About Us

Focused heavily on people and progression, John Gillespie is a renowned Technology and Transformation Executive with over 30+ years of experience advancing technical product delivery efficiencies, team unification, and overall organizational success. To date, John features an extensive background involving the intricacies of (but not limited to) technical entrepreneurship, risk mitigation, Lean/Agile methodologies, and the art of implementing growth multipliers that enable organizations to gain measurable, performance-based results. Applying that as a 10+ year Scrum, Kanban, and Scaled Agile Framework consultant, John enjoys not only positioning leaders/teams for transformational excellence but doing so while ensuring they feel confident as they propel forward as thought-leading professionals.

Throughout his career, John has built a large inventory of experiences supporting executive functions across the data center, solutions architecture, mobile application development, financial institution, and product management sectors. Notably, this includes supporting various Fortune 500 companies such as General Electric, Fleet Bank, Hartford Financial Services, and held the role of Chief Technology Officer at FAIR Health. Here, John successfully led the start-up and initiation of data services for over 700+ customers. During these tenures, John worked closely on several high-profile technical projects – keeping stakeholder and team-best interests in mind and measurably accelerating growth initiatives through integrating Agile practices since 2000. In addition, became highly respected for his strong communication skills, capitalizing on infrastructure strengths, rendering low-risk, high-reward strategies, and ultimately forming mutually beneficial solutions that align with organizational priorities.

That said, John’s agile-centric competencies have also led to his success as a serial technology entrepreneur. Thus far, John has founded and led several Information Technology businesses, one of which he sold for profit to Perficient Inc. in January 2000. Today, John’s focus has been exclusively on coaching large enterprises on adopting Agile/Lean methods, an initiative that sparked in 2011. Part of this comes from his innate passion for supporting others on enterprise-wide transformations and part from witnessing firsthand the intrinsicality of Scrum frameworks when it comes to improving business agility. Since then to now, John has become a licensed educator with Scrum.org, has led numerous SAFe 6 classes, and specializes in a number of branching topics. Those namely entail the topics of Professional Agile Leadership, Professional Scrum Foundations, Professional Scrum Master, Professional Scrum Product Owner, Scaled Professional Scrum, and Professional Scrum Facilitation.

Academically, John earned an MBA with a concentration in Finance and Leadership from NYU Stern School of Business, an MS in Computer Science, and a BS in Economics. Though much of John’s successes come from his educational baselines and dynamic technical delivery experiences, it is also a product of his passion for leveraging the art of agile innovations to secure personal and professional development. Moreover, for his track record of transparent communications that ensure everyone across the pipeline is unambiguous about where they have been, where they currently stand, and where they are heading. Overall, John is a professional who values the integrity of people and processes, is a firm believer that better business and community futures start by instilling positive trajectories today, and understands that the most successful outcomes are the ones that stem from the formation of strong, shared-value teams.