Meet the Five3 Consulting Team
Jackie
Five3 CEO Jackie Giammara-Strait began her career in media advertising more than 15 years ago. She has since made significant contributions inside AdTech and SaaS, enhancing client success in a variety of sectors.
Standing at just 5'3" tall, the small but mighty "Jackie of all Trades" embodies a unique synergy of leadership, communications, and supply chain management. She continues to create unstoppable opportunities for companies of all sizes to achieve explosive growth. Her experience spans the startup, SMB, and enterprise spaces in 40+ markets throughout the United States, Canada, and Europe.
Jackie is a proud graduate of Bowling Green State University, where she studied Journalism and Marketing. She also obtained her MBA in Management and Global SCM from the Mike Ilitch School of Business at Wayne State University.
In 2025, Jackie began taking on individuals as clients. In the current labor market, she has helped 60+ professionals position themselves for career advancement.
Sullivan
Sullivan, affectionately known as Sully around the office, is the most senior employee of the Five3 Team. He takes great pride in his leadership role, running a tight ship by overseeing every aspect of the business. While some might refer to his approach as micromanaging, Sully's focus on client success guarantees the job is always done right. He is proud to hold the title of Chief Executive Pawfficer.
Kai
Kai is the Chief Barketing Officer at Five3 Consulting, where he plays a crucial marketing role by ensuring all social media KPIs are met. Kai achieves success by staying cute for Five3's many online followers. To recharge throughout the workday, he enjoys taking lots of power naps.
Vinny
Vinny is the most junior associate at Five3 Consulting. He started as an intern and, after charming the pants off of everyone, was swiftly promoted to Chief Pupple Officer. Vinny takes pride in community engagement, often seen on the streets of New York City, where he earned the moniker "Mayor of 92nd".