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The ProSure Group

About The ProSure Group

The ProSure Group, Inc., was organized in 1993 by David B. Shick and is headquartered in Tampa, Florida. We are now one of the leading surety agencies in the Southeastern U.S., representing some of the largest and most respected insurers in the world. Our initial growth came primarily through serving the bond needs of the construction industry, and we continue to issue hundreds of millions of dollars in construction bonds annually.

Over the years we have expanded to provide other lines of bonds and fidelity insurance. Hundreds of financial institutions, auto dealers, agricultural product dealers, law firms, insurance agencies and medical care providers depend on ProSure to bridge their bond needs to respectable, reliable providers. Throughout this growth we have upheld – and refined – a simple but powerful formula: to provide knowledgeable, understanding and creative surety services through an excellent and educated team of professionals while using state-of-the-art technology. As we move forward, we will continue to refine our efforts, maintaining acuity for the surety bond industry while providing our clients with insight and understanding that can help their businesses survive, stabilize and grow.

Consistently Rated 5 Stars In These Categories


Timeliness and Easy Process

Our goal is to provide you with simple and efficient service so you can focus on your business while we make sure your suppliers are dependable.


Knowledgeable Assistance

We simplify legal terms in order to guarantee that you know exactly what your bond entails. We also respond to any questions you may have in a timely manner.


Good Communication

As one of the leading surety agencies in the Southeastern U.S. we pride ourselves in our knowledge of a variety of bonds to make sure you get the respectable providers you need for your business.


Overall Experience

With over 25 years of experience, we have expanded our focus on the construction industry to provide you with dependable bonds for all of your business needs.

David B. Shick


David's experience in the surety industry extends over 27 years... having spent time on the carrier/underwriting side and the broker/agency side of the surety business, David's entrepreneurial spirit drove him to start the company in 1993. With customer-focused determination, creativity, resourcefulness and a competitive drive, he's guided the company from scratch to becoming an industry leader. David now continues to maintain the position of President of The ProSure Group. He is a graduate of the University of South Florida with a degree in Finance where he also worked on his MBA, a father of two girls and a loving husband of 25 years. On a personal level, he is a dedicated family man. He spends much of his spare time as a Fast-pitch softball coach with his youngest daughter's 18U team where they have seen success at high levels.

Steven Schumacher

Vice President, Underwriting

Steven's experience in the surety industry extends over 29 years...having spent time on the carrier/underwriting side and the broker/agency side of the surety business. Steven's knowledge, experience, creativity and attention to detail plays a vital role in his success and the Company's success. Steven maintains the position of Vice President, Underwriting at The ProSure Group. He is a graduate of the University of Colorado and earned his MBA at the University of Tampa. A father of two boys, Steven spends his spare time with his family and shares his talents as a bass guitarist with The Urbane Cowboys, an alt-country band that has seen its share of accolades and has been voted "Best Band" in many venues.

Anne Cerniglio

Director of Finance

Along with lots of personality, Annie brings a wealth of experience in management and accounting to her position. Originally from Yonkers, NY, Annie had held positions with companies large and small in the Northeastern U.S. from Philadelphia to New York to Stamford, CT. Annie is the mother of three sons and four rescue pups and an avid New York sports fan.

Becky Stanton

Commercial Bond Manager

Gary Jessup

Gary holds a BA in Communications. He has more than 25 years of business management experience in a variety of industries, including a strong background in sales & marketing. He began his career with Hyatt Hotels in Chicago, Ill. as a bellman & doorman during college and finally as the Director of Guest Services. He has worked as an opening specialist traveling from location to location managing the opening teams for businesses in Chicago, New York, Connecticut, New Jersey and Florida. Gary has spent the last 30 years as a manager, executive, or consultant helping to build the bottom lines for the company's he worked with. He utilizes this wide array of business experience to help grow the business at The ProSure Group, Inc. Gary is the father of 3 daughters and enjoys the outdoors. Fishing both ocean and lakes as often as possible.

Tyler Santos

Tyler was born and raised in Tampa, FL. He is a graduate of the University of South Florida with a BS degree in Finance. After graduating college he took a position with a large national bank where he learned to use strong negotiation skills to succeed in a fast-paced goal oriented environment. Later he joined an industry leading auto finance company where he cultivated relationships across the country helping dealerships with consumer financing as well as floorplan financing. Tyler brings an incredible thirst for knowledge, first class customer service, and unrivaled determination to help The ProSure Group, Inc. grow into a nationally recognized brand. In his spare time he enjoys spending time with family and friends and following a variety of sports and watching all types of movies.

Danielle Whalen

Danielle is a very hard working business professional with over 7 years' experience. Danielle started with The ProSure Group, Inc. a little over two years ago. She began as the face of the business as receptionist and quickly proved her worth. She was promoted to work in the Commercial Renewal Department and now is the lead. Danielle's past experience has been team lead and management in two different industries. Her customer service is second to none. We are lucky to have her. She is recently engaged, has 3 sisters and loves spending time with her niece and nephew.

Melanie R. Mullis

Melanie is a recent graduate of St. Petersburg College - Majoring in Business Administration with a Minor in Management. Melanie has been with The ProSure Group, Inc. for almost 2 years. Her background has been in Customer Service and Organization. She is extremely organized! Melanie has been learning the Surety Bond Industry from the ground up and has proven to be a quick learner. She was born and raised in Safety Harbor, this makes her a true Florida native. She was recently engaged to her partner of over 5 years.

Courtney Davis

Courtney is the newest addition to The ProSure Group team and has made herself quite comfortable in the front office chair enthusiastically assisting clients, prospective customers, and fellow PSG teammates with their needs. She relocated to Tampa, FL from North Dakota in 2015. She spent three years as a Front Office Manager for the mid-west retailer Menards and has 8+ years of customer service experience. She attended Western Michigan University before discovering her enthusiasm for customer service and office management. Born in North Carolina, Courtney grew up as a “military brat” and has lived in seven states and two countries. In her spare time, she enjoys taking walks with her husband and their German shepherd, and googling random things.

Memberships and Associations

Gulf Coast Builders Exchange Logo
Blue Book Logo Qualify Us Now! ProView
Suncoast Utility Contractors Association
Florida Transportation Builders' Association Inc
Associated Builders and Contractors, Inc. Member
Florida Surety Assocation