Best Questions to Ask Successful Entrepreneurs (James Dooley Chats With Craig Campbell) episode artwork

EPISODE · May 26, 2026 · 10 MIN

Best Questions to Ask Successful Entrepreneurs (James Dooley Chats With Craig Campbell)

from James Dooley Podcast · host James Dooley

James Dooley and Craig Campbell discuss the best questions to ask entrepreneurs at conferences, networking events and business meetups. The conversation explains why asking better questions creates better opportunities because entrepreneurs respond to people who understand value, risk, leverage and what they bring to the table. James Dooley shares the red car theory to explain how business owners can train themselves to spot opportunities they previously missed. Craig Campbell explains why basic questions like “what niche should I go into?” are weak, and why stronger questions should focus on partnerships, monetisation, skills, opportunity spotting and risk appetite. They also discuss entrepreneur versus intrapreneur thinking, AI growth partnerships, business automation, marketing spend and how networking can create new ventures.

James Dooley and Craig Campbell discuss the best questions to ask entrepreneurs at conferences, networking events and business meetups. The conversation explains why asking better questions creates better opportunities because entrepreneurs respond to people who understand value, risk, leverage and what they bring to the table. James Dooley shares the red car theory to explain how business owners can train themselves to spot opportunities they previously missed. Craig Campbell explains why basic questions like “what niche should I go into?” are weak, and why stronger questions should focus on partnerships, monetisation, skills, opportunity spotting and risk appetite. They also discuss entrepreneur versus intrapreneur thinking, AI growth partnerships, business automation, marketing spend and how networking can create new ventures.

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Best Questions to Ask Successful Entrepreneurs (James Dooley Chats With Craig Campbell)

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This episode is 10 minutes long.

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This episode was published on May 26, 2026.

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James Dooley and Craig Campbell discuss the best questions to ask entrepreneurs at conferences, networking events and business meetups. The conversation explains why asking better questions creates better opportunities because entrepreneurs respond...

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