Enneagram First Impression Cheat Sheet: Instant Connection Guide

5/20/2025

Meeting someone new? This cheat sheet gives you the essential approaches for making an authentic connection with each Enneagram type. Review it right before your meeting to make a great first impression that resonates with their specific worldview.

  • Be prepared, orderly, on time
  • Notice and appreciate their attention to detail
  • Show your own commitment to quality
  • AVOID: Sloppiness, excuses, cutting corners

Ask about standards:

"Between perfect but late or good enough but on time - which do you prefer?"

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Type 2
The Helper
  • Be warm and genuinely interested
  • Show appreciation for their support
  • Remember personal details they share
  • AVOID: Coldness, self-centeredness

Ask about support:

"What's the most interesting thing you've helped someone with recently?"

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  • Be efficient and on-point
  • Recognize their accomplishments
  • Show that you value results
  • AVOID: Wasting time, undermining image

Ask about accomplishments:

"What's your hidden win that most people don't know about?"

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  • Be authentic, not generic
  • Notice their unique qualities
  • Share something genuinely meaningful
  • AVOID: Generic approaches, forced positivity

Ask about depth:

"What's something that moved you recently that most people missed?"

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  • Respect their space and boundaries
  • Show intellectual substance
  • Be patient with their thoughtful pauses
  • AVOID: Crowding, emotional demands

Ask about expertise:

"What's your niche knowledge area that most people don't know about?"

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  • Be transparent and consistent
  • Address concerns proactively
  • Provide concrete details and clear expectations
  • AVOID: Vague assurances, glossing over risks

Ask about instincts:

"What's your gut telling you about this situation right now?"

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  • Match their energy and enthusiasm
  • Be open to spontaneity
  • Create a sense of exciting possibilities
  • AVOID: Negativity, rigid structures

Ask about adventures:

"If you had to leave for a surprise trip in two hours, where would you go?"

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  • Be direct and confident
  • Stand your ground respectfully
  • Address conflicts head-on
  • AVOID: Timidity, manipulation, sugarcoating

Ask about directness:

"What's something everyone is thinking but nobody's saying out loud?"

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  • Create a calm, pressure-free environment
  • Listen patiently without interrupting
  • Value their balanced perspective
  • AVOID: Rushing, creating tension or conflict

Ask about harmony:

"What's something you think more people should slow down and appreciate?"

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Remember

  • These are starting points - authentic presence matters most
  • Balance type-specific approaches with genuine interest in the individual
  • Adjust your approach as you learn more about them
  • The goal is mutual understanding, not manipulation

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