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Meet the Panel

September 19th, 2024
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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.
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Thomas Sherwin

President & CEO CEO Resources, Inc.

Thomas J. Sherwin, Founder and President of CEO Resources, Inc. in Framingham, MA, is a nationally recognized expert on and advisor to CEOs in the areas of Strategy, CEO Coaching, Succession and Corporate Governance.  His client companies vary by size, location and across numerous commercial, educational, and non-profit segments.  Among the 350+ companies, CEOs, Presidents and board engagements have been public companies, private companies owned by families, individuals and investment funds as well institutions of higher education.

Previously, he was the CEO of Surgicot Flexible Packaging, Osteo-Technology and The Maasdam Corporation as well as a senior executive with the medical device companies: American Hospital Supply (NYSE), G.D. Searle (NYSE), Whittaker General Medical (NYSE) and Electro-Biology (NASDAQ).

He is a Past-President of the New England Chapter of the National Association of Corporate Directors (NACD-NE) and is a frequent speaker on corporate governance topics. Previously, he served on the board of TNCO, Inc., which completed an ownership transition in 2001 and the Board of ENEFCO, Inc., which completed a successful ownership transition in 2011 as well as the Board of Advisors of Keyword Connects, LLC. which completed an ownership transition in 2017 and was Lead Director of Artisan Industries, Inc., while advising several other boards and offering in-boardroom education and board self-evaluation processes.

Mr. Sherwin was a member of the Board of Directors of the Smaller Business Association of New England, the UMass Dartmouth Family Business Center, the Lewis & Clark College National Board of Alumni, the Mazie Foundation, the Maasdam Corporation (Chairman), the Board of Visitors of Lewis & Clark Law School, Osteo-Technology (Chairman), The New England Chapter of the National Association of Corporate Directors (President), and was the founding Chairman of the Framingham Public Access (TV) Corporation.  He has been a member of the Boston College Chief Executives Club for over a decade.

Mr. Sherwin founded and conducted the SBANE CEO Roundtable for ten years and has chaired the CEO Resources’ CEO Forum, which he also founded, for the last 25 years.  Recently he established the Trusted Advisor FORUM. He is a popular speaker on topics of interest to CEOs and those who work with and advise them.

Mr. Sherwin served as an elected member of Framingham Town Meeting 2002-2008.  He served as Precinct Chair and Vice Chair of the Ways & Means Committee.

Mr. Sherwin holds a B.A. in International Affairs from Lewis & Clark College and a J.D. from Lewis & Clark Law School.  He is a past member of the Washington State Bar Association and an Associate Member of the Massachusetts Bar Association

 

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Greg Rush

Senior Managing Director Dunn Rush & Co.

Greg Rush is a co-founder of Dunn Rush & Co., and is responsible for business development, transaction execution and firm operations. Greg has deep experience with various types of transactions across a range of industries, including consumer, industrial, manufacturing, media, retail, business services, technology, communications and defense. Prior to Dunn Rush, he served as Managing Director for Citi Capital Strategies, Citigroup’s middle market investment banking platform, where he established a Boston office in 2007. Previously Greg spent more than eight years in investment banking with Tucker Anthony Incorporated and SunTrust Robinson Humphrey, where he was responsible for the origination and execution of corporate finance assignments for both publicly traded and privately held middle market companies. His experience includes advising on merger and acquisition transactions, public offerings, fairness opinions, and private placements of equity and debt.

Previously, Greg also was the Chief Operating Officer of the Community Newspaper Company (CNC), a cluster of more than 100 newspapers and specialty publications in the Boston region that was owned by Herald Media, Inc. CNC was acquired by newly-formed GateHouse Media, Inc., where he continued to serve as Chief Operating Officer of GateHouse Media New England through a period of rapid growth that included numerous acquisitions and the company’s Initial Public Offering. While at CNC and GateHouse, Greg was responsible for driving revenue, controlling costs, and identifying and implementing growth strategies such as acquisitions and new product launches.

Greg has served on a number of non-profit and industry association boards. He received a B.A. in economics from Dartmouth College and is a Registered Investment Banking and Securities Representative, Compliance Officer and Operations Professional (Series 7, 14, 63, 79, 99) and a Series 24 Investment Banking and General Securities Principal.

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Janice O'Reilly, CPA, CGMA

Partner AAFCPAs

Janice is a Partner in the Consulting Division of AAFCPAs and advisor and former leader of the Outsourced Accounting & Fractional CFO practice, which provides “right-size” outsourced accounting solutions, from cloud-based bookkeeping to CFO deliverables, designed to optimize the effectiveness of the modern finance function.  Public, privately-held, and nonprofit organizations value the pragmatic assessment, infrastructure set-up, and flawless execution of their accounting & finance deliverables—all completed with the resources and technical expertise of AAFCPAs’ full-service CPA and consulting firm.
 
Janice is a leader in the firm’s Business Transaction Advisory practice, helping clients make informed decisions and execute buy-side, sell-side, and internal transactions through all stages of the deal cycle. She is also a leader in  AAFCPAs’ Cannabis practice, and has extensive experience providing knowledgeable financial leadership and accounting oversight to Cannabis operators. This includes guidance to start-ups on accounting infrastructure set-up, finance function operations assessments, cash management, custom reporting, financial planning & analysis, and transaction planning.
 
Janice is a charismatic leader and collaborative senior finance and business executive with an entrepreneurial approach to problem solving, and extensive global operating experience. Her roles as an angel investor, consultant, president, public company CFO, and Treasurer make her highly sought-after for corporate financial and operational advice in diverse industries.
Janice has a demonstrated ability to help AAFCPAs’ clients achieve corporate goals, both through internal strategies such as employee recruitment, restructuring, and process improvement, as well as through areas of international expansion, foreign subsidiary establishment, growth strategy, IPO, secondary offerings, M&A, joint ventures, capital raising and investor relationships. She consults in the following: internal controls; SOX readiness; GAAP; equity; SEC filings; due diligence; corporate governance; strategic planning; regulatory compliance; compensation; and implementation of new accounting standards, including revenue recognition and lease accounting.
 
Janice’s understanding of scaling business models, from early stage to the quarterly cadence of a public company, is highly coveted from growth-stage startup companies to publicly-traded entities. Additionally, she has significant experience with corporate governance as the participant, provider and presenter of materials to Board of Directors meetings and related committee meetings, including audit, compensation, and nominating & governance. Janice adds her unique perspective to increase the effectiveness of many business dealings, and she accomplishes all with her proven style of genuine care and authenticity.

 

Prior Experience

  • CFO – TechTarget Inc. (NASDAQ: TTGT)
  • CFO – The Harder Group
  • President – Chief Advisory Services
  • President – GWA Information Systems, Inc.
  • Treasurer – TechTarget Inc. (NASDAQ: TTGT)
  • Treasurer – American Student Assistance
  • Partner – TechCXO LLC
  • Manager of Audit – Deloitte

Education

  • Bentley University – Bachelor of Science, Accounting

Professional and Civic Associations

  • Financial Executives International (FEI) – Boston Chapter
  • CFO Leadership Council
  • Exit Planning Exchange (XPX) – Boston Chapter
  • High Tech Financial Executives Network
  • Association of International Certified Professional Accountants (AICPA)
  • Massachusetts Society of Certified Public Accountants
  • American College of Corporate Directors (former)
  • National Association of Corporate Directors (former)
  • Bentley Executive Club (former)

Service

  • MassVentures – Board Member
  • Embrace Change – Treasurer / Board Member
  • Belmont Media Center – Treasurer / Board Member
  • TechTarget Subsidiaries – Board Member
  • GWA Information Systems – Treasurer / Board Member
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Gregory Stoller

Master Lecturer Boston University Questrom School of Business

Professor Gregory Stoller (pronunciation is dollar with an "sto") is a senior lecturer in strategy and innovation at Boston University's Questrom School of Business. He is actively involved in building entrepreneurship, experiential learning, and international business programs at Boston University. He also actively mentors student teams and guides them in business plans and venture capital competitions.

  • Senior Lecturer in Strategy and Innovation at Boston University’s Questrom School of Business.
  • Expert in entrepreneurship, experiential learning, and international business programs.
  • Mentors student teams in business plans and venture capital competitions.
  • Commercial real estate holding company owner and operator.
  • Fluent in seven languages, with practical use in professional and academic settings.
  • Holds a BS from Cornell University.
  • Earned an MBA from Harvard Business School.
  • Research interests include business strategy, innovation, business planning, international entrepreneurship, and global strategy.

Professor Stoller’s depth of experience in both academia and industry provides invaluable insights to his students and colleagues. His dedication to fostering innovative and entrepreneurial mindsets continues to contribute significantly to the academic community and beyond.

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Shannon S. Zollo

M&A, and Private Equity Nutter

Shannon S. Zollo is chair of Nutter’s M&A and Private Equity practice groups. He advises clients on a wide range of corporate law matters, including mergers and acquisitions, private equity, venture capital, executive compensation, and corporate governance. Shannon has significant expertise in the life sciences, health care, technology, and defense sectors. He also serves as outside general counsel to a number of privately held companies.

Active in numerous professional and civic organizations, Shannon is the co-founder of XPX and a member of the board of trustees of Cristo Rey Boston High School, where he chairs the Development Committee.

Shannon often presents and is quoted in the media on business issues, including emerging trends in M&A and private equity. He is also fluent in Portuguese.

Life Sciences

  • CHEORS, a health economics and outcomes research (HEOR) provider for the pharmaceutical, biotechnology, and medical device industries in its sale to Pharm Alliance, a portfolio company of Waud Capital Partners.
  • Abveris, a privately held in vivo antibody discovery services company, in its $190 million acquisition by Twist Bioscience Corporation (NASDAQ: TWST).
  • Veristat, a global clinical research organization (CRO), in its acquisition by WindRose Health Investors.
  • Ce3, a CRO focused on providing early phase oncology clinical development services to the biotechnology industry, in its acquisition by Catalyst Clinical Research.
  • MRN Diagnostics, a MA-based biotechnology laboratory, in its reorganization and acquisition of Innovative Transfusion Medicine (ITM).
  • Blue Stream Laboratories, a CRO supporting the development of complex biologics and biosimilars, in its acquisition by Charles River Laboratories (NYSE: CRL).
  • ETEX, a provider of nanocrystalline calcium-phosphate-based biomaterials, in its acquisition by Zimmer Biomet.
  • Genzyme, a rare disease focused biotechnology company, in the sale of certain of its assets to Cell Genesis.
  • Bone Biologics (OTC: BBLG), a developer of orthobiologic products, in corporate governance and securities law matters.
  • BioAxone BioSciences, a clinical stage neurotrauma and neurovascular biotechnology company, in corporate governance and licensing matters.

Health Care

  • Health Care Technology, Inc., a medical device distribution company, in its acquisition by Gemini Investors.
  • Cúram, a business intelligence service provider in the health care industry, in its acquisition of PMC Medical Group.
  • GrayHawk Health, a multi-state home health care agency, in its sale to Aging with Comfort.
  • iResearch, a leading multi-specialty clinical research center, in its acquisition by CenExel.
  • Connected Home Care, a leading home care provider serving Medicaid and private pay clients, in its acquisition by HouseWorks.
  • Firehouse Capital, a privately held investment company, in its recapitalization of TLC@Home.
  • Virgin Pulse, a leading habits-focused well-being company, in a recapitalization led by Insight Venture Partners.

Technology

  • CRIO, Inc., a leading provider of eSource and other eClinical technologies, in a significant investment from The Riverside Company, a global growth oriented private equity firm.
  • OpenClinica, an industry-leading clinical research solutions provider, in a growth investment by Thompson Street Capital Partners.
  • Great American Mining, a Bitcoin mining company, in its sale to Crusoe Energy Systems.
  • BuySellAds, a digital advertising company, in its acquisition of Digg.
  • Invoke Solutions, a market research company, in its disposition of Academic Management Systems, Inc. and in its eventual sale to MarketCast.
  • ALM Works, a project management software developer, in its recapitalization by Tempo Software.
  • Innovation Associates, a provider of high-volume pharmacy automation technology, in its sale to Allomer Capital.
  • Strategic Cyber, a developer of software for penetration testers and red teams, in its acquisition by HelpSystems.
  • Vestigo Ventures, an early-stage venture capital firm focused on investing in transformative FinTech companies, in its closing of Vestigo Ventures Fund II, L.P. with $117.3 million total fund commitments.
  • Vestigo Ventures in 30 investments in transformative FinTech companies with an aggregate deal value approximating $80 million.

Business Services

  • Eastern Insurance Group, LLC, a wholly owned subsidiary of Eastern Bankshares, Inc. (NASDAQ Global Select Market: EBC), in its $510 million sale to Arthur J. Gallagher & Co. (NYSE: AJG).
  • Boyle Transportation, a provider of specialized transportation services to clients in the life sciences and government/defense sectors, in its $80 million acquisition by Andlauer Healthcare Group (TSX: AND).
  • G.A. Fleet Associates, a distributor of water infrastructure solutions, in its sale to Vessco Water, a portfolio company of Gryphon Investors.
  • Fowler High Precision, a specialty manufacturer, in its recapitalization by Pfingsten Partners.
  • DTM Packaging and Custom Automation, a provider of custom automation packaging solutions, in its acquisition by The Massman Companies.
  • Turner Brothers Construction, a concrete building services company, in its acquisition of Woodland Construction Company, Inc.
  • Field & Stream Lodge Co., a branded hospitality platform owned by Starwood Capital Group and Adventurous Journeys Capital Partners, in its acquisition of the Field & Stream IP portfolio from Dick’s Sporting Goods.
  • Magellan Jets, a Boston-based private aviation solutions provider, in its acquisition of Stellar Labs.
  • City Point Partners, a construction support services firm, in its acquisition by HDR.
  • Copley Equity Partners in its recapitalization and merger of Aethon Aerial Solutions and Flight Evolved.
  • Copley Equity Partners in its recapitalization of Gregory FCA and its subsequent acquisition of Affect.
  • McCarthy Capital in its recapitalization of Big Belly Solar.

Defense

  • Globe Composite Solutions, a navy submarine supplier, in its acquisition by ESCO Technologies (NYSE: ESE).
  • Seacon Phoenix, a provider of undersea electrical interconnect subsystems to the global submarine market, in its sale to Ametek.
  • Webb Research Corporation, a designer and manufacturer of scientific instruments for oceanographic research and monitoring, in its sale to Teledyne Technologies.

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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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