Dan Stewart

Entrepreneur. Speaker. Author. Sales Strategist.

Dan Stewart

Entrepreneur. Speaker. Author.
Sales Strategist.

Helping real estate professionals stand out and build trust when everything sounds the same.

Dan Stewart helps agents reconnect with the human side of selling by focusing on how trust is built, why most follow-up fails, and what still works as markets tighten and technology accelerates.

Founder of Happy Grasshopper and author of The Connection Question, Dan has spent two decades helping agents, teams, and brokerages improve conversations, increase referrals, and build long-term growth.

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Discover The book

"People don't want to be sold to. They want to be understood."

Sales shouldn’t feel like a battle. If traditional tactics don’t fit who you are, you’re not alone. Buyers are more informed, trust is harder to earn, and automation alone is not the answer.

The Connection Question is about understanding people, not pushing them. It offers a practical framework for building real relationships that lead to more clients, more referrals, and long-term success without sacrificing integrity.

Get the first chapter now. Be notified when the book is released.

4-time Inc. 500 | 5,000 Honoree
Customers served! + 50 LIVE EVENTS
Customers served! 50 k ATTENDEES
"He is a masterful storyteller... and pulls you in to whatever he is saying and makes you feel like when you leave, whatever he said to do, you're going to do it."

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What I’m Building (and Backing)

Every business I’m involved with solves a critical challenge in real estate. Some I’ve founded. Others I’ve partnered with because I believe deeply in their mission.
Together, we’re helping agents, teams, and brokerages scale with confidence.

Tracking Industry Sentiment & Outlook

Know Who’s About to Move—Before They Do

Real Estate's #1 Content Marketing Solution

Keep Your License Active and Earn Referral Income

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