💥 100 Sneaky Coaching Questions Using Double Entendre

Double-edged questions that spark better leadership conversations

By Phil Roberts ( Author Of The Imposter Syndrome on Audible)

❝They laughed… then they squirmed… then they changed.❞

What if a coaching question could be both playful and piercing?
Something that sounds casual on the surface — but hits like a truth bomb underneath?

This isn’t another dry list of team-building prompts.
This is a sharp little toolkit for new managers who want to lead with emotional intelligence, conversational edge, and a dash of mischief.

🤔 What’s inside?

100 deceptively powerful questions, grouped into 10 smart themes:

• Power vs Responsibility
• Control vs Trust
• Boundaries vs Availability
• Feedback vs Fragility
• Meetings vs Meaning
• …and more.

Each question is written with a double meaning (hello, entendre 👋).
They sound like gentle nudges. But they rattle the internal script.
Perfect for:

• One-to-ones
• Reflective self-coaching
• Team development
• Interrupting leadership autopilot

💬 You’ll use this if…

• You manage people (or are about to).
• You want sharper conversations, not longer meetings.
• You love questions that linger longer than they land.
• You’ve ever said “I want to be a better manager but don’t want to sound like a manager.”

💸 Investment: £4.99

No fluff. No filler. Just a one-off download that keeps delivering.

You’ll get:
✔ A beautifully themed PDF And MP3 Audio Files
✔ 100 double-edged coaching questions
✔ Lifetime access
✔ A resource you’ll actually use (and reuse)

🎯 Lead like a human, not a robot.

Click Buy and start asking better questions by the end of the day.

(Warning: may cause unexpected breakthroughs. Use responsibly.)