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Thought Provoking Questions to Initiate Deeper Connections

Client Relationships| Professional Development| Leadership| Mindset| Personal Development
May 29, 2025•1 min read

Thought Provoking Questions to Initiate Deeper Connections

Some of the most valuable gifts in my life have been the result of powerful questions. Whenever I discover such questions, I make it a point to archive them and revisit them frequently. This helps embed them in my memory. I actively engage with these questions alongside my team and the agents in my office, and sometimes, even with clients.

This week, I came across a few remarkable questions from a thinker named Sahil Bloom. Here, I’ll share three of my favorites. Check out the link below to see the other four questions!

Connection

  1. "If I were the main character in a movie of my life, what would the audience be screaming at me to do right now?"

  2. "What lie have I told myself so many times that it feels like the truth?"

  3. "If someone observed my actions for a week, what would they say my priorities are?"

Visit to See Four More Questions!

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Seth Dailey

Seth is the Co-Founder of both The Dailey Group and Keller Williams Gateway in Baltimore, Maryland. He serves as the Operating Principal for the brokerage and as the team leader for The Dailey Group, which consistently helps over 150 families a year. Seth, a Montana native, is passionate about empowering leaders and teaching people to make smart financial moves. Prior to real estate, Seth held his CPA designation and worked as a mortgage lender before joining forces with his wife of 20 years, Alyce. Seth can usually be found at the nearest coffee shop with a personal growth book in hand while scribbling down his next great idea on the back of a napkin.

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