Our Team

Meet the professional insurance practitioners who make-up the CIA organization.


David Armstrong

Railroads and records tell you a lot about David Armstrong.

He is a 40-year veteran of the insurance industry. Throughout his entire career, his unique industry specific expertise has been exclusively focused on railroads and railroad related engineers, contractors, and suppliers.

He has provided comprehensive and financially responsive insurance and bonding placements for large transit systems, regional and shortline railroads, and railroad contractors throughout the U.S. He joined C.I.A. as a principal in 2005 after 24 years with Willis.

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Kevin D. Brons

Kevin Brons

In a company full of entrepreneurs and consultants with an entrepreneurial mindset, Kevin Brons has spent the most time starting and growing companies as his full-time focus.

He is a serial entrepreneur who started his first business at age 21. Owning more than ten plus companies over his professional career, he sold his last company to a Venture Capital Group in 2012. This background is one reason Kevin has a reputation for finding outside-the-box solutions for unique client challenges.

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David Clayton

David Clayton is not afraid of innovation and change.

Born and raised in Vermont, he attended college at Florida State University and has a diverse professional background. After eight years as a Strength and Conditioning Coach in Ohio, he returned to school at the University of Findlay (OH) to then pursue a career as a Nuclear Medicine Technologist. After ten years in Nuclear Medicine, an opportunity presented itself in the insurance industry and he accepted the challenge to change his career path.

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Brian Dale

Brian Dale joined CIA in 2017 after working in the insurance industry for fifteen years.

His insurance career began in the file room, where he worked doing certificates part time in high school.

He then moved into the customer service and marketing fields in the industry, and went on to become an agent in 2004 with a large agency, focusing on transportation. He is the recipient of a Star Designation with Great West Casualty.

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Brad Dean

Brad Dean joined C.I.A. as a Principal and owner in 2003 after working for Willis, a leading global insurance brokerage. While at Willis, he was a member of their National Healthcare Practice Group and had clients ranging from multi-specialty physician groups to fully integrated hospital systems.

Since joining CIA in 2003, Brad’s solid understanding of risk management and commitment to his clients allows him to provide insurance placement for a variety of industries and service groups, with areas of expertise in developing financial alternatives for large workers’ compensation and casualty programs including captives, complex property solutions, and executive risk/D&O/E&O.

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Donald Denbo

Don Denbo

There is no one quite like Don Denbo.

He has the competitiveness of a stand out athlete and offers clients the deep strategic recommendations of an accomplished scholar.

Don played college football and went to the London School of Economics. The New Yorker published his poems, and he’s a serial entrepreneur who owns businesses in various industries, including scrap, rail, restaurants, software, and hospitality.

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Scott Denbo

Scott joined C.I.A. in 2004 after working on fixed income strategy at a boutique asset manager in Los Angeles.

Scott’s risk management experience concentrates on complex property and casualty placements, allowing him to provide clients with creative and cutting edge solutions. While he works with various industry verticals, his practice is currently focused on the railroad and recycling industries, as well as private equity.

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Will Denbo

For 9 years, Will Denbo has been a force of personality at C.I.A.

Denbo joined the team after working in London as a property insurance broker at Besso Limited.

He has developed his practice around the needs of the environmental and recycling industries, currently working with auto dismantlers, scrap metal, paper, plastics, & electronics recyclers across the United States.

He is a driving force for growth and talent acquisition for the firm, in addition to servicing his clients at a high level.

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Cyndie Gainey

Cyndie Gainey

Cyndie Gainey has enough drive and tenacity to go toe-to-toe with any other trucking agent in the industry.

She has over 35 years of experience, 25 of which have been focused on trucking. After years of working for insurance companies and brokerages, she has developed a passion for superior service and claims administration unique to the trucking industry.

She joined C.I.A. in 2009 and has been a key player in the firm’s successful long haul trucking practice.

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Christopher Gurley

Christopher Gurley stepped into the family business in 1996 and hasn’t looked back since. Both his mother and father worked in insurance, with his father eventually helping to start an agency, while his mother worked her way up from secretary to territory manager. His sister is also in the business, working as a commercial production underwriter.

In his over 20 years in the industry, the majority of Gurley’s time has been spent in Nashville, the exception being a two year stint in Indianapolis. Christopher worked as a multi-line claims adjuster for 18 years before spending the last 5 years as a producer.

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Mandy Graves

Mandy Graves is a go-getter, and her trajectory in the company is a testament to the fact that the “outwork everyone else” mentality can take you far at CIA.

Mandy joined CIA in 2008 as a receptionist, where she began building relationships within the company and ended up becoming especially close to Bob Medling and Susan Weimer, two CIA principals. After helping them out with whatever they sent her way while on the reception, they came to her with an opportunity to move up in the company and she was promoted to Customer Service Representative.  After a couple of years working directly with the team, she was promoted again to Client Manager in 2013

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Tim Greene

Tim Greene

For almost 15 years, Tim Greene has provided C.I.A. clients with expertise in claims management, analysis and risk mitigation, and the placement of environmental insurance.

Tim grew up in Buffalo, New York and Washington, D.C. before attending Vanderbilt University in Nashville where he received a degree in philosophy. He continued his education at Vanderbilt,where he was awarded two prestigious fellowships while pursuing his M.S and Ph.D. degrees: an Ingram Fellowship in Engineering Management and the inaugural Bridgestone Firestone Fellowship in Environmental Management.

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Stephen Halford

If you can’t find Stephen Halford, chances are he’s watching, coaching, or playing sports.

Originally from the Atlanta, Georgia area, Halford earned a Bachelor of Science from the University of Tennessee at Knoxville, where he was a member of the Alpha Tau Omega Fraternity, serving as Social Chair and on the Philanthropic Committee.

Before joining C.I.A., Halford held management positions for several technology companies, including Dell, where he continually excelled in client relations and solutions-driven services.

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Chris Hart

Chris Hart is the embodiment of the saying “hard work pays off.” He worked full time throughout high school and college and still managed to graduate college in three and a half years with a double major in accounting and business.

He has worked in the commercial insurance industry since 2005, when he took a job on the carrier side in Philadelphia, the first in a long line of cities that Chris would call home over the next 12 years. He’s lived in Northwest New Jersey, St. Augustine, Philadelphia, Raleigh and Nashville, and even in some of them twice.

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Brad Holmes

Support and patience. Two things you need to play golf and raise three boys, not to mention twins. Brad Holmes knows a lot about both of those things.

His enthusiasm for mathematics, specifically statistics, led Brad to Middle Tennessee State University outside Nashville where he earned a degree in Actuarial Science. While in school, he became an active member of Gamma Iota Sigma, the International Risk Management, Insurance, and Actuarial Science Collegiate Fraternity.

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Monte King

With a strong background in technology and transportation, Monte King is well-equipped to transfer insurance expense into balance sheet performance for his clients.

King joined C.I.A. in 2015 as a principal and brought with him over 10 years of experience placing insurance for the transportation industry.

He holds the STAR designation as a specialist in transportation and risk, and is an active member of several local, state, and national trucking associations. He is a board member of the Northwest Georgia Traffic Club, and served as president for 2016 and Chairman of the board for 2017.

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Jacqueline LaFont

Jacqueline LaFont joins CIA as a Producer after working in the accounting industry and as a financial analyst for the past seven years. Throughout her years working with CEOs and CFOs in her previous roles, Jacqueline began to realize how much she enjoyed face to face interaction and knew it was time for a change.

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Bob Medling

Bob Medling

When you ask him what his favorite part of his job is, Bob Medling says “all of it.”

Medling has worked in insurance for over 40 years in several specialty areas. No matter the industry, Bob is client-focused and driven to find solutions to real, ongoing client issues.

Prior to joining C.I.A., Bob held positions in underwriting, marketing, sales, and management with two major insurance carriers and four national and international brokers.

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Craig Menzie

Craig Menzie

Patience, problem-solving, and some thoughtful tinkering are skills needed to get a risk management strategy right and to rebuild an old jeep, a project Craig completed a few years ago.

Those are three of Craig Menzie’s skills.

Born and raised in the Nashville area, Craig played tennis and graduated from Auburn Universitywith a business degree. He earned an MBA from the Hough Graduate School of Business at the University of Florida.

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Kevin Pomeroy

To say that Kevin Pomeroy is service oriented in all that he does would be an understatement. When asked why he loves his job, his answer is that he loves partnering with clients to secure their assets, being a risk manager for people, and the relationships built while providing a service that protects people he cares about.

This industry truly is a relationship business for Pomeroy. He has been in the insurance industry for 12 years. He got his start with Brown & Brown and then moved on to become a name partner at Coker, Wolf & Pomeroy for 7 years in Hendersonville. He joined CIA in May of 2017 and is looking forward to growing his book of business and continuing to focus on construction contracting as well as working with clients in the auto service industry.

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Ryan Taylor

Ryan Taylor is not one to back down from a challenge, and that work ethic has carried him from building a book of business from the ground up. He has gone from cold calling every day to being named a top sales leader multiple times at one of the largest insurance brokers in the country.

Taylor grew up in Brentwood, TN, where he achieved the rank of Eagle Scout and attended Ezell Harding High School and Freed-Hardeman University in West Tennessee. He sold books door to door in college, and he attributes the time he spent with Southwestern Company in Los Angeles, California with teaching him the habits and worth ethic it takes to succeed in sales: persistency, consistency, self-motivation and tenacity.

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Johnny Thompson

Johnny Thompson

With a background in accounting and farming, Johnny Thompson is a straight-shooter.

After a successful 30-year career as a CPA in a “Big 8” accounting firm, Johnny moved to the insurance brokerage business. After working several years for one of the largest insurance brokerages in the U.S., Johnny and Don Denbo co-founded C.I.A. in 2002. He serves as head of administration for C.I.A. and watches every dollar for the company and for his clients. His insurance practice is focused on the unique needs of the moving and storage industry, where he has many long-term clients.

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Bob Wagoner

Bob Wagoner

When Bob Wagoner is involved in a project, from community service to coverage analysis to commercial insurance placements, he gets deeply involved and is thorough.

Wagoner has over 30 years of experience as a commercial lines insurance producer. He has focused on developing, marketing, and implementing large property and casualty insurance programs.

Prior to joining C.I.A., Bob gained brokerage experience at a major insurance company and three national insurance brokerages, exposing him to a variety of clients and insurance market conditions. His current practice is focused on large risk management accounts that require technical expertise in identifying risk exposures and steps to reducing total costs of risks.

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Jimmy Weekley

Jimmy Weekley believes that people are going to work with people they like. That’s why he joined CIA in 2017 following a successful career selling synthetic and athletic surfacing. He’s most looking forward to working with those he can consider friends and building longstanding relationships with customers.

His focus is on the manufacturing and general contracting sectors and leveraging his experience in the turf field to generate new clients.

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Susan Weimer

Susan Weimer

Susan has over 20 years of commercial lines insurance experience with regional and international brokers. Before joining C.I.A. in 2007, she worked for a large insurance broker for 10 years. She began as a client manager and worked her way up to become a principal of C.I.A in 2013.

She is known in the industry for her innovative use of technology, a skill which she used to develop, build, and manage specialized programs for landlord coverage on stores leased to national retailers, working with Bob Medling. Her specialties include large retail clients and land developers

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Jimmy Whitehair

Jimmy Whitehair is almost as passionate about workplace safety and risk management as he is about his beloved Kentucky Wildcats.

Originally from Hopkinsville, Kentucky, Jimmy received his undergraduate degree in Occupational Safety and Health from Murray State University in Kentucky. He went on to earn a Master of Science in Safety, Health, and Engineering Technology from Middle Tennessee State University.

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