Derek Leppek

Senior Underwriter - Contract Surety at Skyward Specialty Insurance

Derek Leppek, AIC, is a seasoned insurance professional currently serving as a Senior Underwriter for Contract Surety at Skyward Specialty Insurance since August 2023. Prior to this role, Derek held positions as an Executive Underwriter in Middle Market Contract Surety at Crum & Forster and as a Surety Underwriting Specialist at CNA Surety. Earlier experience includes roles as an Associate Underwriter at Markel Surety and an Assistant Commercial Surety & Fidelity Underwriter at CapSpecialty. Derek began his career as a Casualty Adjuster with Crawford & Company Global Technical Services, where notable achievements included being the youngest adjuster ever hired in that department. Derek's career commenced after graduating with a Bachelor of Business Administration in Risk Management & Insurance from The University of Georgia in 2013.

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