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- David Becker | Cottingham & Butler
As CEO, David uses his extensive experience in business strategy and growth to lead the overall operations of Cottingham & Butler and its subsidiaries. His leadership ensures that our clients consistently receive superior service and innovative solutions, embodying our dedication to excellence. David O. Becker CEO For over 20 years, David Becker has served as Chief Executive Officer and President of Cottingham & Butler, leading all business operations for the company and its subsidiaries. His approach to leadership supports the firm’s overarching value of partnering with clients to protect their most valuable assets through values of integrity, transparency, dignity, and respect. Before his tenure began at Cottingham & Butler, David spent 8 years with McKinsey & Company in Chicago, IL, where he acted as a Partner specializing in issues related to strategy and marketing. Prior, David worked for IBM in a sales and marketing capacity. Within his community of Dubuque, Iowa, David serves as a board member for the Greater Dubuque Development Corporation. David is also an active member of the Washington University Olin School of Business National Council, and formerly held the position of President for the Council of Insurance Agents and Brokers. David earned his BS in Computer Science as well as his MBA from Washington University in St. Louis, Missouri, where he graduated magna cum laude. He then continued his academic pursuits at Harvard Law School, earning his Juris Doctorate in 1995.
- Mergers & Acquisitions | Cottingham & Butler
At Cottingham & Butler, we specialize in navigating the intricate landscape of mergers and acquisitions, ensuring a smooth transition of benefit structures while minimizing risks. Mergers & Acquisitions Streamlining Benefit Transition and Risk Assessment CONNECT WITH OUR TEAM M&A transitions shouldn't be a benefits burden. We help our clients expertly navigate the complexities, ensuring a smooth benefit structure integration and minimizing risks for a successful, stress-free transaction. Our M&A Strategy Our tailored approach involves thorough due diligence and risk evaluation, empowering you with informed choices. From optimizing cost structures to providing additional solutions and support, we stand by your side, making M&A management seamless. Informed Decisions through Due Diligence We carefully analyze benefit structures and risks, equipping you with vital insights for informed M&A decisions. Options for Transitioning Benefit Structure We present tailored options to transition benefit structures smoothly, ensuring minimal disruption and maximum employee satisfaction. Optimizing Cost Structure Our expertise allows us to identify cost-saving opportunities, negotiate effectively, and streamline procurement, improving overall financial health. Support Beyond Expectations We go the extra mile by providing support beyond benefit transition, ensuring you experience a seamless merger or acquisition and set a solid foundation for future success. Mergers and acquisitions are exciting endeavors, but don’t let benefit discrepancies disrupt your M&A timeline or negatively impact employee morale. Download our free guide to M&A benefits integration Mergers & Acquisitions Insights Merger & Acquisitions Insurance Considerations During a merger or acquisition, both parties must review and update their insurance coverages to ensure all risks are accounted for. Articles Mergers & Acquisitions: Manage the Hidden Risks Discover how to navigate hidden risks in mergers & acquisitions. Uncover essential tips for managing liabilities & protecting your company. Articles Managing Cyber Security During a Merger or Acquisition During a merger or acquisition, cybersecurity is, unfortunately, often put on the back burner. Articles VIEW MORE Mergers Connect with our Team of Experts Today!
- Members | Cottingham & Butler
Whether you're an owner-operator or manage a national fleet, safeguarding your drivers, trucks, and cargo is critical for success.
- Property & Casualty | Cottingham & Butler
We help clients lower their total cost of risk by challenging the status quo, solving complex business problems, and delivering creative insurance solutions. Property & Casualty Insurance Risk Solutions We help clients lower their total cost of risk by challenging the status quo, solving complex business problems and delivering creative insurance solutions. Our technical expertise and proprietary programs, combined with our commitment to client service, are the foundation of the value we bring to our clients every day. Imagine a future where risk is not just managed, but confidently understood. We’ve found that most insurance programs provide a limited view of your total risk landscape. Wouldn’t it be nice to see the whole picture? The Cottingham & Butler Risk Management Assessment is a proprietary, deep-dive analysis that explores each client’s unique risks and uncovers gaps that are often missed in the normal insurance process. CONNECT WITH OUR TEAM TO LEARN MORE Client Solutions Empowering businesses with comprehensive solutions to navigate risk and achieve long-term success. Insurance & Consulting Captives & Programs Safety & Loss Prevention Claims Management Featured Expertise The Captive Advantage Tired of rising insurance costs and limited control? You're not alone. Many leading companies are turning to captive programs to: Reduce costs : Gain greater control over your risk and potentially achieve significant savings. Run a safer company : Proactive risk management programs within captives can lead to fewer claims and improved safety culture. Control over claims : Have a say in the claims process and work with a team that truly understands your risk profile and expectations. SEE IF A CAPTIVE IS RIGHT FOR YOU One Hack Away From Disaster? Cyber attacks are a constant threat, regardless of industry or size. According to IBM's 2023 Cost of a Data Breach Report, the average cost of a data breach for businesses is a staggering $2.6 million. Can your business afford these significant financial repercussions? A single cyber attack can trigger a serious domino effect, crippling your daily operations, breaking customer trust, and exposing your organization to large fines and legal repercussions. Don't wait for a disaster to strike. Secure your future, today. COMPLETE YOUR FREE CYBER RISK ASSESSMENT Client Impact Story Discover How One Client Achieved a 28% Reduction in Property Premiums, Saving $675,000 Without Sacrificing Coverage VIEW CLIENT CASE STUDY Insight & Impact Where Rates Stand in Q2 2026 The turn that started in Q1 is broadening. Q2 posted a second straight quarterly decline, property is leading the drop, and auto and umbrella are still climbing. Here is what moved, why, and how to think about it. Property & Casualty Why Manufacturers Can No Longer View Cybersecurity as an IT ProblemIntroduction When forging companies think about risk, the focus often falls on equipment breakdown, workers’ compensation, and property losses. However, cyber risk has become a growing concern for manufacturers, customers, and insurance carriers. Articles Contingent Business Interruption Insurance Just one brief business interruption can be incredibly costly for an organization, often leading to serious reputational damages or long-term closures. Standard business interruption policies are vital in these instances, providing protection against a variety of common interruptions, including natural disasters, equipment damage and vandalism. Articles VIEW MORE PC Contact Us Connect with our Property & Casualty Team
- Transportation Captives | Cottingham & Butler
The Cottingham & Butler group captive insurance model allows trucking companies to break free from the standard market, take control of their insurance program, reduce costs, and invest in themselves. Transportation Captives Cottingham & Butler Captives & Programs deliver alternative risk solutions for best-in-class companies. CONNECT WITH OUR TEAM Cottingham & Butler transportation captives provide best-in-class companies a competitive advantage by rewarding great performance. Captive Advantage LEARN MORE ABOUT THE CAPTIVE ADVANTAGE Securing Your Future With Our Experience With substantial experience supporting risk-sharing alternatives, you can count on Cottingham & Butler’s rich experience, expertise, and innovative captive solutions. The Cottingham & Butler Group Captive Insurance Model allows trucking companies to break free from the standard market, take control of their insurance program, reduce costs, and invest in themselves. Sole Producer for the World's Two Largest Transportation Captives Serving Over 252 Transportation Captive Members Globally Achieving a Remarkable 99% Member Retention Rate Leveraging Over 300 In-House Trucking Insurance Experts Comprehensive Programs and Services To Prepare You for Captive Insurance Dedicated In-House Teams Focused on Transportation Claims and Safety Establishing and Managing Industry Leading Captives Since 1992 Knowledge & Resources Trucking Companies Turn to Captive Insurance Programs to Control Rising Insurance Costs READ THE FULL ARTICLE Current Quarter Market Report DOWNLOAD THE 2024 Q4 REPORT Ready to learn more about our Transportation Captive Solutions? VIEW OUR CAPTIVE BROCHURE Unlock the Strategic Benefits of Captive Insurance Predictable Costs Less Market Volatility Control Over Claims Lower Premiums Tailored Coverage Best-in-Class Peer Engagement Return of Underwriting Profits Company Specific Loss Control Is a Group Captive Right for You? Tired of paying too much for your insurance? Want more control over claims handling? Want to join growth-focused peers? Need more proactive safety support? Ready to invest in yourself for premium returns? CONTACT OUR CAPTIVE EXPERTS TODAY! Captive Insight & Impact Captives: Why the Right Companies Are Leaning In & Why Now Is the Perfect Time Discover why mid-market food, ag, and processing companies are turning to captive insurance for pricing stability, underwriting profit, and long-term cost control in today's unpredictable casualty market. Articles 2025 Cottingham & Butler Captive Recap: Delivering Stability in Uncertain Times Discover how Cottingham & Butler's captive insurance programs delivered stability and savings for trucking companies in 2025. Real results, real value. Articles $150K+ Savings: How Persistence Pays in Captive Insurance Discover how Mockingbird Transport saved $150K+ annually through captive insurance. A trucking case study on persistence, peer validation, and strategic partnership. Case Studies VIEW MORE Transportation Captive Contact Contact our Transportation Captive Experts Today!
- Benefits Sponsor | Cottingham & Butler
Whether you're an owner-operator or manage a national fleet, safeguarding your drivers, trucks, and cargo is critical for success. Sponsorship Opportunities Join us in our mission to transform employee benefits and make a lasting impact on the workforce of tomorrow. BECOME A SPONSOR Cottingham & Butler invites you to engage with industry leaders at our events in 2026. As a sponsor, you'll be part of events that cut through the noise of traditional industry conferences. We've moved beyond flashy gimmicks to create meaningful spaces for genuine dialogue, knowledge sharing, and business growth, all focused on tackling the industry's most pressing challenges. Explore 2026 Opportunities Seminars > CEO Summit > Transportation Summit > Team Building > Benefits Seminars Benefits Seminars Seminar Series | April - August 2026 Over 600 HR, finance, and executive leaders attended our 2025 seminar series to address the most pressing workplace challenges. This year’s events will feature engaging keynote speakers, powerful sessions on the most critical HR topics, and unmatched networking opportunities. Each sponsor receives premium table placement in high-traffic areas to display advertising materials, branded giveaways, and engage face-to-face with benefits decision-makers throughout the day. Dallas, TX | April 29-30 Pewaukee, WI | May 14 Des Moines, IA | June 11 Minneapolis, MN | June 25 Oak Brook, IL | July 9 Coralville, IA | July 29 Green Bay, WI | August 6 SPONSOR THIS EVENT > CEO Summit CEO Summit Chicago, IL | May 2026 Our CEO Summit brings together invitation-only executives who control significant budgets and drive strategic partnerships. These aren't just attendees—they're the leaders who built industry-defining companies and make purchasing decisions without asking permission. The Platinum sponsor commitment provides maximum brand visibility and exclusive access to the industry's top leaders. Your elite status guarantees maximum brand exposure and VIP networking opportunities. As a Gold sponsor, you'll elevate the attendee experience through exclusive networking moments like breakfast, lunch, and breaks. Your brand & team will have premium visibility throughout the entire event. As a Silver sponsor, you receive prominent brand recognition across all event signage. Your organization's identity will be featured throughout the pre-event promotions and onsite signage. SPONSOR THIS EVENT > VIEW THE SPONSORSHIP PACKET > Transportation Summit Transportation Summit Chicago, IL | August 26–27 The Transportation Summit stands as a cornerstone industry event, attracting over 500 transportation leaders from 25+ states, with 80% being motor carrier owners and senior executives. The summit brings together key decision-makers and innovators who are shaping the future of transportation. The Platinum sponsor commitment provides maximum brand visibility and exclusive access to transportation's top leaders. Your elite status guarantees maximum brand exposure and VIP networking opportunities. As a Gold sponsor, you'll elevate the attendee experience through exclusive networking moments like breakfast, lunch, and breaks. Your brand & team will have premium visibility throughout the entire event. As a Silver sponsor, you receive prominent brand recognition across all event signage. Your organization's identity will be featured throughout the pre-event promotions and onsite signage. SPONSOR THIS EVENT > VIEW SPONSORSHIP INFORMATION > Team Building Events Team Building Events Occurring Throughout 2026 Become a valued sponsor and also join us in attendance at one of our series of team-building and camaraderie events throughout 2026! All events will also include a dedicated time for you to address the team, as well as be recognized by senior leadership outlining our strong partnership together. Large events generally encompass the entire C&B Benefits team of over 170 teammates and are hosted in Dubuque, IA. Smaller events generally encompass regional events for those teams of 10-50 teammates depending on event (Madison, Chicago, Des Moines). Once you select your interest level, we will outreach and coordinate an event together that fits your interest and schedule. SPONSOR AN EVENT > CEO Summit Transportation Summit Benefits Seminars Team Building Events
- Client Logins | Cottingham & Butler
Are you a current Cottingham & Butler client? Access all relevant tools, portals, and directories from one central hub. Client Login IRIS Risk Management Center CSR24 Policy Passport C&B Connect Portal ProClaim SiscoConnect Having trouble logging in? We can help!
- Hotels & Resorts | Cottingham & Butler
Empowering hospitality leaders to protect their assets, optimize operations, and create exceptional guest experiences. Hotels & Resorts Empowering hoteliers to protect their assets, optimize operations, and create exceptional guest experiences. In a world driven by guest expectations, dynamic market conditions, and evolving operational demands, protecting your hospitality business has become increasingly more complex. Cottingham & Butler delivers specialized risk management solutions, responsive claims advocacy, and comprehensive coverage expertise, providing a holistic approach to managing the unique risks faced by today's hospitality leaders. Running a Hotel Property is Complex Enough Your insurance and benefits program should solve challenges, not create them. Rising Costs Property expenses and operational costs continuing to climb Safety Growing liability exposures in an increasingly complex world Staffing Struggles Intense competition for qualified hospitality talent Compliance Burden Ever-changing regulations adding complexity to operations Guest Expectations Evolving demands for safety and service excellence Turn Risk Management into Revenue Most in the hospitality industry view risk management as a necessary cost. We see it differently. Through our strategic approach, we help turn your risk management program into a competitive advantage. 1 Insurance & Consulting Strategic risk transfer and expert guidance tailored to hotel operations • Comprehensive property & liability coverage design • Market leverage to optimize premiums • Industry-specific policy enhancements • Strategic risk financing solutions It’s widely accepted that effective risk management is a key contributor to business success. But what we often find, is that most insurance programs limit their view of risk, and only look at a part of the entire risk picture. The Cottingham & Butler Risk Management Assessment is a proprietary, deep-dive analysis that explores each client’s unique risks and uncovers gaps that are often missed in the normal insurance process – which if left unmanaged, could jeopardize the entire livelihood of your business operations. LEARN MORE Benefits that Work as Hard as You Do The hospitality industry never stops—and neither should your benefits strategy. Our comprehensive approach helps you control costs, streamline administration, and deliver value that makes a difference for your business and employees. 1 Cost Management & Analytics Strategic solutions to optimize spending and maximize value across your workforce • Advanced analytics and predictive modeling • Medical and Rx cost containment strategies • Alternative funding for diverse workforce needs • Multi-location network optimization Download our hospitality brochure to learn more about our team, risk and insurance solutions, safety services, and more! DOWNLOAD OUR HOSPITALITY BROCHURE The Cottingham & Butler Advantage Unmatched expertise and resources dedicated to hospitality success 4th largest private broker with hospitality-focused expertise 1,200+ dedicated specialists in claims, safety, compliance, and benefits 97% client retention rate backed by a client-focused approach Connect with our Hotels & Resorts Team Today!
- Independent Contractor | Cottingham & Butler
We recognize the distinctive insurance needs faced by independent contractors and the motor carriers they serve. With our specialized expertise and extensive industry experience, we're dedicated to being your trusted partner as your business expands, offering adaptable insurance options crafted to mitigate accidents and minimize expenses. Independent Contractor Insurance Solutions Elevating your independent contractor program with tailored solutions for enhanced protection and peace of mind. CONNECT WITH OUR TEAM We recognize the distinctive insurance needs faced by independent contractors and the motor carriers they serve. With our specialized expertise and extensive industry experience, we're dedicated to being your trusted partner as your business expands, offering adaptable insurance options crafted to mitigate accidents and minimize expenses. Our Approach Our Independent Contractor Assessment thoroughly evaluates both insurable and non-insurable risk factors inherent in independent contractor operations. The Independent Contractor RMA focuses on 3 main areas and encompasses over 130 points of exposure: Insurance Perform thorough policy reviews, conduct gap analysis, and facilitate placement of coverage. Administration Efficiently manage & review insurance files, streamline online enrollment, certificates, and settlement deduction integration, along with certificate management for non-settlement participants. Legal & Compliance Conduct lease contract audits and fleet state exposure analyses by transportation-specific attorneys. Independent Contractor Risk Scorecard Discover your contractor risk exposure using our Independent Contractor Risk Scorecard. Identify gaps, consequences, and solutions to mitigate risks, including: Avoiding severe federal and state fines and penalties for misclassifying drivers Eliminating Workers' Compensation 1099 premium audit Reducing contractor bad debt Alleviating costly class action lawsuits from independent contractors Attracting and retain independent contractors with competitive insurance programs GET STARTED – TAKE THE ASSESSMENT NOW Exclusive Program: Independent Driver Solutions (IDS) Cottingham & Butler’s Independent Driver program provides flexible insurance options that independent drivers need from a partner they can trust. Flexible Options with Comprehensive Protection: Occupational Accident Workers Compensation Physical Damage Contract Liability Non Trucking Liability LEARN MORE Independent Contractor Insights Helping Brokers Identify Small Fleets Cottingham & Butler works with owner-operators and small fleets every day, helping them strengthen the safety, insurance, and operational areas that matter most to brokers and shippers. Learn what makes a carrier stand out — and how proper coverage plays a role in winning freight opportunities. Articles Owner-Operator & Small Fleet: Strategic Insurance Approaches for Growth Learn how different insurance strategies can drive growth for operations of all sizes. Articles On-Demand | CVSA Brake Check: Insider Tips and Tricks CVSA’s Operation Airbrake Program's next scheduled campaign will occur from August 25-31, 2024. In 2023, 18,875 commercial motor vehicles... Articles VIEW MORE IC Team Connect with our Independent Contractor Team Today
- Tribal Nations | Cottingham & Butler
As a trusted insurance advisor, we help clients protect their most important assets through effective risk management and first-rate coverage. Tribal Nations Protecting tribal sovereignty through comprehensive insurance solutions. CONNECT WITH OUR TEAM At Cottingham & Butler, we understand the unique exposures of Tribal Nations. We are committed to tailoring risk management solutions that protect sovereignty and positively impact the tribe for generations to come. Comprehensive Insurance Solutions Tailored to Tribal Nations Our team specializes in delivering custom-tailored solutions that address the unique challenges and opportunities within Indian Country. Our core areas of expertise include: Property & Casualty Solutions Property & Casualty Consulting Tribal Governance Assistance Safety & Loss Control Consulting Claims Advocacy Casualty Claims Administration (TPA) Contract Review & Risk Management Cyber Security Preparedness Employee Benefits & Health Management Proprietary Medicare Like Rates Integrated Health Management Maximized Tribal Health Systems Re-Circulating Health Care Dollars Active Participation in Tribal Legislative Initiative, Industry, and Inter-related Services Why Tribal Nations Choose Cottingham & Butler Proven Track Record We serve sovereign nations across the country with a deep understanding of Tribal sovereignty, federal regulations, and the unique challenges of the tribal government, gaming, and economic development. Innovative Solutions Our team brings forward-thinking solutions to risk management challenges, always with respect to Tribal culture and values. Trusted Partnership We don't just provide insurance – we serve as strategic advisors committed to contributing to your Nation's long-term success and prosperity. Proactive Service Our commitment goes beyond reactive claims management. We proactively identify opportunities to enhance your risk management and benefits strategies. Specialized Tribal Expertise Bonding for 8(a) Government Contracts Support in drafting and modernizing tribal laws, codes, and ordinances Emergency and Active Shooter Preparedness Cybersecurity Readiness Tribal Ready to Partner with Us? Let's discuss how Cottingham & Butler could be an extension of your risk management team. Our team is ready to deliver innovative solutions that honor your sovereignty while providing exceptional value and protection. Contact our Tribal risk management specialists today so we can begin to learn what makes your tribe unique! Jennifer Lemanski Indian Country Risk Management Consultant jlemanski@cottinghambutler.com 231.633.9185 John Link Vice President, Indian Country Risk Management Consultant jlink@cottinghambutler.com 563.587.5288 Joe Zack Vice President, Indian Country Employee Benefits Consultant jzack@cottinghambutler.com 920.202.5271
- Private Equity / M&A Advisory Services | Cottingham & Butler
Our team of Private Equity and M&A experts are dedicated to increasing client value at every stage of the investment process with our comprehensive products and services. Private Equity and M&A Advisory Services Empowering clients to maximize returns by strategically reducing risk across their portfolio. In a market defined by unpredictability, high deal costs and significant risks, optimizing portfolio performance is more critical than ever. Cottingham & Butler’s holistic risk management approach delivers measurable value by safeguarding assets, enhancing workforce management, and driving cost efficiencies across your entire portfolio. Our team of Private Equity and M&A experts are dedicated to increasing client value at every stage of the investment process with our comprehensive products and services. Risk Management Solutions We specialize in delivering comprehensive, tailored insurance and risk management solutions that drive superior results for private equity firms. Our expertise in property and casualty insurance ensures that your portfolio companies are protected, compliant and optimally positioned for growth and profitability. In-Depth Risk Management Assessment We provide thorough risk, coverage, and cost evaluations during the due diligence process, identifying potential liabilities and gaps to inform better acquisition decisions. Insurance Program Optimization Our team reviews and benchmarks existing insurance policies, recommending enhancements to ensure comprehensive protection and cost savings. Broad Market Access Our extensive network of relationships with leading insurers domestically and across the world allows us to access a wide range of coverage options and competitive pricing. Customized Solutions We design and implement insurance programs tailored to the specific needs and risk profiles of each portfolio company, ensuring optimal coverage and cost-efficiency. Claims and Safety Management Our dedicated claims advocacy team helps negotiate and expedite claims processing to maximize recoveries. Safety Programs Our safety company SMSC provides tailored assessments, comprehensive training, and effective protocols to enhance workplace safety and reduce incidents to better protect employees and assets. Schedule a Portfolio Risk Assessment! LEARN MORE Benefits Advisory Our employee benefits experts provide strategic consulting and tailored solutions to optimize benefits programs across your portfolio companies, ensuring maximum value and employee satisfaction. Due Diligence Our specialized M&A benefits team conducts thorough due diligence, identifying potential liabilities and synergies in target companies' benefit structures to inform deal valuations. Benefits Design We design and implement competitive, cost-effective and scalable benefits plans that can flex with portfolio company growth. Competitive Benchmarking Our proprietary benchmarking allows us to align portfolio company benefits with industry standards, ensuring competitiveness while controlling costs. Rate Negotiation We leverage our market power to negotiate superior rates and terms for portfolio-wide benefits programs, reducing costs while enhancing coverage. Compliance Support Our in-house compliance team offers ongoing support to navigate complex regulatory landscapes, mitigating risks across your portfolio. Benefits Technology We deploy and optimize industry-leading benefits technology solutions across your portfolio, streamlining administration, improving employee engagement, and providing actionable data insights. Post-Acquisition Management We provide expert guidance on benefits harmonization post-acquisition, minimizing disruption and maximizing employee retention during critical integration periods. The Cottingham & Butler Difference Delivering Unparalleled Value in Private Equity An Exceptional Team Our success stems from a distinguished Private Equity team, blending seasoned leadership, specialized analysts, and diverse experts to deliver comprehensive, results-driven insights. Get Started Don't just take our word for it – experience our expertise firsthand. We offer multiple ways to get acquainted and demonstrate the value we bring to your portfolio: Acquisition Due Diligence Let us conduct a thorough due diligence on your next acquisition, showcasing our expertise in risk assessment and value identification. Portfolio Company Deep-Dive Engage us for an in-depth analysis of a portfolio company that needs strategic intervention. We'll provide actionable insights to drive performance. Portfolio Benchmarking Gain a competitive edge with our comprehensive benchmarking across your portfolio companies, identifying opportunities for growth and optimization. 4th largest privately and independently held broker in the US – big enough to deliver, small enough to care Private Equity and M&A Insight & Im pact Merger & Acquisitions Insurance Considerations During a merger or acquisition, both parties must review and update their insurance coverages to ensure all risks are accounted for. Articles Mergers & Acquisitions: Manage the Hidden Risks Discover how to navigate hidden risks in mergers & acquisitions. Uncover essential tips for managing liabilities & protecting your company. Articles Managing Cyber Security During a Merger or Acquisition During a merger or acquisition, cybersecurity is, unfortunately, often put on the back burner. Articles VIEW MORE Schedule a Consultation with an Expert!
- Stop Loss Captive | Cottingham & Butler
Gain control over your healthcare expenses, reduce financial risk, and access tailored coverage with our Stop Loss Captive solutions. Our expertise and innovative approach ensure you're covered, and your bottom line is protected. Stop Loss Captive Solutions Cottingham & Butler Captives & Programs deliver alternative risk solutions for best-in-class companies. CONNECT WITH OUR TEAM Gain control over your healthcare expenses, reduce financial risk, and access tailored coverage with our Stop Loss Captive solutions. Our expertise and innovative approach ensure you're covered, and your bottom line is protected. Captive Advantage A growing number of employers are considering medical stop loss group captives as a strategic alternative to both traditional first-dollar health insurance and self-funded programs. Guide Re is a member owned group captive managed by Cottingham & Butler, that harnesses the benefits of self-funded health plans while incorporating a captive insurance overlay and allows flexibility to tailor health programs to your unique requirements. Unlock the Strategic Benefits of Captive Insurance Predictable Costs Less Market Volatility Control Over Claims Lower Premiums Tailored Coverage Best-in-Class Peer Engagement Return of Underwriting Profits Company Specific Loss Control Deerwalk Analytics is a state-of-the-art population health management and healthcare analytics engine that provides employers with meaningful insights to better manage and analyze their costs, care quality, and risk of populations SCHEDULE A DEMO WITH OUR TEAM Is a Group Captive Right for You? Tired of paying too much for your insurance? Want more control over claims handling? Want to join growth-focused peers? Need more proactive safety support? Ready to invest in yourself for premium returns? CONTACT OUR CAPTIVE EXPERTS TODAY! Captive Insight & Impact Captives: Why the Right Companies Are Leaning In & Why Now Is the Perfect Time Discover why mid-market food, ag, and processing companies are turning to captive insurance for pricing stability, underwriting profit, and long-term cost control in today's unpredictable casualty market. Articles 2025 Cottingham & Butler Captive Recap: Delivering Stability in Uncertain Times Discover how Cottingham & Butler's captive insurance programs delivered stability and savings for trucking companies in 2025. Real results, real value. Articles $150K+ Savings: How Persistence Pays in Captive Insurance Discover how Mockingbird Transport saved $150K+ annually through captive insurance. A trucking case study on persistence, peer validation, and strategic partnership. Case Studies VIEW MORE Stop Loss Captive Contact our Stop Loss Captive Experts Today!











