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.
Discover The book
People don't want to be sold.
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.
4-time Inc. 500 | 5,000 Honoree
"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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COMPANIES
What I’m Building (and Backing)
Every business I’m involved with exists to solve a real, persistent problem in real estate.
Some I’ve founded. Others I’ve invested in because I believe deeply in their mission.
Despite widespread acknowledgement that real estate is a relationship business, the infrastructure that makes relationship-driven revenue generation predictable at scale has never existed as a cohesive whole.
So we built it.
Making Relationship-Driven
Revenue Predictable
Real estate has always been a relationship business. What has never existed is infrastructure that makes relationship-driven revenue predictable at scale.
Until we built it.
REIS builds the factual record of why agents choose their brokerages and tracks their sentiments over time.
Since 2021, it has been providing actionable data for improving retention and recruitment.
Good data leads to good decisions.
BUILT is a seven-week implementation experience. Participants come with contacts and leave with a referral business.
Brokerages and brands leverage BUILT for measurable results in production, retention, and recruitment.
AI-optimized messaging platform that integrates with all major CRMs.
Every message in the agent's own voice, and every reply directly back to them. Built on fifteen years of reply behavior across 42 million relationships.
Branded, single sign-on dashboard that brings all your existing tech, tools, and third-party systems into one secure dashboard.
Goodbye chaos. Hello simplicity.
Leadership sees adoption and usage by brand, office, managing broker, team, agent, and product.