Managing Director, Insurance (Life & Annuities)
West Monroe
Chicago, IL · $280k–$308k a day · Posted October 14, 2026
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Pay compared with the market
This listing does not state pay. Across 81 open managing director listings that state pay, the middle half runs $162,500 to $263,500 and the median is $225,000.
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About the job
Are you ready to make an impact?
West Monroe has an opportunity for an Insurance Managing Director focused on the Life & Annuities market. This leader will grow the firm’s relationships and business with life insurers, annuity providers, reinsurers, and distribution organizations. The role combines executive-level business development with hands-on leadership of strategy, operating model, and technology transformation engagements. The ideal candidate brings a strong network in the Life & Annuities market, a track record of building consulting relationships, and the ability to connect industry challenges with practical business and technology solutions. Preferred locations are Chicago and New York.
Responsibilities:
Cultivate new and existing client opportunities across life insurers, annuity providers, reinsurers, retirement businesses, and life and annuity distribution organizations, including broker-dealers, independent marketing organizations, field marketing organizations, and agencies.
Build executive relationships and recurring business around priorities such as new business and underwriting, policy administration modernization, in-force policy management, claims and beneficiary experience, distribution effectiveness, product and operating model transformation, and retirement solutions.
Identify opportunities to apply West Monroe’s capabilities in business and technology strategy, data and AI, digital experience, core platform modernization, and operational transformation to Life & Annuities clients.
Develop account and go-to-market strategies that reflect the distinct needs of carriers, reinsurers, and distribution organizations.
Lead proposals and engagements that bring together business, actuarial, technology, operations, and distribution stakeholders.
Actively participate in relevant local business and Insurance industry organizations
Exhibit an in-depth understanding of client issues and how to apply the appropriate West Monroe capabilities and offerings to convert identified issues into consulting opportunities and proposals
Lead the development of proposals, work plans, pricing estimates, and risk assessments for potential projects
Partner with Technology, Operational Excellence, Customer Solutions, and/or product practices to build a multi-disciplinary approach for proposals
Effectively partner with other Insurance and/or WM leaders, Business Development and Marketing teams to lead and drive marketing campaigns
Collaborate with office and Insurance leadership to grow the Insurance practice in alignment with national Insurance practice goals (headcount, financials, clients).
Create effective go-to-market strategies while driving the development/enhancement of West Monroe’s Insurance practice methodologies, best practices, and approaches to client delivery
Lead, mentor, and grow consultants and actively participate in the performance management process
Actively participate in the recruiting process for additional practice managers and consultants
Display an entrepreneurial desire and selflessness to give your time, energy, and passion to growing the firms culture and our people both inside and outside of office hours
Manage practice financials in accordance with the national Insurance Practice budgets
Serve as engagement leadership and quality assurance across a client portfolio
Provide value via consulting engagements and sharing of meaningful thought leadership
Mentor and manage teams of younger consultants to ensure quality of delivery and to keep projects on time and budget
Respond to client requests for immediate issues while also being able to take on the accountability of driving projects to completion; serve as the point of escalation
Analyze each client’s specific request and determine the underlying issue and recommend appropriate solutions
Qualifications:
Minimum of 12 years of experience leading business and technology strategy, operating model, or transformation initiatives within Life & Annuities organizations. Experience may include life insurance carriers, annuity providers, reinsurers, retirement businesses, or life and annuity distribution organizations.
Strong preference for someone who has led a relevant consulting group or practice in the local market in the past 3 years
P reference with experience in areas such as policy administration, new business and underwriting, distribution transformation, in-force management, actuarial or finance transformation, or retirement solutions.
Preference for this individual to have technical experience in the following: insurance core platforms, data and AI, digital distribution, and business transformation
An active professional network of relevant executive-level contacts in the local market/region
Strong program and project management methodology background, including strategic planning and analysis, schedule, scope, issue and risk management experience, change management highly preferred for this individual to be visible in relevant professional organizations, have published thought leadership, and have an active voice in their local market
Strong communication skills and a commitment to inclusion and diversity, and openness to new ideas and perspectives
The ability to lead entrepreneurial environments effectively, balancing decision-making with collaboration
A strong balance of subject matter expertise and business skills, with a high level of intellectual agility and capacity for original thought
A collaborative, disciplined focus with the ability to lead and motivate a team and attract, develop and retain talent
A commitment to inclusion and diversity, and openness to new ideas and perspectives
Ability to travel frequently to be on-site with clients and in-person with project teams 3 days per week.
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 $280,000 — $308,000 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 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 recruiting@westmonroe.com .
Please review our company disclosures regarding use of artificial intelligence during the hiring process . 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 recruiting@westmonroe.com.
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 .