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6 Types of Questions

“The royal road to a man’s heart is to talk to him about the things he treasures most” -Dale Carnegie


Core Principle

  • “The royal road to a person’s heart is to talk about what they care about most”

  • Strong conversations are driven by:

    • Curiosity

    • Questions

    • Understanding

  • Your role:

    • Guide the conversation

    • Help the prospect think clearly

    • Uncover real motivations


Training Overview

  • The 5 core question types covered:

    • Connection

    • Situation

    • Problem Awareness

    • Probing

    • Solution Awareness

  • How to structure conversations using these questions

  • How to go deeper and create meaningful dialogue


Rules of Engagement (Training Environment)

  • Participate actively

  • One person speaks at a time

  • Stay in character during role play

  • Setter always eventually wins during roleplay


1. Connection Questions

Purpose

  • Build rapport

  • Lower resistance

  • Establish trust

  • Set collaborative tone


Mindset

👉 “I want to help you”


Examples

  • “What about the ad / our first conversation caught your attention?”

  • “What can I help you with today?”

  • “Off the record, what can I clarify for you?”


Best Practices

  • Be genuine and relaxed

  • Avoid sounding scripted

  • Focus on them, not your product


2. Situation Questions

Purpose

  • Gather factual information

  • Understand current setup

  • Build context


Examples

  • “Who are you buying your electricity from?”

  • “Can you tell me about your electric bills?”

  • “What’s the condition of your roof?”

  • “Any plans for EV fleets in the future?”


Best Practices

  • Keep questions simple

  • Don’t overload the prospect

  • Listen carefully and take notes


3. Problem Awareness Questions

Purpose

  • Surface pain points

  • Create awareness of issues

  • Introduce urgency


Examples

  • “Have you noticed your bill changing over time?”

  • “When do you think these increases will stop?”

  • “How have outages impacted you?”

  • “Any concerns about grid reliability?”


Key Principle

👉 Help them realize the problem themselves


Best Practices

  • Let them verbalize the issue

  • Avoid telling—guide discovery

  • Connect to real-world impact


4. Probing Questions

Purpose

  • Go deeper into problems

  • Understand impact and motivation

  • Identify true decision drivers


Examples

  • “How is ___ impacting your business?”

  • “Why is that important to you?”

  • “If this continues, what happens?”

  • “What do you think is causing this?”


Key Principle

👉 This is where depth happens


Best Practices

  • Ask follow-up questions

  • Stay curious, not interrogative

  • Focus on:

    • Financial impact

    • Operational impact

    • Emotional impact


5. Solution Awareness Questions

Purpose

  • Shift conversation toward solutions

  • Understand goals and expectations

  • Align your solution naturally


Examples

  • “What are you hoping to get out of this conversation?”

  • “What does an ideal outcome look like?”

  • “If you implemented this now, how would that help?”

  • “Is this your first time exploring this?”

  • “Do you know what your options are?”

  • “Why haven’t you already installed ___?”


Key Principle

👉 Let them define success


Best Practices

  • Tie solutions back to their problems

  • Avoid jumping into a pitch too early

  • Let them articulate value


Question Flow & Structure

Typical Conversation Flow

  • Connection

  • Problem Awareness

  • Probing

  • Solution Awareness

  • Situation (can be mixed throughout)


Important Notes

  • You will naturally move between categories

  • Conversations are not perfectly linear

  • Flexibility is key


Depth Hierarchy (Least → Most Depth)

  1. Connection

  2. Situation

  3. Problem Awareness

  4. Solution Awareness

  5. Probing


Key Insight

  • Most reps:

    • Are good at situation questions

    • Do NOT go deep enough with probing questions

👉 Probing = where real deals are made


Practice Framework

Role Play Setup

  • One person = Business Owner

  • One person = Strategist


Rules

  • Owner has a “persona”

  • Only reveals information when asked correctly

  • Switch roles every ~15 minutes


Exercise Requirements

  • Use at least 3 questions from each category

  • Conduct a full conversation (phone-style)


Goal

  • Extract as much relevant information as possible

  • Practice natural flow and depth


Homework

Tracking Exercise

  • Track your next 5–10 conversations

  • Record:

    • Types of questions used

    • Balance between categories


Self-Reflection

  • Which question types do you overuse?

  • Where are you lacking depth?

  • Are you asking enough probing questions?


Key Takeaways

  • Questions drive the conversation—not statements

  • Depth matters more than quantity

  • Curiosity builds trust

  • Better questions = better outcomes


Final Principle

👉 You are not selling - You are helping the prospect:

  • Think clearly

  • Understand their situation

  • Make a better decision

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