please review our current policy regarding use of generative artificial intelligence during the application process.
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.