OUR TEAM

Rob Bradley

Rob Bradley began his career as an assistant state attorney in Florida’s Fourth Judicial Circuit. He was elected to the Clay County Board of County Commissioners in 2007 and to the Florida Senate in 2012.  

As a senator, Rob chaired the Senate Committee on Appropriations from 2017-2020 where he helped craft three state budgets, each more than $90 billion. In recognition of Rob’s leadership, Governor Ron DeSantis appointed him to the Governing Board of the St. Johns River Water Management District, where he currently serves as chair. Rob received his Bachelor of Science in telecommunication degree and a Juris Doctorate from the University of Florida.

Relevant Experience 

  • Oak Strategies, LLC – Partner (2021-Present) 
  • Bradley, Garrison & Komando, P.A. – Managing Partner (2001- Present) 
  • St. Johns River Water Management District – Governing Board, Chairman (2021-2024) 
  • Florida Senate, District Five (2012-2020) 
  • Clay County Board of County Commissioners (2006-2008) 
  • State Attorney’s Office, Fourth Judicial Circuit – Assistant State Attorney (1996-1998) 

 

Awards & Honors 

  • Florida Prosecutors Association, Senate Leadership Award (2019 & 2014) 
  • University of Florida, Preeminence Award (2018) 
  • Audubon Florida, Champion of the Everglades (2017) 

 

Leadership Roles 

  • Senate Committee on Appropriations – Chair (2017-2020) 
  • Senate Committee on Environmental Preservation & Conservation – Chair (2017-2018) 
  • Senate Appropriations Subcommittee on Environment & Natural Resources – Chair (2017) 
  • Senate Committee on Regulated Industries – Chair (2015-2016) 
  • Senate Appropriations Subcommittee on Civil and Criminal Justice – Chairman (2012-2014) 
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Travis Cummings

Travis Cummings brings 18 years of elected office experience to the Oak Strategies team. In 2012, Travis was elected to the Florida House of Representatives for District 18 and served four terms until leaving office in 2020 due to term limits. During his tenure in the Legislature, Travis served as House Appropriations Committee chair from 2018-2020, overseeing a $93 billion state budget, and from 2017-2018, he served as Health & Human Services Committee chair. Before his service in the Florida House, Travis was elected to a four-year term as a member of the Clay County Board of County Commissioners in 2008. He was appointed to serve as chairman of the Board of Commissioners in 2009, a position he held until 2011. Travis also served as mayor and councilman for the Town of Orange Park from 2002-2008.  

He is a graduate of Leadership Florida and has served on the directing boards of the YMCA, Clay County Charter Review Commission, North Florida Transportation Planning Organization, the Jacksonville Association of Health Underwriters, the Borland-Groover Foundation, the Boys & Girls Club of North Florida, Orange Park Medical Center and the Florida Commission on Ethics. Travis received a Bachelor of Business Administration in accounting degree from Valdosta State University and an MBA from the University of North Florida. 

Relevant Experience 

  • Oak Strategies, LLC – Partner (2021-Present) 
  • The Bailey Group/NFP – Senior Vice President (2013- Present) 
  • Florida House of Representatives, District 18 – (2012-2020) 
  • Clay County Commissioner, District 3 – (2008-2012) 
  • Orange Park, Town Councilman (2002-2008) 
  • Florida Commission on Ethics (2021-2022) 

 

Awards & Honors 

  • Leadership Florida 
  • University of North Florida Distinguished Alumni Achievement Award  
  • Florida Professional Firefighters Legislator of the Year 
  • Florida Fraternal Order of Police Legislator of the Year 

 

Leadership Roles 

  • Florida House Appropriations Committee – Chair (2018-2020) 
  • Florida House Health & Human Services Committee – Chair (2016-2018) 
  • Clay County Board of County Commissioners – Chair (2009-2011) 
  • Town of Orange Park – Mayor (2005-2006) 
  • Clay County Charter Review Commission – Past Chair 
  • North Florida Transportation Planning Organization – Past Chair 
  • Clay County YMCA – Past Chair 
  • Orange Park Medical Center – Past Board Member 
  • Jacksonville Association of Health Underwriters – Past Chair 
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Jayer Williamson

Jayer Williamson became a partner of Oak Strategies in December of 2022 after serving six years in the Florida House of Representatives. In his final term as District 3’s state representative, he served as chair of the Infrastructure & Tourism Appropriations Subcommittee and was a member of the full House Appropriations Committee and the Joint Legislative Budget Commission. Previously, he served as chair of Government Operations & Technology Appropriations Subcommittee, vice-chair of the Government Accountability Committee and chaired the Florida Sportsmen Caucus. Before his tenure in the state legislature, Jayer served as on the Santa Rosa Board of County Commissioners. 

Jayer has been a member of the National Rifle Association, Florida Farm Bureau and the Northwest Florida Home Builders Association. He’s also previously held board positions with the Navy League of Santa Rosa County, the Santa Rosa Chamber of Commerce and the Santa Rosa Kids’ House. Jayer is the founder and past president of the Santa Rosa Young Professionals. Jayer is a northwest Florida native who graduated the University of West Florida with a Bachelor of Arts in communication arts degree. He also has his Master’s Electrical Contractors license. Prior to joining Oak Strategies, he owned and operated Williamson Electrical Company. 

Relevant Experience 

  • Oak Strategies, LLC – Partner (2023-Current) 
  • Williamson Electrical Company, Inc. – Owner & Operator (2003-2023) 
  • Florida House of Representatives, District Three – (2016-2022) 
  • Santa Rosa County Commissioner, District One – (2014-2016) 

 

Awards & Honors 

  • Americans for the Arts Public Leadership in the Arts Award (2022)
  • National Federation of Independent Business Guardian of Small Business Award (2022) 
  • Florida Farm Bureau Legislator of the Year (2021) 
  • Associated Industries of Florida Champion for Business Award (2021) 
  • Children’s Home Society of Florida Legislator of the Year (2019) 
  • Florida Network of Youth & Family Services Friend of the Network Award (2019) 
  • Florida Farm Bureau Champion for Agriculture (2018) 
  • Fraternal Order of Police State Representative of the Year (2017) 
  • Associated Builders & Contractors of Florida Legislator of the Year (2017-2019) 

 

Leadership Roles 

  • Florida House Infrastructure & Tourism Appropriations Subcommittee – Chair (2020-2022) 
  • Joint Legislative Budget Commission (2018-2022) 
  • Florida House Government Operations & Technology Appropriations Subcommittee – Chair (2018-2020) 
  • Florida House Workforce Development & Tourism Subcommittee – Vice Chair (2018-2020) 
  • Florida House Government Accountability Committee – Vice Chair (2017-2018) 
  • Florida/Alabama Transportation Planning Organization – Chairman (2015-2016) 
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Contact Us

By engaging Oak Strategies for lobbying and advocacy services, you will benefit from our unparalleled expertise, unwavering commitment to professionalism and dedication to achieving tangible results. Together, we will navigate the complexities of government affairs and empower your company to thrive in an ever-changing political landscape. Let’s get started.