Five Signs Your Family Needs a More Structured Decision-Making Process

Most families with significant wealth do not have a decision-making problem — they have a decision-making system that has not kept up with their complexity. When a family’s wealth was concentrated in a single business or a few accounts, decisions could be made informally by one or two people. As the wealth grew, so did the number of entities, family members, advisors, and moving parts. But the decision-making process often stayed the same.

The result is a gap — not a crisis, but a persistent source of friction that slowly erodes trust, alignment, and the ability to act with confidence. Here are five signs that a family has outgrown its current approach.

 

Decisions Are Made by Default, Not by Design

In many families, decisions about investments, distributions, philanthropy, and family roles are made by whoever happens to be in the room — or by whoever is willing to take the lead. This works when the patriarch or matriarch is actively engaged and the stakes are manageable. It stops working when the family is larger, the wealth is more complex, and the decisions have longer-term consequences.

The clearest sign of this pattern is when family members cannot clearly explain who made a particular decision, why it was made, or what process was followed. If important choices feel like they just happened rather than being deliberately made, the family has outgrown its informal system.

 

Family Members Have Different Understandings of the Same Situation

When one sibling believes the family trust is distributing income to all beneficiaries equally and another believes distributions are based on need, the family does not have a distribution problem — it has a communication problem. This kind of asymmetric information is remarkably common in families with significant wealth, and it almost always traces back to the absence of a structured way to share information, set expectations, and document decisions.

The more complex the wealth structure, the more opportunities there are for family members to operate with different assumptions. Without regular, structured communication, those assumptions quietly diverge until a triggering event forces them into the open.

Misalignment in a family rarely starts with a disagreement. It starts with different information.

 

Conversations About Money Are Avoided or Explosive

Some families avoid talking about wealth entirely, treating it as a private matter even among immediate family members. Others have conversations about money that reliably produce conflict, anxiety, or withdrawal. Both patterns are signs that the family lacks a safe, structured forum for discussing wealth-related issues.

Governance provides that forum. A well-facilitated family meeting with a clear agenda, ground rules, and follow-up documentation transforms wealth conversations from unpredictable events into manageable, productive discussions. The goal is not to eliminate disagreement — it is to give disagreement a constructive place to live.

 

The Next Generation Is Disengaged or Uninformed

In families where governance is absent, the next generation often falls into one of two categories: completely uninformed about the family’s wealth or vaguely aware but excluded from any meaningful role in its stewardship.

Both outcomes create risk. Uninformed heirs are unprepared for the responsibilities that come with inheriting wealth. Excluded heirs develop resentment toward the structures they were never invited to understand. Governance addresses this by creating age- appropriate pathways for the next generation to learn, participate, and eventually lead — not by giving them control prematurely, but by giving them context and voice.

 

Advisors Are Operating in Silos

When the estate attorney, the investment advisor, the CPA, and the trustee are each doing excellent work independently but rarely coordinating with one another, the family is paying for institutional-quality advice but receiving fragmented execution.

Structured governance creates a coordination mechanism. Family meetings, advisory team reviews, and a shared family calendar ensure that the professionals serving the family are working from the same information and toward the same objectives. The absence of this coordination is not always visible to the family — but its consequences are.

 

Moving Forward

None of these signs, individually, constitutes a crisis. Collectively, they represent a system that is not designed for the complexity it is being asked to manage. The good news is that governance is not a massive undertaking — it begins with a commitment to meet regularly, communicate transparently, and make decisions deliberately rather than by default.

 

Vertex Planning Partners
Comprehensive wealth management for families with significant and complex wealth.

Ready to Take the Next Step?
If any of these signs are familiar, Vertex Planning Partners works with families to build decision-making frameworks that reduce friction, improve transparency, and create lasting alignment. Let’s start with a conversation about what’s working and what isn’t.

 

This material is for informational purposes only and does not constitute investment, tax, or legal advice. Vertex Partners is a registered investment advisor. Consult with
qualified professionals before making financial decisions.

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Peter M. Babilla, CFP®, CRPS®

PARTNER

Peter Babilla brings 40 years of experience in investment management and fiduciary* financial consulting to Vertex Planning Partners, LLC.

Pete graduated from Indiana University in Bloomington, Indiana with a Bachelor’s of Science in Finance.

He began his career in 1983 with a focus on institutional fixed-income portfolio management, primarily working with community banks. After a decade serving institutional clients, Pete shifted his focus to working with individuals, families and business owners, providing guidance and education in all areas of Wealth Management.  Among his areas of focus are accumulation and retirement planning, investment management, risk management, and estate and wealth transfer.

Pete’s planning philosophy allows him to create a personalized program for clients, based on their own unique goals and circumstances.  The extensive investment and planning platform offered by Vertex enables him to create a highly customized program, tailored to each individual client.

Pete and his wife Suzanne have two children, and have resided in Wheaton, Illinois for the past 30 years.  He enjoys golf, reading, and traveling with his family.  Pete gives back as a past Board Member of the Epilepsy Foundation of Greater Chicago, where his focus is on improving the lives of those living with epilepsy.

Pete works as fiduciary for his clients and holds the CERTIFIED FIANANCIAL PLANNER™ (CFP®) designation and the Chartered Retirement Plan Specialist (CRPS®) designation.

Justin J. D'Agostino, CPWA®, CFP® , TPCP®, ChFC®, CRPC®

PARTNER

Justin D’Agostino is a Partner and Private Wealth Advisor at Vertex Planning Partners, advising business owners, executives, and high-net-worth families on investments, financial planning, tax and succession planning.

He coordinates the full advisory team around each client to keep tax, investment, and planning decisions moving in the same direction. Justin’s approach centers on rigorous, data-driven analysis — modeling outcomes across planning scenarios so clients can make decisions with clarity.

With over a decade of experience, Justin’s work focuses on:

  • Investment & Portfolio Strategy
  • Tax-Efficient Planning
  • Equity Compensation & Concentrated Stock
  • Retirement & Distribution Planning
  • Estate & Succession Planning

Justin attended Hillsdale College, where he earned his BA in Accounting and Financial Management. He is an avid sports fan and enjoys spending weekends with his family.

Designations:

  • Certified Private Wealth Advisor®
  • CERTIFIED FINANCIAL PLANNER™ Professional
  • Tax Planning Certified Professional®
  • Chartered Financial Consultant®
  • Chartered Retirement Planning Counselor™

 

Justin does not provide tax or legal advice. He works alongside each client’s CPA and attorney on those matters.

CRPC conferred by College for Financial Planning.

Scott A. Sandee CFP®, CIMA®, CPWA®, CEPA

MANAGING PARTNER

Scott Sandee brings over 20 years of experience to his role as Managing Partner of Vertex Planning Partners, leading the firm’s efforts to assist middle-market business owners and eight and nine-figure families in comprehensive planning. We enable clients to achieve their financial goals by tailoring solutions to their unique aspirations and situations. Leveraging his experience in sophisticated investment techniques and financial strategies with privately held family businesses, supported by extensive post-graduate education focused on exit planning, wealth management, estate planning, investment analysis, insurance planning, risk management, and tax optimization, he:

  • Assist owners in preparing for and executing a successful transition.
  • Develop financial strategies to maximize sales proceeds and reduce future taxes.
  • Listen carefully and create personalized solutions that reflect each client’s unique hopes, goals, and concerns.
  • Explain complex and technical concepts with clarity and simplicity.

 

Scott guides successful entrepreneurs and wealthy families through the transfer of ownership of their privately held companies.

Designations: Certified Financial Planner® Certified Private Wealth Advisor® Certified Investment Management Analyst® Certified Exit Planning Advisor Certified Merger & Acquisition Advisor

Julie Hupp CFP®, MBA

PARTNER

Julie Hupp, CERTIFIED FINANCIAL PLANNER™ professional, has worked in the accounting and corporate finance field since 1987. She began her career as a CPA with Deloitte & Touche, specializing in the financial needs of small businesses. Then spent the next 13 years in corporate financial planning and business development at Baxter and TAP Pharmaceuticals. Recognizing her passion for personal financial planning, Julie started her business in 2006 where she focuses on comprehensive financial planning strategies and implementation.

Julie graduated from University of Illinois with a BS in Accountancy. She received her Master’s in Management with a concentration in Finance from Northwestern University’s Kellogg School of Management in 1994.

Outside the office, Julie is the co-founder of the 12 Oaks Foundation, which has merged with Cal’s Angels, and is a former Board member. Julie enjoys cooking, reading, running, triathlons and doing almost anything outdoors. A great weekend is spending time with her husband and two adult kids boating at their lake house in Wisconsin.

Steven P. Franzen, CPA, PFS, CGMA

MANAGING PARTNER

Steven P. Franzen, CPA, PFS, CGMA is a public accountant and consultant with more than 23 years of experience helping individuals and businesses reduce their tax liability.  He began his career under the guidance of Patrick M. De Sio, CPA, CGMA and in 1996 became Mr. De Sio’s partner in De Sio, Franzen & Associates, Ltd. Steve’s expertise include entity design, complex tax strategies and multigenerational wealth transfer.  As Managing Partner, Steve conducts his practice under the philosophy that the client’s investment in their CPA should yield a return on that investment – most of the time that return is realized when working with clients on planning for their future. In an effort to increase the planning capabilities of the firm,  Steve formed Vertex Accounting Partners, LLC to ensure their guiding philosophy will continue well into the future.

Steve is a certified public accountant and has earned the professional designations of Personal Financial Specialist and Chartered Global Management Accountant.  He is a member of the American Institute of Certified Public Accountants and the Illinois CPA Society.  Steve earned a B.S. degree in accounting from Millikin University.  He and his wife Kristie live in Sugar Grove, IL with their three children.

Gregory P. Benner, MST, CPWA®, CFP®, CLU®, ChFC®, AIF®, RMA®

MANAGING PARTNER

Greg Benner advises high-net-worth and ultra-high-net-worth business owners, individuals and families on advanced tax, risk management, retirement, estate planning, and wealth strategies.  

As a co-founder of Vertex Planning Partners, he works closely with clients, families, and their professional advisors—CPAs, attorneys, and business stakeholders—to implement thoughtful, durable planning strategies. His approach prioritizes clarity, coordination, and disciplined execution.

For twenty-four years, Greg’s work has focused on designing and coordinating multi-factor, integrated plans involving:

  • Tax Efficiency
  • Wealth Transfer Structures
  • Retirement Planning
  • Investment Strategy, and
  • Long-Term Financial Architecture

 

Drawing from his own experience as a founder, business and real estate investor, and multi-generational family business member, he understands some of the challenges that can arise for business owners as they consider an exit. Multi-disciplinary, intentional planning with stakeholder communication creates structure, mitigates risk, addresses tax implications, and preempts issues that can arise.

Greg holds a Master of Science in Taxation, a graduate program that deepened his technical training in federal income taxation, partnership and corporate taxation, estate and gift tax, and tax procedure. This academic work enhances his ability to help families and business owners navigate complex tax environments and align their financial and estate-planning objectives across generations.

Designations:

  • Certified Private Wealth Advisor®
  • Certified Financial Planner®
  • Chartered Financial Consultant®
  • Chartered Life Underwriter®
  • Accredited Investment Fiduciary®
  • Retirement Management Advisor®

 

Licenses:

  • Series 65 registration held with Vertex Planning Partners, LLC
    Illinois, Ohio, Wisconsin & Louisiana Life & Health Insurance License

 

Greg is deeply committed to lifelong learning and continuous professional development in the areas of tax, estate planning, and private-wealth strategy.

Michael D. Bellis, CFP®, CLU®

MANAGING PARTNER

Michael D. Bellis, CFP®, CLU® began his career as a financial planning professional in 1994. His practice is centered on holistic financial planning, astute risk management strategies and empirical, research-driven portfolio construction. He began his career in partnership with his father under the name Bellis & Associates. Together, their practice and reputation for excellence dates back more than 40 years and includes multiple generations of the same families. After his father’s retirement several years ago, Mike continued to build a client-centric, consultative practice before forming Vertex.

Mike holds the CERTIFIED FINANCIAL PLANNER™ certification and is also a Chartered Life Underwriter. He has been an active member of both the Society of Financial Services Professionals and the National Association of Insurance and Financial Advisors. He earned a B.S. in Business & Marketing from Illinois State University. Mike is a lifelong resident of Naperville, Illinois. He and his wife Tanja have three children.