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Bailey Wolff

Business Development

Bailey Wolff is a national expert in owner-occupied commercial finance. He began his career in 2016 at the New York Metro SBA District Office as the Public Affairs Specialist. This role gave him broad exposure to the many ways the SBA supports small business growth.


Bailey has been with Harvest since 2020. He started as an associate, learning from some of the industry’s top Business Development Officers. He quickly advanced to originating, pre-underwriting, and closing his own owner-occupied commercial real estate loans across the United States. Bailey has successfully closed deals in every region of the country. He is originally from Spokane, WA.


Bailey has a young family and prioritizes spending as much time with them as possible. He holds a master’s degree in journalism and a bachelor’s degree in writing. His interest in people’s stories is part of what makes him an effective SBA lender. Many of Bailey’s loans are underwritten based on the story of what the business will achieve after purchasing the property, rather than solely on historical performance.


Bailey is highly collaborative and always open to sharing information and connections. He is driven by a desire to help others accomplish their goals.

(509) 385-1610

Bailey Wolff

HARVEST SMALL BUSINESS FINANCE, LLC HEADQUARTERS, 24422 AVENIDA DE LA CARLOTA, SUITE 400, LAGUNA HILLS, CA 92653​. SBA 7A LOANS MADE OR ARRANGED PURSUANT TO A CALIFORNIA FINANCE LENDERS LAW LICENSE NUMBER 60DBO-52244. SBA 504 AND CONVENTIONAL LOANS MADE OR ARRANGED PURSUANT TO A CALIFORNIA FINANCE LENDERS LAW LICENSE NUMBER 60DBO-53525. © 2025 HARVEST SMALL BUSINESS FINANCE.  ALL RIGHTS RESERVED.

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