How CPAs Can Identify Their Best Clients for Proactive Planning

05/12/26 11:00 AM - By Sterling Hirsch

Most CPA firms already have clients who need more than tax preparation or annual compliance work.

Those clients may be making business decisions, evaluating compensation, reviewing entity structure, preparing for succession, managing cash flow, or trying to coordinate estate, investment, insurance, and tax questions that do not fit neatly into one professional lane.

But that does not mean every client should move into a proactive planning relationship.

For CPA firms, the goal is not to offer deeper planning to everyone. The goal is to identify the right clients first: the clients with enough complexity to benefit from coordination, enough trust to act on guidance, and enough responsiveness to keep the work moving.

Planning Note: The best starting point is usually not a firmwide advisory rollout. It is a focused review of 10 to 25 clients who already show signs of planning readiness.

Not Every Client Is an Advisory Client

A common mistake is assuming proactive planning should be offered across the entire client base.

That can create problems quickly. Some clients want a tax return completed accurately and on time. Some are highly fee-sensitive. Some do not respond to recommendations. Others may have planning needs, but they are not ready for a structured planning relationship.

Those clients may still be good compliance clients. They are not necessarily good proactive-planning clients.

The strongest planning relationships usually begin with clients who already see the CPA as more than a return preparer. They ask questions before making decisions. They value judgment. They respond when information is requested. They are willing to involve other professionals when the situation calls for it.

Those are the clients worth reviewing first.

The Best Planning Clients Usually Have More Complexity

The first signal is complexity.

Clients with simple tax situations may not need a deeper planning process. But clients with multiple moving parts often do.

Good candidates may include business owners, high-income households, clients with multiple entities, real estate investors, clients preparing for a business sale, clients approaching retirement, or families with estate planning concerns.

These clients often need more than isolated answers. A single decision can affect tax, cash flow, entity structure, risk management, retirement planning, estate planning, compensation, and investment strategy.

That is where proactive planning becomes more valuable. The client is not just looking for an answer. They need help connecting decisions that affect one another.

The Best Clients Already Trust Your Judgment

Complexity matters, but it is not enough.

A client can have a complex situation and still be a poor fit for proactive planning if they do not value the CPA’s guidance.

The best candidates already treat the CPA as part of their decision-making process. They ask before acting. They want to understand the tradeoffs. They are open to being told that an idea needs more review before moving forward.

  • Can I run something by you before I decide?
  • What should I be thinking about before year-end?
  • Does this create a tax issue?
  • Should I talk to my attorney before doing this?
  • How should I structure this?

These questions are signals. They show that the client already sees the CPA as a planning resource, not just someone who records decisions after they have already been made.

The Best Clients Are Willing to Act

The third signal is follow-through.

Some clients ask for advice but never act on it. That creates unpaid work, weak outcomes, and frustration for the CPA team.

A strong planning-fit client does not need to follow every recommendation immediately. But they should show that they take planning seriously.

They respond to requests for information. They attend planning meetings. They involve other advisors when needed. They make decisions before deadlines. They are willing to pay for deeper analysis when the situation requires it.

That matters because proactive planning requires participation. The CPA cannot create value alone if the client will not engage.

A Simple Framework for Segmenting CPA Clients

CPA firms can start by grouping clients into four practical categories.
Client typeDescriptionBest Fit
A Clients
Complex, responsive, profitable, and trust your advice
Proactive planning
B ClientsGood clients with some planning needs
Periodic planning conversations
C ClientsMostly compliance-focused with limited complexityEfficient compliance service
D ClientsLow-margin, unresponsive, or high-frictionReview fit or offboard over time
This is not about judging clients personally. It is about matching service level to client need and firm capacity.

A client who is not a strong fit for proactive planning may still be appropriate for a streamlined compliance model.

The mistake is giving A-level planning attention to every client, regardless of complexity, fee level, responsiveness, or long-term fit.

How to Score Clients for Proactive Planning Fit

A simple scoring model can help. Rate each client from 1 to 5 in five areas.
Factor
What to look for
Complexity
Business ownership, multiple entities, estate concerns, major financial decisions, or cash-flow sensitivity
Trust
The client asks for advice before acting and values the CPA’s judgment
Responsiveness
The relationship can support deeper planning work without eroding firm capacity
Profitability
Review fit or offboard over time
Growth potentialThe client has future planning needs, business transitions, family complexity, or meaningful referral potential
Clients who score high across most categories should be reviewed first.

A practical starting point is to identify the top 10 to 25 clients who appear most ready for proactive planning. That creates a manageable pilot group instead of forcing the firm into a broad service overhaul.

Why Business Owners Are Often the Best Starting Point

Business owners are often strong candidates for proactive planning because their financial lives are connected to their businesses.

A single decision can affect taxable income, cash flow, entity structure, retirement planning, risk management, succession planning, estate planning, compensation, and investment strategy.

For example, a business owner may ask whether to buy equipment before year-end. That may sound like a tax question. But it can also involve financing, cash flow, depreciation, profitability, and long-term business goals.

This is why business-owner clients often need a more coordinated planning process. They do not just need more answers. They need a framework for making connected decisions.

High-Income Clients Often Need Coordination, Not More Isolated Advice

High-income and high-net-worth clients may already have several advisors. They may work with an attorney, investment advisor, insurance professional, banker, and CPA.

The issue is that those advisors may not always be working from the same plan.

That creates gaps. The CPA may see tax consequences another advisor does not. The attorney may draft documents without full visibility into cash flow or entity structure. The client may assume everyone is coordinating when they are not.

These clients are often good candidates for proactive planning because the value is not just technical advice. The value is coordination.

How Collective VFO Helps CPAs Serve the Right Clients More Proactively

CPAs do not need to build a full advisory department before offering more proactive planning.

They can start by identifying the right clients and bringing in a coordinated planning partner where appropriate.

Collective VFO helps CPAs support clients who need more than annual compliance work by coordinating planning conversations across tax, financial, estate, business, and implementation issues.

This allows the CPA to remain central to the relationship while giving the client access to a broader planning process.

The result is not more disconnected services. It is a more coordinated way to help the right clients make better-informed decisions.

Start With the Clients Who Already Need More

The best proactive planning opportunities are often already inside the CPA firm’s existing client base.

The key is knowing where to look.

Start with the clients who have complexity, trust your judgment, respond to advice, and are willing to engage in a more structured planning process.

Those are the relationships where proactive planning can create the most value without forcing the firm to rebuild its service model all at once.

If you are a CPA looking to identify which clients are ready for deeper planning, Collective VFO can help you evaluate where to start.

Where Collective VFO Fits

What we coordinate:Proactive planning structure for CPA firms - helping them identify better-fit clients, build a repeatable advisory process, and coordinate implementation across existing advisor relationships.

Who this is for: CPA firm owners, partners, and senior leaders who want to move beyond compliance-only work without adding unnecessary overhead.

Next step: Discuss a CPA Partnership →

FAQ

The best advisory candidates usually have complexity, trust the CPA’s judgment, respond to advice, and are willing to participate in a structured planning process.

No. Many clients are better suited for efficient compliance service. Proactive planning should usually begin with clients who have higher complexity and stronger engagement.

Often, yes. Business owners usually have connected tax, cash flow, entity, retirement, succession, and estate planning considerations.

Start by identifying 10 to 25 existing clients who have complexity, trust, responsiveness, profitability, and future planning potential.

Collective VFO facilitates strategic coordination across tax, legal, and financial planning disciplines. We do not provide legal, accounting, securities, or investment advisory services directly. Any such services are provided by appropriately licensed professionals. The content in this article is for educational purposes and does not constitute financial, legal, or tax advice. For guidance specific to your situation, consult a licensed professional.

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Sterling Hirsch

Sterling Hirsch

Advanced Planning Lead Collective VFO

Sterling founded Collective VFO to address a gap in advisory work: business owners with good, but disconnected, individual advisors. He leads advanced planning for high-net-worth business owners/families, coordinating implementation with CPA partners across tax, legal, estate, and business planning.

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