Middle Market Spotlight: Meet Jeff Vincent, Senior Underwriter

We’re excited to feature Senior Underwriter Jeff Vincent in this installment of At-Bay’s Middle Market Spotlight Series. With his diverse professional background, including time as a baseball player, construction worker, and golf director — as well as a decade in insurance — Jeff brings a wealth of leadership experience and analytical skills to his role.

Jeff started his insurance career at Beazley as an underwriting assistant, which provided him a solid foundation in risk analysis and customer relations. From there, he moved to Chubb, where he built a strong understanding of financial fundamentals while gaining experience underwriting commercial cyber and tech E&O risks. This led Jeff to his current position in middle-market underwriting at At-Bay*, where he combines his problem-solving abilities with his passion for helping businesses navigate complex risks.

1. How does At-Bay’s technology enhance the underwriting process, particularly in the middle-market segment, and how does it benefit brokers? 

At-Bay’s technology revolutionizes the underwriting process by delivering real-time data and advanced analytics to streamline risk assessment. Our underwriting capabilities go beyond traditional risk evaluation; we leverage cutting-edge tech to assess cybersecurity controls and offer customized coverage options that protect businesses against emerging risks. 

Both our internally and externally facing platforms are by far the most efficient among our competitors. For brokers in the middle-market segment, this translates to quicker turnaround times and more accurate quotes based on the latest information. 

Our technology not only sharpens our ability to pinpoint potential critical vulnerabilities but also empowers us to offer more customized coverage options that align with each client’s specific needs. It’s a game-changer for middle-market underwriting, enabling brokers to respond swiftly to client requests and provide enhanced value.

2. Given your experience in the middle market, what trends or emerging risks do you think brokers should pay attention to when advising clients in this space? 

In the middle market, one of the most significant trends brokers should watch is the increasing need for more robust cybersecurity solutions. 

At-Bay claims data shows that common remote access tools (think VPN and RDP) were the initial entry vector for 80% of direct ransomware claims in 2024. These “endpoints” create a concerning amount of risk, and businesses need modern security solutions, like Managed Detection and Response (MDR), that can prevent cybercriminals from exploiting them.

For example, Stance MDR for Endpoints, provided by At-Bay Security, allows businesses to actively monitor, identify, and respond to potential threats to endpoints in real time. Brokers should highlight how this type of targeted solution can provide their clients proactive defense against evolving cyber risks. And the financial benefit to clients for better security controls could be considerable — potentially opening premium savings that can offset the cost of such an MDR solution.**

3. How does your background help you better serve brokers and clients? 

My experience with both small and middle-market risks has shaped my approach to underwriting. 

By starting at the ground level as a Clearance Specialist at Beazley to working my way through Chubb’s Management Liability training, I have been able to experience all perspectives of the insurance process. By understanding the nuances between these segments, I can offer more tailored coverage solutions that meet the unique needs of each client. I’m passionate about helping brokers navigate the complexities of these markets and ensuring that my contributions at At-Bay are a direct reflection of my past experiences.

4. What’s something that most people don’t know about you? 

While my career in insurance has been a major focus for the past decade, many people don’t know that I was also a professional baseball player. I played for several years in the minor leagues and even had the opportunity to be part of the Boston Red Sox organization. The discipline, teamwork, and problem-solving skills I developed in baseball have directly influenced my approach to underwriting and working with clients today.

Also, I love to restore and build furniture. Such a rewarding hobby! Check out my website: www.CarpentryWithJeff.com.

About At-Bay

At-Bay is the InsurSec provider for the digital age. By combining world-class technology with industry-leading insurance, At-Bay was designed from the ground up to empower businesses of every size to meet cyber risk head on. At-Bay Insurance Services, LLC provides insurance protection and security prevention solutions to close to 40,000 businesses in the US, safeguarding up to $800B in collective business revenue, and offers coverage by admitted and non-admitted insurers for Cyber, Technology Errors & Omissions (Tech E&O), and Miscellaneous Professional Liability (MPL). The At-Bay Group also includes an active full-stack insurance company and a cybersecurity company. At-Bay Security offers proprietary cybersecurity solutions including At-Bay Stance Managed Detection & Response (MDR).

*At-Bay Insurance Services LLC is a wholly owned subsidiary of At-Bay, Inc.

**At-Bay Stance MDR is provided by and available for purchase through At-Bay Security, LLC (“At-Bay Security), a wholly owned subsidiary of At-Bay, Inc. Insureds with policies placed through At-Bay Insurance Services, LLC with other evaluated MDR solutions may also be eligible for an MDR premium credit on their cyber insurance policy depending on the quality of the MDR solution, account details, and the insured’s risk profile. Cost savings are not guaranteed. Actual cost, premium, and coverage are subject to the unique considerations of each individual risk.

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