Interview Your Agent — Questions to Ask a Real Estate Agent | The Cyr Team, Chester County PA

InterviewYourAgent by The Cyr Team: What to Search Before You Hire a Real Estate Agent

A free consumer tool built from 17+ years of working with buyers and sellers across southeastern Pennsylvania and northern Delaware. Most people hire the first agent they talk to. These AI search prompts help you find and evaluate the right one for your situation. We do not see your searches. Nothing here is designed to steer you toward any agent, including us.

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Pick your situation
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Search in ChatGPT or Google

What questions should I ask a real estate agent before hiring them?

A few questions apply to every interview regardless of whether you're buying or selling — local transaction depth vs. career totals, list-to-sale ratio, dual agency, and how an agent handles disagreement. What a Buyer's Agent Fee Actually Buys You walks through the full framework and why fee alone is the wrong way to compare agents.

The guides below provide situation-specific questions for buyers and sellers — first-time buyers, estate sales, divorce, relocation, downsizing, and more. Each set is built around questions that expose meaningful differences between agents rather than questions that produce rehearsed answers.

Before You Start — How to Evaluate Any Agent

Before you pick a scenario and generate questions, these guides explain the framework behind the evaluation — what to measure, what to ignore, and how to use AI to compare what you hear.

Want to see what an agent who passes this evaluation actually delivers? The Work We Do shows the full process — buyer personas, offer comparison, TC system — with real examples at every stage.


Want to understand the philosophy behind how we work? Our Approach shows why trust is the only leverage that matters — and what it looks like when it's working.

What is your situation?

Each guide includes prompts to find agents, evaluate them, and make your decision.

Already sent questions to agents? View your responses →

Listen: Shark or Sherpa? How to Hire the Right Agent

Two hosts unpack the most overlooked decision in real estate — why the right fit matters more than five stars. The shark vs. sherpa framework, AI prompts that read review language, red flags that should end the meeting, and 60 questions across 10 scenarios that separate specialists from generalists.

Full transcript and takeaways →