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Scott Bailey is a seasoned underwriting professional with 30+ years of experience in surety bonds, financial analysis, and risk management. He has held various leadership positions, including VP, Field Operations, Surety at Skyward Specialty Insurance. Scott has a strong educational background in Mass Communications from Western Illinois University.

Experience

  • Skyward Specialty Insurance
    • Cedar Rapids, Iowa, United States
    • VP, Field Operations, Surety
      • Aug 2023 - Present
      • Cedar Rapids, Iowa, United States

      Contract surety underwriting.

  • UFG Insurance
    • Cedar Rapids, Iowa Area
    • Underwriting Manager, Surety
      • Mar 2019 - Aug 2023
      • Cedar Rapids, Iowa Area
    • Sr. Credit and Risk Director
      • Sep 2018 - Mar 2019
    • United States
    • Insurance
    • 100 - 200 Employee
    • Underwriting & Training Director at Merchants Bonding Company
      • Apr 2017 - Aug 2018

    • Contract Surety Underwriting Manager
      • Dec 2008 - Apr 2017

      Joined Merchants as their contract underwriting manager, a newly created position, to assist the Executive V.P. of underwriting at a rapidly growing company. In addition to underwriting I'm also involved in the front line for hiring along with training and development of new hires and experienced underwriters. My contributions to training the development of an online contract underwriting training manual and training programs for experienced underwriters that encompasses advanced underwriting and sales training. I've also assumed the position of liaison between the Contract Department and IT to coordinate the development of more robust analytics programming for portfolio management of our contract surety book as well as a more robust underwriting system.

  • Travelers
    • Des Moines, Iowa Area
    • Account Executive, - Contract Surety
      • Apr 2004 - Dec 2008
      • Des Moines, Iowa Area
  • St. Paul Companies
    • Des Moines, Iowa Area
    • Branch Manager - Surety
      • Jun 1998 - Apr 2004
      • Des Moines, Iowa Area

      St. Paul merger with Travelers.

  • USF&G
    • Dixon, IL/Baltimore/Indy/Des Moines
    • Underwriter/Asst. Mgr./Mgr.
      • Apr 1984 - Jun 1998
      • Dixon, IL/Baltimore/Indy/Des Moines

      Handled fidelity, commercial surety and contract surety. I was bond manager when USF&G was acquired by St. Paul.

Education

  • 1980 - 1982
    Western Illinois University

Suggested Services

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Industry Focus. “Insurance”

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