Executive Search

Industry-Leading Insurance Executive Recruiters

Premier Insurance Executive Search Firm

The Jacobson Group offers a consultative approach to executive search and selection for senior insurance leadership roles in all disciplines. We’ve devoted the past 50+ years to board, CEO, C-suite and other senior executive engagements exclusively within the insurance industry. 

Success in executive search is measured by the impact the selected professional has on your organization. The value Jacobson brings to each search goes beyond that of traditional insurance executive headhunters. We deliver incomparable industry knowledge combined with an unmatched network of marketplace relationships, a highly methodical process and unparalleled candidate selection expertise. The end result is an executive who can lead your organization to realize its goals. 

Niche Insurance Executive Recruiting Firm Expertise

As a boutique executive search firm dedicated exclusively to the insurance industry, Jacobson is invested in your success. Our niche focus translates into marketplace intelligence, industry-specific best practices and proprietary research that guide search and offer strategies, ultimately resulting in the right leader for your critical role. With deep expertise in health, life, and property and casualty (P&C) insurance, we understand the unique challenges of these sectors. This specialized knowledge ensures we identify an executive who will not only meet your needs but will also position your organization for long-term success. 

From geographic and product differences to organizational structures and strategies, we truly grasp the intricacies and challenges of your business inside and out. Jacobson possesses the in-depth knowledge and insight necessary to understand your operational objectives and consult with you on the skills, attributes and experience required to drive your business forward.

Like you, Jacobson is committed to advancing the insurance industry’s diversity footprint. We partner with organizations dedicated to serving, investing in and impacting those in underrepresented populations. We seek to learn about your specific DEI goals and strive to be inclusive in our sourcing and recruiting efforts. 

Jacobson’s health insurance executive recruiters, life insurance recruiters, and property and casualty insurance recruiters are typically no more than one relationship removed from any professional in an insurance-related position. These deep insurance industry connections, coupled with our trusted professional reputation, enable us to grant you access to talent other insurance executive recruiting firms cannot. The breadth of our network powers a complete and thorough sourcing of the target market to uncover the best talent for your role.

Success Stories

"Working with Jacobson was an exceptional experience from start to finish. Their team demonstrated a deep understanding of our industry and delivered candidates whose skills and backgrounds aligned perfectly with our defined needs. They managed our time exceptionally well—providing concise, insightful progress updates and being consistently responsive to any questions or feedback we had throughout the process.

What stood out most was their collaborative approach and professionalism. Jacobson brought real expertise to the table and partnered with us in a way that made the search efficient, focused, and ultimately successful. Thanks to their efforts, we were able to identify and curate the right person for a critical executive position with confidence and ease."

President and CEO

National Provider of Managed Services and Insurance Solutions

"My experience with Jacobson has been exceptional. They aided me in placing two key members of my senior leadership team that were crucial to advancing my organization’s mission forward. The consultant was organized and thoughtful in their approach, and mindful of my time by only presenting candidates to me that truly met the vision that I had provided for the right candidate for my team. I would highly recommend using Jacobson to any executive that wants a highly tailored concierge experience to finding not just the best talent in the marketplace but truly the right talent for your team."

Executive Director

Insurance Association

“We have partnered with Jacobson more than once. We recommend using their team even when internal candidates apply. They utilized a very strategic approach that was detailed but personal to our concerns. They kept us focused and informed throughout the whole process. The team worked quickly to answer our questions and keep us informed. Our business interests and our membership remained important to The Jacobson Group right unto completion of the process. We remain the beneficiaries of their guidance and employment wisdom.”

Board Member

Fraternal Life Insurance Company

Selecting the Right Executive Is Our Priority Too


50+ CEO searches in the past 5 years

50+ years exclusively serving the insurance industry

3 out of 4 engagements are for recurring clients

86% of clients
are likely to recommend
our executive search services

Trusted Executive Recruiters in the Insurance Industry

Not only does Jacobson work within the insurance industry, but our team is also from the industry. They remain active members of the insurance community, working with insurance associations, diversity groups and industry media as board members, committee volunteers and thought leaders. 

When partnering with Jacobson, you gain access to more than a century of collective hands-on insurance expertise. Unlike larger generalist firms, Jacobson takes a collaborative approach to each search with the common goal of succeeding for our clients. This enables us to deliver deeper marketplace intelligence and ensures the broadest possible reach. 

Jacobson dedicates more resources to each executive search than is standard industry practice. The Managing Director you meet as your first introduction to Jacobson considers each engagement a critical responsibility and will oversee it from start to successful conclusion. Each search will be managed by a senior-level Engagement Director and further supported by a dedicated team of Recruiters, Researchers and Administrators. Our team is attentive and highly responsive, offering in-depth market guidance and keeping you informed throughout the search process.

Learn more about our team’s experience and what sets us apart from other insurance executive search firms. 

Proven Insurance Search Methodology

Jacobson’s strategic, high-touch consultative approach ensures each search is tailored to your unique needs and organizational culture. Our executive search methodology has been perfected during the past 50+ years leading countless insurance organizations to the leadership needed for success in today’s competitive environment. 

Identifying the right executive requires certain appropriate steps throughout the process. Our search principles, methods, processes and systems are designed to ensure transparent communication and ongoing alignment throughout the engagement.   

Leveraging our extensive interviewing experience as one of the most trusted insurance executive search firms, we deeply assess characteristics, skills and culture fit to produce a thorough evaluation for candidate selection and hiring facilitation. 

Our approach is time-tested and proven. Three-quarters of our executive search engagements are for repeat clients, reflecting our position as a trusted advisor. and partner throughout the executive search and selection process. 

Relevant Insurance Executive Search Successes

Jacobson has a long-standing history of successfully completing executive search engagements for the insurance industry. In fact, in the past five years, we have brought hundreds of C-level searches to successful completion, including more than 50 CEO engagements. We have partnered with our clients to appoint leaders in every insurance discipline within property and casualty organizations, life and annuity companies, and health plans and providers, including the following highlighted successes: 

Our Talent Is Finding Yours

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