Profile
“We keep evolving the brand as we grow and expand, which is equally rewarding and satisfying”
Alice Phillips Topping
Ryan Specialty
With nearly 25 years of industry experience, Regina Woodberry, vice president, client services at Gallagher Bassett (GB), has focused her career on uplifting others. She started at GB as a claims adjuster, moving up through the claims operation, and then transitioned to client services as a senior client services manager. She was promoted to VP client services in 2022, making her the first woman of color to earn this position at GB.
As a VP, Woodberry oversees the strategy and progression of client relationships. A champion of the organization’s culture and future, she helped develop GB’s mentorship program for diverse leaders and serves on the DEI Steering Committee, Include@GB.
She also works with a teen mentoring group in South Carolina called Tyrone Wilson Let Us Mentor, which provides resources to teens as they approach young adulthood, and volunteers with Seven Bridge Recovery in Atlanta, GA, which serves previously incarcerated women who are transitioning back into the workforce.
Whether leading her team, empowering rising talent, or advocating for her clients, Woodberry always “reaches back” and invests in the people and initiatives around her. She has carefully and authentically built relationships, enabling herself and others to achieve personal and professional success.
2850 Golf Rd., Rolling Meadows, IL 60008
770 290 8222
Regina_Woodberry-Stith@gbtpa.com
linkedin.com/in/regina-woodberry-stith-b6905694/
gallagherbassett.com
Regina Woodberry
Vice President, Client Services
Gallagher Bassett
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Bio
Milestones
“It’s very important to set an example and to not only inspire but mentor other females”
Alice Phillips Topping
Ryan Specialty
2014–2019
2019–2021
2021–2022
2022–present
2018–2023
Senior Account Manager
After earning her degree in business management with a minor in finance from Winthrop University, Woodberry started at American Express as a junior financial advisor. She transitioned into the insurance industry with a position at Travelers, working there for four years, before coming to Gallagher Bassett.
2014–
2019
Account Principal, National Accounts
2019–
2021
Assistant Vice President, Client Services
She has been with Gallagher Bassett for 20 years, starting as a claims adjuster and moving up the ranks within GB’s claims operations, including supervisor, assistant branch manager, and branch manager. She transitioned to client services as a senior client services manager and was promoted to assistant vice president in 2021.
2021–
2022
Vice President, Client Services at Gallagher Bassett
Promoted to her current role of VP, Client Services in 2022, making her the first woman of color to earn this position at GB
Served on the Steering Committee for GB’s mentoring program, helping to launch and lead the program, which pairs upcoming professionals with leaders in the organization to develop talent internally
2022–
present
2018: Hit a million-dollar book of business
2018: Became a Certified Insurance Counselor
2023: Named Human Services Segment Leader and mentor of two female commercial producers
2018–
2023
Assistant Vice President and Senior Broker at MJ Hall & Company since 2018
Present
Milestones
• Gold award for Magazine or Newspaper Advertisement
• Silver award for Promotional Email
• Silver award for Most Out-of-the-Box Idea
As a founding member of WOW! (Women. Opportunity. Winning.), an employee resource group created for all women of Ryan Specialty, Phillips Topping has long championed for women in the industry.
“It’s very important to set an example and to not only inspire but mentor other females,” she adds.
In addition to her sharp marketing eye, the key to Phillips Topping’s success lies in her high-energy approach and positive attitude.
“As the leader of a team, it’s important to motivate and encourage your team members. People work very hard and do their best and it’s important to recognize these efforts. For my career overall, my attitude has been one of curiosity. The more you can learn, the better you’ll understand the business, and then the deeper your knowledge will become, making you a better team member.”
Chief underwriting officer of executive risk at Chubb
President of financial insurance solutions at Kemper
Chief underwriting officer at Axis Capital
CEO of global Insurance at Endurance
CEO of global Insurance at Sompo International
“We keep evolving the brand as we grow and expand, which is equally rewarding and satisfying,” adds Phillips Topping.
“Marketing is a very busy space. The challenge is to keep it fresh and keep it new. There’s so much out there. You have to think about how to break through.”
Since joining the firm in 2015, Ryan Specialty has:
• completed 28 acquisitions
• launched 10 companies
“With each acquisition and de novo formation, a large branding component is involved,” says Phillips Topping.
Speaking on the importance of spotlighting marketing professionals, Phillips Topping says, “It’s imperative to shine a light on those who aren’t necessarily brokers or underwriters. There are so many different aspects of the industry. It’s nice to show all the great work that’s being done behind the scenes.”
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