K2 Insurance Services Executive and Leadership Team

August, 2026

Leadership Overview

K2 Insurance Services has 4 executives leading key functions including financial oversight, specialty program management, commercial underwriting, and transportation insurance distribution.

Focused on scaling specialty insurance programs, K2 Insurance Services delivers centralized actuarial, claims, and technology support to drive market expansion and operational excellence across its diverse portfolio of carrier partnerships.

Leadership Roles at K2 Insurance Services

  • Deputy Chief Financial Officer - Joseph Strege
  • President - Jim Cornwell
  • President - Brian Cindric
  • President - Matthew LuBien
  • Joseph Strege - Deputy Chief Financial Officer

    Joseph Strege, the Deputy Chief Financial Officer at K2 Insurance Services, manages the complex financial architecture supporting over 25 individual insurance programs. Overseeing capital allocation and actuarial reporting, the Deputy Chief Financial Officer ensures fiscal stability across all specialty commercial and transportation product lines. This role involves rigorous analysis of carrier partner relationships to optimize underwriting profitability. By streamlining back-office financial operations, Joseph Strege directly impacts the scalability of the entire organization. The Deputy Chief Financial Officer coordinates with executive leadership to refine long-term growth strategies, ensuring that financial resources align with the broader mission of consolidating managing general agents. Through meticulous oversight of fiscal performance, Strege maintains the integrity of the company's diverse insurance portfolio while supporting the expansion of international and personal insurance product offerings across North American markets.

    Jim Cornwell - President

    Jim Cornwell, the President at K2 Insurance Services, directs the strategic growth of specialty commercial insurance programs. Overseeing the integration of managing general agents, the President ensures that all underwriting activities align with the requirements of over 55 carrier partners. This leadership role involves architecting distribution frameworks that enhance market reach for specialty transportation products. By fostering high-level relationships with industry stakeholders, Jim Cornwell drives the operational efficiency of the company's centralized service model. The President monitors performance metrics across the organization to ensure consistent delivery of claims and actuarial support. Through the implementation of robust business development initiatives, Cornwell secures the company's position as a leading consolidator in the insurance sector. This executive focus on program excellence supports the overall mission of providing comprehensive, high-quality insurance solutions to a diverse client base.
    Jim Cornwell

    Brian Cindric - President

    Brian Cindric, the President at K2 Insurance Services, manages the expansion of personal insurance product lines and international market initiatives. Overseeing the development of specialized distribution channels, the President ensures that individual programs maintain competitive advantages within the global insurance landscape. This role involves coordinating with technology teams to integrate advanced digital tools into the company's centralized service suite. By optimizing the delivery of personal insurance products, Brian Cindric directly contributes to the diversification of the company's revenue streams. The President collaborates with other executive leaders to refine the overarching strategy for managing general agent consolidation. Through the application of data-driven insights, Cindric enhances the effectiveness of underwriting processes across the organization. This leadership focus on innovation and market responsiveness ensures that the company remains at the forefront of the specialty insurance industry while delivering consistent value to carrier partners.

    Matthew LuBien - President

    Matthew LuBien, the President at K2 Insurance Services, oversees the operational scaling of specialty transportation insurance programs. Directing the alignment of claims support and back-office functions, the President ensures that all transportation-focused programs meet rigorous industry standards. This leadership role involves managing the complex relationships with carrier partners to secure necessary capacity for high-risk specialty markets. By implementing streamlined operational workflows, Matthew LuBien enhances the efficiency of the company's centralized service model. The President works closely with the actuarial and technology departments to refine risk assessment models, ensuring long-term profitability for the organization. Through the execution of targeted growth strategies, LuBien expands the company's footprint in the specialty transportation sector. This executive focus on operational precision supports the broader mission of K2 Insurance Services by providing reliable, high-performance insurance solutions that address the unique needs of the transportation industry.

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    Frequently Asked Questions Regarding K2 Insurance Services Top Executives and Leadership Team

    Who leads K2 Insurance Services?
    K2 Insurance Services is led by Joseph Strege (Deputy Chief Financial Officer), along with executives such as Jim Cornwell (President) and Brian Cindric (President).
    Who is part of K2 Insurance Services’s executive team?
    The executive team of K2 Insurance Services includes leaders such as Joseph Strege (Deputy Chief Financial Officer), Jim Cornwell (President), Brian Cindric (President) and other senior executives.
    How many executives does K2 Insurance Services have?
    K2 Insurance Services has 4 executives leading key business areas.
    What roles are included in K2 Insurance Services’s leadership team?
    The leadership team of K2 Insurance Services includes roles such as Deputy Chief Financial Officer, President, President, President.