Key Takeaways

  • Money is emotional—treat it that way
  • Normalize the difficulty of financial conversations
  • Create psychological safety before asking hard questions
Last updated: December 2025

When Money Gets Personal

"Money isn't about money. It's about security, self-worth, power, and love."

Some financial conversations touch deep nerves:

  • Debt they're ashamed of
  • Spending they regret
  • Mistakes they've made
  • Fears they haven't voiced
  • Family conflicts about money

Creating Safety First

Before diving into sensitive topics:

Do ThisWhy It Works
Normalize the topic"A lot of people struggle with this..."
Share that others have been there"You're not the first person to tell me this"
Explicitly remove judgment"There's no judgment here—I've heard everything"
Give them an out"If you're not comfortable sharing, that's okay"
Explain why you're asking"I ask because it helps me understand..."

Transition Phrases for Hard Topics

TopicTransition Phrase
Debt"Can I ask you about something that's sometimes hard to discuss? A lot of people have debt they're not comfortable talking about. Is there anything like that in your situation?"
Spending"Sometimes we spend money on things that don't align with our values. Does any of your spending feel that way to you?"
Family money"Money in families can be complicated. How do finances work in your relationship?"
Past mistakes"Most people have at least one financial decision they wish they could undo. What's yours?"
Financial secrets"Is there anything about your finances that you haven't told anyone—including your spouse?"

Reading Emotional Cues

They ShowYou Should
Getting defensiveBack off, try different angle
Voice getting tightAcknowledge the emotion
Looking awayGive them space
Tearing upPause, offer tissue, wait
Shutting downDon't push—note it for later

The Power of "That Must Be Hard"

Sometimes the best thing you can say is nothing about finances at all:

"That must be hard." "I can hear how stressful this has been." "It sounds like you've been carrying this alone for a while."

These responses honor the human before addressing the financial.

Roleplay Scenario

Hidden Debt

A client with secret credit card debt their spouse doesn't know about

Setup

You're doing a financial review with a married client. Their spouse isn't present. As you go through the numbers, something doesn't add up—and they nervously admit there's credit card debt they haven't mentioned.

Client says:

Okay, there's something I need to tell you. I have... some credit card debt that my husband doesn't know about. It's about $40,000. It started during the pandemic when I lost my job and I just... I didn't want to worry him. Now it's gotten so big I don't know how to tell him. Please don't judge me.

Practice Objectives

  • 1Respond with empathy, not solutions (yet)
  • 2Normalize the situation without minimizing it
  • 3Understand how it happened without interrogating
  • 4Explore their feelings about the secrecy
  • 5Help them think through options for addressing it
  • 6Do NOT tell them what to do about their marriage
Roleplay Scenario

The Gambling Problem

A client who hints at a gambling issue

Setup

You notice irregular large withdrawals in a client's statements. When you ask about them, the client becomes uncomfortable and eventually reveals they've been going to the casino.

Client says:

*Long pause* Those withdrawals... okay. I've been going to the casino. It started as a stress reliever after work. But it's gotten... I don't know. I tell myself I'll stop but then I go back. I haven't told my wife. She'd leave me. I don't know why I'm telling you this.

Practice Objectives

  • 1Recognize this is beyond financial advice
  • 2Respond with compassion, not alarm
  • 3Acknowledge the courage it took to share
  • 4Gently suggest professional help (not financial advice)
  • 5Express care without enabling
  • 6Know the limits of your role
Test Your Knowledge

A client reveals they've made a major financial mistake. The best first response is:

A
B
C
D