The ProSure Group - Bonding. For A Better Tomorrow.
Find Your Bond
Contact Us
(800) 480-3883
M-F 8am-5pm EST
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 back to 1989... 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 ProSure Group 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. On a personal level, he is a dedicated family man. He spends much of his spare time as a Fast-pitch softball coach.

Steven Schumacher

Vice President, Underwriting

Steven's experience in the surety industry extends all the way back to 1987...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.

Gary Jessup

Court & Fidelity Bond Manager

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, Illinois as a bellman & doorman during college and finally as the Director of Guest Services. Gary 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 companies he has worked with. He utilizes this wide array of business experience to help grow the business here 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

Surety Bond Specialist

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 an 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, following a variety of sports, and tries to fish, target shoot, and golf as much as possible.

Danielle Whalen

CSR Commercial Bonds

Danielle is a very hard working business professional that brings valuable experience from her diverse background of employment. She joined The ProSure Group, Inc. in 2014. Danielle started at PSG as the receptionist and quickly proved her worth. She was promoted to work in the Commercial Bond Department and is now a leading producer. Danielle's past experience has been in team leadership and management in two different industries. Her customer service is second to none. We are lucky to have her! Danielle is a loving wife, has 3 sisters, and absolutely loves spending time with her niece and two nephews, as well as the rest of her big family.

Melanie R. Mullis

CSR Contract Bonds

Melanie is a Cum Laude graduate of St. Petersburg College, Majoring in Business Administration with a Minor in Management. Melanie has been with The ProSure Group, Inc. since 2015. Her background has been in customer service and organization. She is extremely organized! Melanie has been learning the Surety 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. Melanie is happily married and enjoys spending her free time outdoors, she especially enjoys gardening.

Alyssa King

Marketing Coordinator

Alyssa was recently married and has just brought her first child into the world. She brings a lot of passion when it comes to working at the ProSure Group. At the age of 4, PSG was created by her father and she wanted to be in the office helping out as much as possible. She started out by filing and would occasionally answer phones at a very young age. Born and raised in Tampa, FL., she soon ventured out to pursue her Bachelor’s degree after high school. Starting out, she received her Associate’s of Arts degree from Santa Fe college in Gainesville, FL. Soon after, she headed to South Florida where she continued her education In Boca Raton at Florida Atlantic University where she got her Bachelor’s of Science degree in Marketing. Alyssa had several different jobs in the field of marketing before she started her marketing journey at the ProSure Group. One job in particular included working as a Google Engage specialist where she learned how to help businesses have a presence on the first page of Google, and many other top search engine sites. Alyssa now lives in the panhandle of Florida in a small town called Crestview with her husband and daughter working remotely as PSG’s marketing coordinator.

Anne Cerniglio

Director of Finance

Along with lots of personality, Annie is an accomplished and a highly qualified professional who brings a wealth of experience and knowledge in the areas of accounting, management, and system administration. Originally from Yonkers, NY, Annie has more than 25 years of experience with companies large and small across the Northeastern U.S., including White Plains, NY, New York City, Stamford, CT, and Philadelphia, PA. Annie is a passionate dog lover, she has four rescue pups and in addition she is an avid New York sports fan.

Alexa Forbes

Alexa recently relocated back to Tampa Bay from New York City after living there for eight years. She is a Tampa native, raised in Westchase, and sought to come back so she could raise her two young daughters here. While most of her experience stems from eleven years in the Real Estate Industry, she recently shifted her focus to pursue a new career in the Surety Industry. Alexa is hitting the ground running with a desire to cultivate as much knowledge as possible! She recently returned to school and is currently attending Hillsborough Community College. She later plans to transfer to the University of South Florida to obtain her Bachelors in Finance. In her spare time, Alexa enjoys spending quality time with her children, curling up with a good book, or exploring the many attractions that Tampa Bay has to offer.

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