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Meet the Team

The Penta Wealth Management team is a group of experienced wealth management professionals whose shared mission is to help clients achieve their financial planning goals.

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Jonathan Penta, CEPA®

Founder & Managing Director
Senior Wealth Advisor

Jonathan is the Founder & Managing Director of Penta Wealth Management, leading the firm's comprehensive wealth management services. With 23 years of experience in financial services, Jonathan provides expert guidance to a select group of high-net-worth individuals, families, and business owners, helping them navigate the complexities of wealth management. His firm employs a proprietary 5-step consultative process, ensuring each client receives personalized strategies tailored to their unique financial goals and values.

Jonathan is a leader in financial planning, investment strategy integration, and business exit planning. He specializes in building fully customized investment strategies centered around clients' financial plan goals and objectives. As a Certified Exit Planning Advisor (CEPA®), Jonathan helps business owners and CEOs plan for successful exits, maximize business value, and integrate business planning with personal financial goals.

Jonathan's understanding of both personal and business financial planning, from early-career professionals to business owners preparing for exit, makes him highly sought-after for comprehensive wealth management services. His expertise in retirement income planning, portfolio construction, and value acceleration for businesses adds a unique perspective to financial decision-making, all delivered with genuine care and authenticity.

Wealth Management Approach

At Penta Wealth Management, Jonathan and his team utilize a detailed consultative process that includes:

  • Developing and implementing comprehensive wealth management plans
  • Providing expert guidance on investment strategy and portfolio construction
  • Offering specialized services in retirement income planning and business exit planning
  • Educating clients on making informed decisions in today’s complex financial landscape
  • Coordinating with clients’ existing advisors to streamline and optimize financial decision-making

Areas Of Expertise

  • Financial planning with integrated investment strategies
  • Expert portfolio construction, asset allocation, and investment planning
  • Building fully customized investment strategies
  • Retirement income planning and preparation
  • Business exit planning and value acceleration
  • Tax mitigation strategies and estate planning

Business Owner Services

  • Assessing and improving owner readiness for exit
  • Analyzing the impact of business sale on overall financial plans
  • Maximizing business value through Value Acceleration methodology
  • Accelerating business growth and maximizing profitability
  • Increasing net cash flow to the owner
  • Improving business efficiency

Professional Experience

  • Founder & Managing Director – Penta Wealth Management (2019-Present)
  • Senior Vice President, Wealth Advisor – UBS Financial Services (12 years)
  • Senior Vice President, Wealth Advisor – Morgan Stanley (7 years)

Education

  • Boston College, Carroll School of Management – Bachelor of Science, Finance

Professional Certifications

  • Certified Exit Planning Advisor (CEPA®)

Personal Life and Community Involvement

Jonathan resides in Wellesley, MA, with his wife, Paula, and their three children, Nicolas, Michael, and Juliana. The Penta family enjoys an active lifestyle, including traveling, fitness, and skiing. Jonathan is also a dedicated community member, contributing his time as a youth soccer coach.

Mark H. Fiskio

Founder and Managing Partner of Empirical Asset Management

Mark is founder of Empirical Asset Management and an architect of the Rules Based Investing® philosophy which has been developed in his 30 years in the financial services industry.

Prior to launching EAM, Mark was a Senior Portfolio Manager at Merrill Lynch. As an in-house portfolio manager Mark developed partnership arrangements with more than 190 Merrill Lynch advisors. Prior to joining Merrill Lynch in 2005, Mark spent eleven years at Advest, where he held the title of First Vice President of Investments.

Additionally, Mark held the position of Vice President for the Investment Services Group of Donaldson, Lufkin and Jenrette, an institutional research and trading house where he worked on the sell side servicing institutional clients. Mark began his career at Shearson-Lehman American Express in 1983.

Education

  • B.A. in Economics from Connecticut College

781.431.2223

Anthony Lima

Director of Client Service

In this role, Anthony is responsible for providing exceptional service for all client inquiries and requests. He is also responsible for portfolio rebalances, trade execution and has various other duties related to the operational management of the firm. Prior to joining PWM, he held roles as Vice President of Operations and Client Service and Associate Director of Operations both within the investment management space. He also spent 10 years as Head of Operations for the State Street Global Markets Currency Management Team.
Education
  • <span style="color: var( --e-global-color-ceada44 ); B.S. in Economics from Northeastern University.

    B.S. in Economics from Northeastern University
    774.227.8829

Glenn Caldicott

Managing Director at Empirical Asset Management

Glenn A Caldicott, Glenn is the original creator of the investment strategies and processes known as The Insider Portfolio® and Rules Based Investing®. He received his Bachelor of Science degree from Babson College in 1983 graduating with a double major in Finance and Investments. Glenn was a two-sport athlete (Soccer/Hockey). His investment management career began in New York city in 1983 at Providence Capitol where he directly assisted the two Senior Portfolio Managers in managing a $3 Billion bond portfolio. Through the years he gained experience at Moseley, Hallgarten, Estabrook and Weeden, L.F. Rothschild, as well as Advest. In 1994 he formed Caldicott Associates to focus efforts on Rules Based Investing® and managed the models on the Advest platform from 2001 to 2005. From 2006 until 2017 Glenn was a Senior Portfolio Manager at Merrill Lynch where he managed nine Rules Based Investing® portfolios growing assets to over $800 million.

John P. Shreenan

Senior Vice President/Advisor

John oversees EAM business and client development efforts. Prior to joining EAM John was a wealth advisor with Merrill Lynch and TIAA.

John brings a superior skill set from his tenure at Garrett Nagle & Co. where he served as VP, Portfolio Management and Corporate Development Officer.

Accreditations

  • Registered Investment Advisor (RIA)
  • Fully licensed in Life and Health Insurance

Education

  • BS in Marketing and Finance from Bentley University

781.347.2222 ext. 116

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Penta Wealth Management

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

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Penta Wealth Management is proud to announce that we have been named as one of the Top Wealth Management Services Providers of 2023 by Banking CIO Outlook. The list recognizes the top firms who are at the forefront of delivering wealth management services and was determined using market research focused on peer/client recommendations and best practices. We are honored by this acknowledgment and proud of our team’s commitment to excellence.

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