About Bozzuto Group
Insurance expertise you can trust
Our Team
Stephanie Bozzuto, MLIS
Chief Executive Officer
Stephanie Bozzuto, CEO of Bozzuto Group, is a seasoned commercial insurance expert with two decades of experience in business development, marketing strategy, and complex risk management. She is known for delivering tailored insurance solutions across a wide range of industries, helping businesses optimize their coverage and reduce exposure to emerging risks.
As the co-founder of Bozzuto Group, Stephanie leads a forward-thinking insurance agency dedicated to serving high growth, evolving sectors. Her work is grounded in a deep understanding of the full business lifecycle and the unique risks companies face at each stage of growth.
Prior to launching Bozzuto Group, Stephanie co-founded a niche insurance firm where she gained national recognition for her work in specialty markets. Today, she continues to build on that foundation, guiding clients through ever-changing risk landscapes with clarity, insight, and strategic vision.
A respected voice in the insurance industry, Stephanie is a frequent speaker on risk management, compliance, and loss prevention. Her advocacy and thought leadership have earned her speaking roles at major industry conferences and panels nationwide.
Her achievements have been recognized with numerous honors, including being named Producer of the Year five years in a row (2018-2022), a 2021 Business Insurance "Break Out Award" recipient, one of Insurance Journal's "Top Agents of the Year," and a featured producer on Acrisure's "Top Producers" list.
Stephanie is passionate about staying ahead of emerging trends and legislative shifts to ensure her clients are always prepared. With a strong track record of strategic growth, she remains a trusted leader in delivering innovative and customized insurance solutions for today's dynamic business environment.
CA Insurance License #0E31559
Shaun Leach
Chief Financial Officer, Principal
As a licensed commercial insurance broker in California and 26 additional states, Shaun Leach serves businesses across the U.S., delivering tailored insurance solutions that protect assets and support long-term growth. With more than 15 years of entrepreneurial experience, Shaun brings a practical understanding of the financial and operational risks that businesses face every day.
In addition to his leadership role at Bozzuto Group as CFO and Principal, Shaun is a seasoned business leader with a deep background in financial management, operations, and strategic planning. His broad perspective allows him to advise clients across a wide range of industries, helping them implement risk management strategies that align with their business goals.
Shaun's mission is to help businesses thrive by offering expert guidance, customized insurance programs, and ongoing support — ensuring clients are protected from unexpected risks while maintaining a strong financial foundation.
CA Insurance License #4049594
Gillian Caballero
Commercial Insurance Broker
Gillian Caballero is a dynamic, results-driven sales and business development professional with over 25 years of experience across multiple sectors, including insurance, cannabis, hospitality, and international trade. As a licensed California Property & Casualty Insurance Agent, she brings a strategic approach to risk management and client acquisition.
A classically trained chef, Gillian built her foundation in professional kitchens and hospitality operations before expanding into business development. She is a graduate of the Culinary Arts and Hospitality Program at City College of San Francisco, and her years working the line, managing front-of-house, and executing high-profile events give her a rare operator's perspective on the risks restaurants, bars, and hospitality groups actually face. This experience shapes how she approaches every hospitality account - from independent restaurants to multi-unit operators - ensuring coverage that reflects the realities of the business, not just the policy form.
Before transitioning into insurance, Gillian led sales initiatives across emerging and established markets, including co-founding and scaling consumer brands, managing international distribution for boutique spirits, and opening dozens of retail accounts for high-profile cannabis companies. She is known for her ability to build lasting business relationships and drive revenue growth in competitive environments.
Gillian holds a B.A. from the University of California, Berkeley. Whether managing multimillion-dollar sales pipelines or executing high-profile events, she approaches every challenge with creativity, precision, and a commitment to results.
CA Insurance License #4401271
Kristyn Sessom, CIC, CISR, ACSR, MLIS
Commercial Lines Account Manager
Kristyn Sessom is a Commercial Lines Account Manager with more than 15 years of experience helping businesses navigate complex commercial insurance risks. She specializes in account management, renewal strategy, policy servicing, and carrier marketing, providing clients with responsive service and customized insurance solutions that protect their businesses as they grow.
Throughout her career, Kristyn has managed mid-market and complex commercial accounts with books of business exceeding $7.5 million in premium. She has extensive experience working with both admitted and excess & surplus (E&S) markets, collaborating with carriers, wholesale brokers, and producers to secure comprehensive coverage tailored to each client's unique needs.
Known for her proactive communication, technical expertise, and commitment to exceptional client service, Kristyn takes pride in building lasting relationships and making the insurance process seamless for her clients. Her experience spans every stage of the policy lifecycle, from coverage analysis and marketing to renewals, endorsements, and ongoing account management.
Kristyn has earned the Certified Insurance Counselor (CIC), Certified Insurance Service Representative (CISR), Accredited Customer Service Representative (ACSR), and Management Liability Insurance Specialist (MLIS) designations, reflecting her dedication to continuing education and professional excellence. At Bozzuto Group, she is committed to delivering thoughtful risk management solutions and outstanding service to clients across a diverse range of industries.
Sherryl Ann Calano
Customer Service Representative
Sherryl Ann brings nearly a decade of experience in customer service, administrative support, and financial transactions to our team. Throughout her career, she has consistently demonstrated a passion for helping people and a dedication to keeping operations organized and efficient.
Before joining our team, Sherryl Ann worked in various client-facing roles, including Financial Associate at ResultsCX and Branch Cashier at Pagcor E-Games. In these roles, she honed her skills in customer relationship management, cash handling, and problem resolution — always with a focus on delivering exceptional service.
At Bozzuto Group, Sherryl Ann plays a key role in ensuring our clients receive timely, friendly support across all channels, whether by phone, email, or chat. She manages day-to-day administrative tasks, maintains organized records, and helps streamline our internal processes. Her attention to detail and proactive communication help keep our team operating smoothly.
Known for her strong communication skills, positive attitude, and willingness to learn, Sherryl Ann is committed to enhancing team productivity and customer satisfaction.
Mycole Lizardo
Customer Service Representative
Mycole Lizardo brings a collaborative, service-driven approach to her role at Bozzuto Group, shaped by hands-on experience in customer service, hospitality, and administrative support. She has a strong foundation in working across fast-paced, team-oriented environments, where clear communication, adaptability, and attention to detail are essential to delivering exceptional client experiences.
Her background includes internships with MAVP Travel and Tours and Hotel Okura Manila, where she supported client communications, coordinated operations, and worked closely with cross-functional teams to ensure seamless service delivery. These experiences strengthened her ability to manage responsibilities efficiently while contributing to a high standard of service.
Mycole has also held roles as a brand ambassador and event team member, further developing her ability to engage with clients, collaborate with teams, and thrive in dynamic environments. She is known for her positive attitude, strong work ethic, and commitment to supporting both clients and colleagues.
Outside of work, Mycole enjoys practicing yoga, exploring nature, and maintaining a balanced lifestyle that supports her focus and productivity.
Megan Fisher
Social Media Manager
At Bozzuto Group, Megan Fisher is the part-time creative that supports the direction of its social media channels. She creates, directs, and uploads content to establish The Bozzuto Group as a niche insurance firm.
Her professional background includes 5 years of technical experience in Biological Sciences and in various positions within laboratory settings. In her personal time, she offers User Generated Content (UGC) creation and social media management services to local businesses, tourism boards, and for seasonal campaigns nationwide.
Through her professional and personal paths, she offers a positive attitude, a strong work ethic, and commitment to supporting The Bozzuto Group's efforts to stand out as insurance experts. Megan's extensive interest in analyzing data-driven trends, combined with her ability to thrive in dynamic environments, offers The Bozzuto Group an exciting new chapter to establish itself on social media.