The Opportunity Maker: Ari Kaplan
Mon Feb 02 2026
In this episode of LawDroid Manifesto, I interview Ari Kaplan, principal of Ari Kaplan Advisors and one of legal technology's most prolific community builders. With over 1,000 podcast episodes and three decades of connecting people in the legal tech space, Ari shares the personal practices and professional strategies that have sustained his remarkable career.
Ari reveals his 30-year journal tradition—writing just once annually to reflect on the past year and project forward—offering profound insights on growth, gratitude, and goal-setting. He discusses his transition from law firm partner to full-time connector and advisor, the risks involved, and how focusing on creating value for others provided a sustainable foundation for his business.
Throughout our conversation, Ari emphasizes his core identity as a connector and community builder, someone dedicated to bringing together buyers and sellers, the informed and the less informed, and those seeking opportunities with those who have them. His various initiatives—from Legal Tech Mafia breakfasts to virtual lunch series to running groups—all embody his philosophy of ensuring participants receive twice the value they contribute.
Ari also shares touching personal stories, including his decade-long tradition of collecting canned food with his daughter, which evolved from a simple neighborhood walk into thousands of donations and ultimately led to his service on a food bank's board of trustees. These stories illustrate how the same principles of consistency, generosity, and community service that guide his professional work also shape his personal life.
For anyone interested in building meaningful professional relationships, creating lasting community impact, or understanding how small, consistent actions compound into extraordinary results over time, this episode offers invaluable insights from someone who has been walking the talk for 30 years. Discover why Ari describes his work as lucky work and learn how you can apply his principles to your own journey in legal innovation.
Learn more about building sustainable success through generous service at lawdroidmanifesto.com.
This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.lawdroidmanifesto.com/subscribe
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In this episode of LawDroid Manifesto, I interview Ari Kaplan, principal of Ari Kaplan Advisors and one of legal technology's most prolific community builders. With over 1,000 podcast episodes and three decades of connecting people in the legal tech space, Ari shares the personal practices and professional strategies that have sustained his remarkable career. Ari reveals his 30-year journal tradition—writing just once annually to reflect on the past year and project forward—offering profound insights on growth, gratitude, and goal-setting. He discusses his transition from law firm partner to full-time connector and advisor, the risks involved, and how focusing on creating value for others provided a sustainable foundation for his business. Throughout our conversation, Ari emphasizes his core identity as a connector and community builder, someone dedicated to bringing together buyers and sellers, the informed and the less informed, and those seeking opportunities with those who have them. His various initiatives—from Legal Tech Mafia breakfasts to virtual lunch series to running groups—all embody his philosophy of ensuring participants receive twice the value they contribute. Ari also shares touching personal stories, including his decade-long tradition of collecting canned food with his daughter, which evolved from a simple neighborhood walk into thousands of donations and ultimately led to his service on a food bank's board of trustees. These stories illustrate how the same principles of consistency, generosity, and community service that guide his professional work also shape his personal life. For anyone interested in building meaningful professional relationships, creating lasting community impact, or understanding how small, consistent actions compound into extraordinary results over time, this episode offers invaluable insights from someone who has been walking the talk for 30 years. Discover why Ari describes his work as lucky work and learn how you can apply his principles to your own journey in legal innovation. Learn more about building sustainable success through generous service at lawdroidmanifesto.com. This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.lawdroidmanifesto.com/subscribe