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AmTrust Financial

Multinational property and casualty insurer

Outside Counsel Manager

Full-TimeDeadline 8/25/27
No salary listed
Senior
Bachelor's, MBA, Certification
United States
In Person
Operations & LogisticsProcurement & Sourcing

About the job

Requirements
  • A bachelor's degree in business, finance, legal studies, insurance, analytics, or a related field, or equivalent experience.
  • Five years of experience with progressive responsibilities in legal operations, vendor management, procurement, compliance, outside counsel management, or related business operations.
  • Demonstrated experience evaluating law firm performance, staffing models, billing practices, and rate structures.
  • Strong understanding of law firm economics, legal billing methodologies, and litigation management practices.
  • Experience analyzing legal spend, developing performance metrics, and making data-driven recommendations.
  • Experience conducting vendor due diligence, operational assessments, and performance evaluations.
  • Strong analytical, problem-solving, and critical-thinking skills with the ability to evaluate complex operational and business issues.
  • Excellent verbal and written communication skills with the ability to engage law firm leadership, attorneys, and senior business stakeholders.
  • Proficiency with Microsoft Excel and experience using reporting, analytics, or business intelligence tools.
  • Ability to independently manage multiple priorities and lead cross-functional initiatives.
Responsibilities
  • Conduct comprehensive assessments of prospective law firms and legal service providers.
  • Research law firm capabilities, reputation, litigation outcomes, staffing models, industry experience, and geographic coverage.
  • Perform due diligence reviews of law firms for panel consideration.
  • Analyze firm compliance records, including insurance requirements, areas of practice, technology capabilities, and operational maturity.
  • Prepare recommendation memoranda for leadership regarding panel admission and expansion opportunities.
  • Evaluate the adequacy of approved law firms across geography, lines of business, and expertise.
  • Identify coverage gaps and recommend additions, consolidations, or removals.
  • Monitor assignment distribution across firms and analyze referral patterns and utilization trends.
  • Coordinate and continuously evaluate the end-to-end onboarding process for outside law firms and legal service providers.
  • Analyze onboarding workflows, cycle times, stakeholder feedback, and operational metrics to identify efficiency improvements.
  • Facilitate collection, review, tracking, and maintenance of onboarding documentation, including engagement materials, guideline acknowledgments, insurance documentation, tax forms, diversity information, and compliance records.
  • Evaluate legal referral exceptions against business, performance, geographic, and cost considerations and approve requests within delegated authority or provide recommendations on material exceptions.
  • Assess law firm onboarding requirements and recommend process enhancements that reduce administrative burden while maintaining governance and compliance standards.
  • Monitor onboarding status, identify bottlenecks, and drive resolution of issues affecting law firm activation timelines.
  • Conduct periodic reviews of law firm records and engagement requirements to ensure documentation remains current, accurate, and compliant.
  • Gather initial information for evaluating prospective law firms and complete due diligence and internal operational assessments.
  • Analyze outside counsel engagement data, onboarding metrics, compliance trends, staffing models, and operational key performance indicators to identify improvement opportunities.
  • Assess law firm participation, responsiveness, and adherence to requirements and guidelines and provide recommendations on process improvements or remediation.
  • Conduct periodic performance reviews and identify remediation opportunities and corrective action plans.
  • Identify trends, risks, and opportunities in counsel management and recommend solutions that improve service delivery and operational effectiveness.
  • Participate in benchmarking efforts and research industry best practices related to counsel management, legal operations, and vendor governance.
  • Analyze law firm submissions and annual rate increase requests.
  • Coordinate submission, review, and maintenance of law firm rates and timekeeper information.
  • Evaluate rate proposals against market benchmarks, historical spend, and internal performance measures; gather business-partner feedback, formulate negotiation positions, and recommend dispositions.
  • Evaluate law firm staffing and resource utilization and assess staffing structure efficiency and billing practices.
  • Maintain rate documentation, approvals, and supporting records in accordance with established policies and controls.
  • Develop recommendations regarding rate approvals, negotiations, and alternative fee arrangements.
  • Partner with internal stakeholders to ensure approved rate structures, staffing arrangements, and law firm information remain accurate across applications and operational platforms.
Desired Qualifications
  • Property and Casualty insurance industry experience.
  • Experience supporting panel counsel programs or strategic vendor or law firm management initiatives.
  • Experience conducting rate negotiations or supporting alternative fee arrangement reviews.
  • Knowledge of electronic billing, matter management, or legal spend management platforms.
  • Knowledge of litigation operations, claims litigation, and insurance defense practices.
  • Experience developing law firm scorecards, vendor governance frameworks, and performance management programs.
  • Experience with business intelligence and reporting tools such as Power BI, Tableau, or similar platforms.
  • Master of Business Administration, paralegal certificate, Chartered Property Casualty Underwriter, Associate in Claims, or another relevant professional designation.

About the company

AmTrust Financial Services provides property and casualty insurance for businesses through three global segments: Small Commercial Business Insurance, Specialty Risk and Extended Warranty, and Specialty Middle-Market Property and Casualty Program Insurance. Its products work by underwriting and issuing workers’ compensation, general liability, and other specialty coverages tailored to the size and risk profile of small to mid-sized businesses, with policy administration and claims handled within its program structures. The company differentiates itself by targeting niche markets with program-style insurance and a global, diversified mix of standard and specialty coverages. Its goal is to protect businesses from P&C risks while growing market share across its global segments and expanding its specialized programs to new customers and regions.

Company Size

1,001-5,000

Company Stage

N/A

Total Funding

$246.1M

Headquarters

New York City, New York

Founded

1998

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Simplify's Take

What believers are saying

  • Samsung Care+ Canada launched July 13, 2026 with AmTrust Risk Solutions underwriting.
  • NBS expanded PI capacity to £10 million through AmTrust on June 9, 2026.
  • AmTrust continues hiring, with 351 active 2026 postings and 6,655 workers worldwide.

What critics are saying

  • AmTrust subsidiaries filed a June 2, 2026 RICO suit against Liakas Law.
  • The AmTrust securities case carries a November 19, 2026 BDO settlement hearing.
  • Car Care Plan’s sale to ANV shows AmTrust trimming assets while retaining capacity dependence.

What makes AmTrust Financial unique

  • AmTrust Risk Solutions rebrands specialty warranty, E&S, and protection products in February 2026.
  • AmTrust underwrites nationwide workers' compensation for Security America and NBS capacity programs.
  • AmTrust serves over 60 countries with claims-award-winning digital and GenAI workflows.

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Benefits

Health Insurance

Dental Insurance

Life Insurance

401(k) Retirement Plan

401(k) Company Match

Paid Time Off

Company News

Business Insurance
Oct 6th, 2026
AmTrust launches treaty property reinsurance unit.

AmTrust launches treaty property reinsurance unit. * by Gavin Souter AmTrust Financial Services on Tuesday launched East Reinsurance Services, a treaty property reinsurance operation focused on U.S. property and specialty business. East Re will provide proportional treaty reinsurance, with an emphasis on pro rata accounts covering E&S property, high-value homeowners, specialty property, inland marine and builders risk, among other segments, AmTrust said in a statement. The reinsurer is wholly owned by AmTrust and will write business on Technology Insurance Co. paper, which is rated A- by A.M. Best. Distribution will be exclusively through reinsurance intermediaries. Kevin Sullivan, previously head of E&S property at AmTrust, was named head of property reinsurance at East Re. He joined AmTrust in 2024 to establish its E&S property operation. Mr. Sullivan previously was head of specialty property at Axa XL Reinsurance. East Re will seek to build a diversified portfolio of catastrophe-exposed and less catastrophe-exposed business, AmTrust said. The operation will use AmTrust's underwriting, actuarial, catastrophe modeling and claims resources. East Re plans to expand into additional reinsurance business as client needs develop, AmTrust said. October 6, 2026

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Security America
Aug 27th, 2026
Comprehensive coverage for the Security industry: what Security America offers.

Comprehensive coverage for the Security industry: what Security America offers. For nearly 20 years, Security America has been committed to providing security industry professionals with comprehensive insurance solutions, competitive pricing, and exceptional service. As the risks facing businesses continue to evolve, Security America Risk Purchasing Group remain focused on delivering the protection its members need. The foundation of the Security America program. The Security America program has long provided comprehensive insurance solutions tailored specifically to the security industry, including: * Professional Liability Coverage * General Liability Coverage * Excess/Umbrella Liability Coverage * Hired & Non-Owned Auto Liability (HNOA) * Employer's Liability Coverage (available in select states) * Employee Benefits Liability Coverage * Comprehensive Cyber Coverage But did you know Security America Risk Purchasing Group also offer... Property, contractors equipment & installation coverage (Inland Marine). Theft, vandalism, and rising equipment costs continue to create significant exposures for businesses. Its Inland Marine coverage can help protect your tools, cameras, business personal property, and other valuable equipment from theft, accidental damage, and many other causes of loss. Consider this scenario: You have equipment staged and ready for installation at a customer's location, but ownership and responsibility have not yet transferred to the customer. Before installation can be completed, a fire destroys the equipment. Who pays for the replacement costs? This is where Inland Marine coverage can help. Through the Balance Partners Inland Marine program, Security America Risk Purchasing Group offer a variety of coverage options, including limits for unscheduled property as well as scheduled coverage for higher-value equipment. For qualifying insureds, Security America Risk Purchasing Group may also be able to provide property coverage for owned office buildings as part of a comprehensive insurance solution. Workers' Compensation. Accidents happen, and Workers' Compensation insurance plays a critical role in protecting both your employees and your business. When an employee suffers a work-related injury or illness, Workers' Compensation coverage helps provide medical benefits, lost wage compensation, and other statutory benefits while also addressing the employer's liability exposure. Through its nationwide partnership with AmTrust, Security America Risk Purchasing Group can assist insureds with their Workers' Compensation needs across the country. For qualifying accounts, Security America Risk Purchasing Group may also be able to provide Commercial Auto coverage as part of a broader insurance package. Employment Practices Liability Insurance (EPLI). Managing employees has become increasingly challenging in today's legal environment. Even businesses with strong hiring practices and workplace policies can face allegations from current, former, or prospective employees. Employment Practices Liability Insurance (EPLI) helps protect your business against claims alleging wrongful termination, discrimination, harassment, retaliation, failure to hire or promote, and other employment-related matters. The costs associated with defending these claims can be substantial - even when allegations are ultimately found to be without merit. More than insurance coverage. At Security America, Security America Risk Purchasing Group understand that insurance is only one part of managing your business. Its team is committed to providing responsive service and practical support to help you meet the day-to-day demands of your operations. Whether you need a certificate of insurance issued quickly for a new contract, assistance reviewing insurance requirements in a customer agreement, or guidance regarding coverage questions, its experienced team is here to help. Security America Risk Purchasing Group pride ourselves on its fast certificate turnaround times, personalized service, and understanding of the unique contractual and risk management challenges faced by security industry professionals. Don't forget your ESA membership savings. One of the many benefits of ESA membership is access to the Security America insurance program. In many cases, the premium savings available through the program can completely offset the cost of membership while providing access to coverage specifically designed for the security industry.

Electronic Security Association
Aug 27th, 2026
Comprehensive coverage for the Security industry: what Security America offers.

Comprehensive coverage for the Security industry: what Security America offers. Electronic Security Association - August 27, 2026 By Crystal Jacobs, Program Lead at Security America For nearly 20 years, Security America has been committed to providing security industry professionals with comprehensive insurance solutions, competitive pricing, and exceptional service. As the risks facing businesses continue to evolve, Esaweb remain focused on delivering the protection its members need. The foundation of the Security America program. The Security America program has long provided comprehensive insurance solutions tailored specifically to the security industry, including: * Professional Liability Coverage * General Liability Coverage * Excess/Umbrella Liability Coverage * Hired & Non-Owned Auto Liability (HNOA) * Employer's Liability Coverage (available in select states) * Employee Benefits Liability Coverage * Comprehensive Cyber Coverage But did you know Esaweb also offer... Property, contractors equipment & installation coverage (Inland Marine). Theft, vandalism, and rising equipment costs continue to create significant exposures for businesses. Its Inland Marine coverage can help protect your tools, cameras, business personal property, and other valuable equipment from theft, accidental damage, and many other causes of loss. Consider this scenario: You have equipment staged and ready for installation at a customer's location, but ownership and responsibility have not yet transferred to the customer. Before installation can be completed, a fire destroys the equipment. Who pays for the replacement costs? This is where Inland Marine coverage can help. Through the Balance Partners Inland Marine program, Esaweb offer a variety of coverage options, including limits for unscheduled property as well as scheduled coverage for higher-value equipment. For qualifying insureds, Esaweb may also be able to provide property coverage for owned office buildings as part of a comprehensive insurance solution. Workers' Compensation. Accidents happen, and Workers' Compensation insurance plays a critical role in protecting both your employees and your business. When an employee suffers a work-related injury or illness, Workers' Compensation coverage helps provide medical benefits, lost wage compensation, and other statutory benefits while also addressing the employer's liability exposure. Through its nationwide partnership with AmTrust, Esaweb can assist insureds with their Workers' Compensation needs across the country. For qualifying accounts, Esaweb may also be able to provide Commercial Auto coverage as part of a broader insurance package. Employment Practices Liability Insurance (EPLI). Managing employees has become increasingly challenging in today's legal environment. Even businesses with strong hiring practices and workplace policies can face allegations from current, former, or prospective employees. Employment Practices Liability Insurance (EPLI) helps protect your business against claims alleging wrongful termination, discrimination, harassment, retaliation, failure to hire or promote, and other employment-related matters. The costs associated with defending these claims can be substantial - even when allegations are ultimately found to be without merit. More than insurance coverage. At Security America, Esaweb understand that insurance is only one part of managing your business. Its team is committed to providing responsive service and practical support to help you meet the day-to-day demands of your operations. Whether you need a certificate of insurance issued quickly for a new contract, assistance reviewing insurance requirements in a customer agreement, or guidance regarding coverage questions, its experienced team is here to help. Esaweb pride ourselves on its fast certificate turnaround times, personalized service, and understanding of the unique contractual and risk management challenges faced by security industry professionals. Don't forget your ESA membership savings. One of the many benefits of ESA membership is access to the Security America insurance program. In many cases, the premium savings available through the program can completely offset the cost of membership while providing access to coverage specifically designed for the security industry.

Insurance Business
Aug 24th, 2026
ANV enters vehicle warranty market with Car Care Plan deal.

ANV enters vehicle warranty market with Car Care Plan deal. The deal brings a 50-year-old warranty MGA with operations in roughly 100 countries into its specialty insurance platform. ANV Group Holdings has agreed to acquire Car Care Plan (CCP), the UK's leading motor warranty managing general agent, from AmTrust Financial Services. The deal is expected to close around the end of September and brings a 50-year-old warranty distribution platform into ANV's growing specialty insurance portfolio. Financial terms were not disclosed. CCP was founded in 1976 and issues more than 1.5 million policies annually in the UK. It serves more than 30 original equipment manufacturers (OEMs), over 2,500 dealers, and customers across approximately 100 countries. Its business covers product design, underwriting, claims handling, and after-sales administration. The deal also includes Dent Wizard Ventures (DWV) in the UK, a mobile bodywork and alloy wheel refurbishment company, along with CCP's overseas subsidiaries in the US, Europe, Turkey, and China. DWV's inclusion reflects how OEM warranty programs are structured. Automakers and dealers commonly bundle cosmetic repair services with mechanical warranty products, and a repair capability sitting inside the same platform allows CCP to administer those programs end to end. For ANV, retaining DWV keeps that bundled offering intact rather than separating it from the warranty book. AmTrust will stay on as CCP's underwriting partner under a long-term capacity agreement. The structure follows the same model as ANV's own formation. When AmTrust and Blackstone Credit & Insurance spun off a portfolio of AmTrust's MGAs in December 2025, the two parties entered a 10-year capacity agreement under which AmTrust continued to underwrite the existing books of business. A warranty market drawing institutional capital. The global auto extended warranty market was valued at approximately $34.9 billion in 2025 and is projected to reach $47.9 billion by 2030 at a compound annual growth rate of approximately 6.5 percent, according to data from The Business Research Company. Rising repair costs, longer vehicle ownership periods, and growth in used vehicle sales have contributed to that trajectory. North America was the largest regional market in 2025. The CCP deal arrives as MGA consolidation continues to accelerate. Mergers and acquisitions involving MGAs increased in both number and size through 2025 and into 2026, with private equity firms and carriers extending their reach. ANV has been one of the more active buyers in that wave since its December 2025 launch. In less than a year, it added workers' compensation MGAs Specialty Comp Insurance Solutions and Associated Specialty Insurance Agency, acquired Iris Insurance Brokers in the UK, and agreed to buy automotive lending specialist Open Lending for $372 million and travel MGA Assured Underwriting Group. The CCP acquisition adds vehicle warranty as a distinct vertical to that growing platform. What the deal means for brokers. CCP will continue to operate under its existing brand. Ben Russell will remain as CEO, and the current leadership team will stay in place. AmTrust will keep its underwriting role, which means existing capacity arrangements carry over unchanged - a notable feature for brokers and OEM partners concerned about post-acquisition disruption in the MGA space. The acquisition includes CCP's US subsidiary, which gives ANV a foothold in the American vehicle warranty market from day one. For US brokers who work with auto dealers or place finance and insurance (F&I) products, CCP's existing OEM relationships and dealer network represent established distribution infrastructure that ANV can build on without starting from scratch. "This acquisition is fully aligned with ANV's strategy of partnering with MGAs in attractive markets, and it establishes a scaled platform in the warranty vertical," said Adam Karkowsky, chairman and chief executive officer of ANV. For brokers placing business through CCP - on OEM warranty programs, dealer-facing products, or asset protection - the practical outcome is continuity. ANV gains a brand with embedded distribution across approximately 100 countries and OEM relationships developed over five decades.