Would It Be Ok If?
Apr 21, 2025
“Would It Be OK If…?”
How Subtle Confidence Builds Real Trust in Real Estate
by Tony Rossitto
Would it be OK if we continued last week’s theme of confidence-boosting communication tactics? (See what I did there?)
In real estate, the gold standard title we hear tossed around is:
“Your Trusted Guide.”
And while that sounds great, I’ll be honest with you—trust is too narrow a lens for what clients actually need in a real estate professional.
Trust Isn’t Something You Say. It’s Something You Show.
Think about it—if a stranger walks up to you on the street and says,
“You can trust me,”
what’s your reaction?
Mine? I check for my wallet.
When a car salesman insists,
“This deal is too good to pass up,”
I’m already walking out the door.
When someone can’t stop talking about how much money they have, what’s your first thought?
“This dude’s broke.” 💸
See where I’m going with this?
The loudest ones in the room rarely have the goods.
Confidence Builds Trust—Not the Other Way Around
You can’t just tell someone to trust you. Especially in real estate, where agents are still battling decades of bad PR and salesy stereotypes.
Trust is earned over time, and the best way to earn it fast is through CONFIDENCE—not fluff.
Competence. Clarity. Consistency. Communication. Reliability. Resilience.
These are the cornerstones of confidence that naturally lead to trust.
And one of the most powerful tools to build that confidence?
How we ask things.
The Problem with the Ask
Let’s say you’re trying to move a client forward:
Option A: Ask softly
“Can you meet me for coffee?”
Response: “Sorry, I’m busy.”
Option B: Ask aggressively
“You need to meet me for coffee.”
Response: “You need to lose my number.”
Yikes. Neither approach works. So what’s the third option?
Enter: “Would it be OK if…?”
This magic phrase works on three levels:
✅ It respects autonomy — you're asking permission, not demanding action.
✅ It reduces pressure — you sound like a teammate, not a closer.
✅ It implies confidence — you're proposing something reasonable and within bounds.
And here's the secret:
It’s hard to say no to “Would it be OK if…?”
Because, let’s be real, it usually would be OK.
Here’s How It Works in Real Life
Use these phrases to guide conversations, open doors, and move clients forward—with confidence:
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“Would it be OK if we met for coffee on Tuesday to discuss next steps?”
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“Would it be OK if I connected you with a local lender to talk financing options?”
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“Would it be OK if we scheduled that showing now so we don’t miss out?”
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“Would it be OK if we skipped that listing—it’s outside our search parameters?”
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“Would it be OK if we sat down to outline potential offer terms before viewing?”
These don’t just sound better.
They feel better—to your clients and to you.
Confidence Is Quiet. Influence Is Subtle.
Building trust doesn’t mean beating your chest and telling the world how amazing you are. It means speaking clearly, carrying yourself with confidence, and communicating like a pro.
If you want to level up your conversations this week, don’t focus on sounding trustworthy—focus on being confident.
Try it out. Watch how quickly your clients start trusting you without you ever asking them to.
Have a great week,
— Tony
“The only reason you’re not unstoppable is because you don’t face every situation with the fully-fledged confidence that you can at least handle it.”
— Ross Harkness
