The Ledger > The diagnosis principle: How selling is professional problem-solving

Updated: February 5, 2026

The diagnosis principle: How selling is professional problem-solving

Published By:

Debra Kilsheimer

Editor’s note: This article is part of a new series on selling in the accounting profession. The big idea? Many accountants are already using sales skills every day — through questions, conversations, and problem-solving — even if they don’t call it “sales.”

I never wanted to be in sales. I wanted to be the person in the background — the one who fixes the mess, tells the truth, and leaves the meeting having come across as thoughtful and credible, not flashy or giving off Glengarry Glen Ross, “always be closing” vibes.

 

Selling felt like the opposite of that. The loud part. The pushy part. The part where you’re expected to perform and apply pressure, where you always have to “circle back” and convince someone to sign on the dotted line — and turning your calendar into a series of sales targets instead of conversations where your expertise actually helps clients run their business better.

Key takeaways

  • Selling for accountants isn’t about pressure or persuasion — it’s about diagnosing problems clients already feel
  • Asking better questions builds trust and positions you as an advisor, not a salesperson
  • Naming the real problem clearly makes the next step obvious and ethical
  • Diagnostic selling leads to stronger relationships, better outcomes, and more sustainable growth

If you hate sales, you probably hate it for practical reasons. You do not want to sound scripted. You do not want to pressure anyone. You do not want to get rejected. You do not want to talk about money. You do not want to feel slimy. You do not want to be lumped in with the stereotypes.

 

You know the ones: fast talk, fake urgency (“we’re trying to close the quarter strong, so we’ve got a great deal just for you”), and that weird energy where someone “just wants to hop on a quick call” and now you need a safe word.

 

Then I heard a phrase that punched my bias right in the Excel tabs.

 

“Nothing happens until something is sold.”

 

Annoying. True. And yes, it applies to accounting, too. To build our firms, we must learn to sell. The reality is that we’re in the selling business. But we just need to start using better verbs.

Selling isn’t convincing — it’s diagnosing

We diagnose. We recommend. We prevent. We protect. We explain. We solve. That is not cold calling. It’s not driven by a quota. That is professional problem-solving in a client conversation.

 

Here is the shift.

  • Selling is not convincing someone to buy something they do not need.
  • Selling is helping a client name a problem they already feel. Then we offer the next best step.

 

Clients expect us to ask questions. Discovery builds trust. It does not create suspicion.

 

If a client wanted a silent human calculator, they would buy software and a strong cup of coffee. They hire us because they want judgment and clarity. They want someone who notices what they miss. We do that.

 

When you ask, “What changed since last quarter?” you signal attention. When you ask, “Where does cash get tight?” you signal a focus on outcomes. When you ask, “What would make this year a win?” you signal that you understand the task at hand. The real job is decisions, not churning out data that piles up in spreadsheets.

 

The point is that pain-point discovery is not optional in an advisory-leaning relationship. If we skip diagnosis, we end up doing what I refer to as “random acts of bookkeeping.”

  • We reconcile.
  • We send reports.

 

And guess what? The client still feels stressed because nobody connected their numbers to their life.

 

This matters right now because advisory work keeps growing. Clients keep demanding more than just compliance. In the 2024 CPA.com and AICPA PCPS Client Advisory Services Benchmark Survey, participating CAS practices reported 17% median growth and projected 15% continued growth in the current year. They also projected 99% median growth over the next three years.

 

That growth does not come from “getting better at closing.” It comes from getting better at diagnosis. This means connecting with your inner account representative.

 

Here’s a simple way to see the difference between selling as pressure and selling as professional diagnosis.

 

Traditional sales approach Diagnostic selling: Advisory approach
Driven by quotas and closing Driven by clarity and outcomes
Talks more than it listens Asks better questions
Pushes urgency Explains consequences
Focuses on features or services Focuses on the underlying problem
Avoids discomfort Names issues early
Measures success by deals signed Measures success by problems solved

Why growth comes from diagnosis, not closing

Here is the diagnosis principle in one sentence: “If you can name the problem clearly, you can offer the solution confidently.”

 

Most accounting professionals already do this informally. We do it in offhand questions. “How are you collecting payments right now?” We do it in the last minute of a call. “By the way, your margins dropped, and that is why cash feels tight.” We do it in emails you almost do not send. “Quick question. Why did payroll spike in October?”

 

That is selling. You are already doing it. You just treat it like it does not count because you did it politely without a script and knowing that the outcome is the client is going to come out ahead.

 

The opportunity is being intentional and confident about the value we already create. When we leave diagnosis to chance, we get random outcomes. When we make diagnosis repeatable, we get consistent value back. We also stop giving away the good stuff as free “helpful thoughts” that never turn into solutions.

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Turning insight into next steps

Here is a simple diagnostic flow you can use on every call.

  1. Start with context questions. Ask what changed. “What changed in the business since we last talked?” “Any new hires, new offers, new pressure?” “What would make this quarter a win for you?”
  2. Then move into those friction questions. Find where it hurts. “Where do you feel stuck right now?” “What feels harder than it should?” “What is the one thing you wish was predictable?”
  3. Then ask cost questions. Attach a real price tag. “When this happens, what does it cost you? Time, cash, sleep, missed opportunities?” “How often does that happen each month?” “If nothing changes in the next 90 days, what breaks first?”

 

Those questions are not sales tactics. They are how you do your job without guessing. Once you have the answers, do the part that feels scary for accountants. Name the problem out loud.

 

Try this: “Based on what you told me, the problem is not your bookkeeping. The problem is cash timing. Your receivables come in late and your payables hit fast.”

 

Or: “The problem is not your reports. The problem is your month-end close. It depends on heroics, not a system.”

 

Naming the problem is the sale. Not because we are “closing.” Because we are putting words to what they’re feeling.

 

Then, offer a next step that aligns with the diagnosis. This is where cross-sell and upsell become obvious,ethical, and a natural part of the conversation.

 

If we diagnose cash timing, a next step might be a cash cycle review, an AR follow-up workflow or a weekly cash forecast.

 

Diagnose close chaos? A next step could be offering a close calendar, a cleaned-up chart of accounts or a monthly decision meeting with a standard agenda.

 

If you diagnose margin stress, a next step might be a pricing and profitability review, job costing setup or offer mix analysis.

 

You are not “adding services.” You are finishing the thought. Clients do not want more line items. They want fewer problems.

 

This is also how you keep the right clients and grow the relationship with less drama. Diagnosis drives retention because clients stay with the professional who tells the truth early.

Script to stay on track

This approach might push you a little outside your comfort zone at first. That’s normal. Naming problems out loud is a skill, and like any skill, it gets easier with practice. So, if you want a simple script for the moment you feel awkward, use this.

 

“Can I share what I’m seeing?”

[Pause and breathe]

 

“Here’s the problem in plain English.”

[Pause and breathe]

 

“Here are two options. One is lighter. One is more complete. Which fits your timing?”

 

Then stop talking. Let the silence do the heavy lifting. You just supplied clarity. You do not need a personality transplant. You need to reframe your thinking.

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Shift your mindset, not your profession

You are not trying to become a salesperson. You are becoming more deliberate about diagnosis. Your client did not hire you to be quiet. They hired you to notice. So here is the question that decides our next level. If you do not name the problems you see, who teaches your client instead? Are they qualified?

 

By asking these questions, your clients and prospects will know YOU ARE an advisor.

See how easy it is to offer payroll services your way.

Debra (Debbie) Kilsheimer owns Behind the Scenes Financial Inc. alongside her husband, Harold Hickey. They provide tax, accounting, and consulting services. Debbie believes accounting should be forward-thinking using technology, apps, and the art of personal relationships. She also co-hosts the podcasts “Bookkeepers on Fire” and “Debbie and Donna Do Digits” with Donna Reade.

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