Meet the Team

Experienced Financial Advisors, High-Touch Service, One Cohesive Team

Our team of dedicated advisors brings decades of experience across wealth management, investment strategy, and business exit planning — all working together for you.

Our Advisors

Meet the PWM Team

Jonathan Penta, CEPA®

Founder & Managing Director, Senior Wealth Advisor

With over 23 years of financial services experience, Jonathan Penta founded Penta Wealth Management to deliver comprehensive, high-touch wealth management to business owners and high-net-worth families. He holds the Certified Exit Planning Advisor (CEPA®) designation and specializes in business exit planning and integrated wealth strategies.

Mark H. Fiskio

Managing Director, Senior Wealth Advisor

With approximately 40 years in financial services, Mark Fiskio brings deep experience in investment strategy and client portfolio management. He is the creator of the proprietary “Rules Based Investing®” methodology, which guides disciplined, systematic investment decisions for clients.

Anthony Lima

Director of Client Service & Operations

Anthony Lima oversees portfolio management and account operations at Penta Wealth Management. Before joining the firm, he served as Vice President of Operations at State Street, where he developed expertise in financial operations and client servicing at an institutional level.

Glenn Caldicott, CIMA®, AAMS®

Chief Investment Officer

Glenn Caldicott leads investment research and portfolio construction at Penta Wealth Management. He holds the CIMA® designation and is the creator of “The Insider Portfolio®,” a proprietary investment approach combining rigorous analysis with strategic insight.

John P. Shreenan

Senior Vice President, Wealth Advisor

John Shreenan brings extensive client relationship experience to Penta Wealth Management. He previously held senior advisory roles at Merrill Lynch and TIAA, where he worked with individuals, families, and institutional clients to integrate all aspects of their financial lives.

Ready to Work with Our Team?

57 River Street, Suite 301, Wellesley, MA 02481  |  info@pentawm.com