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September 2026: The Cloverleaf Work Week: 5 Moments to Use Behavioral Data Better

A five-day guide to using behavioral insight in real work moments: prepping for a 1:1, practicing a hard conversation, walking into a big meeting, working through friction, and keeping growth going.

Written by Jason Miller

[recording will be posted here after the webinar concludes]

Most work challenges do not happen because people lack information. They happen in moments where people need to communicate clearly, give feedback, make decisions, work through tension, or change a behavior.

Cloverleaf helps bring behavioral insight into those moments.

During this webinar, we’ll explore five practical moments in a normal workweek and show how Discover, Scenarios, Feedback, and Coaching Focus can help turn insight into action.

How to Use This Guide

If you have access to Cloverleaf

Follow along when possible. Use a real person, relationship, or situation from your work and try the feature or prompt being demonstrated.

If you do not have access to Cloverleaf

Use the examples to think about a real person, team, manager, direct report, or client you support. Draft the prompt, Feedback question, or Coaching Focus you would use and notice where Cloverleaf could fit into the work.

Either way, keep one real situation in mind throughout the webinar.

Start With a Real Situation

Think of a person or relationship where better context could help.

It might be:

  • [manager name]

  • [direct report name]

  • [team member name]

  • [cross-functional partner name]

  • Someone on [team name]

Now choose something that is actually happening.

Maybe:

  • There is a 1:1 coming up

  • Feedback needs to be given or requested

  • An important meeting is approaching

  • A relationship feels harder than it should

  • Someone is working toward a growth goal

  • Expectations or priorities are unclear

  • A difficult conversation is being avoided

Keep one real situation in mind during the webinar:

  • Person or team: ____________________

  • Situation: ____________________

  • What you want to be different: ____________________

Four Cloverleaf Features

  • Discover — Get context and coaching for what’s happening now
    What do I need to understand before I act?

  • Scenarios — Practice an interaction before it happens
    What do I want to practice before the stakes are real?

  • Feedback — Get another person’s perspective on how your behavior is landing
    What would be useful to hear directly from them?

  • Coaching Focus — Keep development connected to an important behavior over time
    What do I want to keep working on beyond this moment?

Write Better Prompts

When Discover is the right feature, more useful context can lead to more specific coaching.

Use this simple formula:

PERSON + RELATIONSHIP + SITUATION + OUTCOME

Instead of:

How do I give feedback?

Add context:

I need to give [team member name], who reports to me, feedback about two missed deadlines. I want to be clear about the impact while still creating space for them to respond. Help me prepare an opening based on how the two of us tend to communicate.

You do not need a complicated prompt.}

Give Cloverleaf enough context to understand:

  • Who is involved?
    What is the relationship?
    What is happening right now?
    What are you trying to accomplish?

Try It With Your Situation

  • If you use Cloverleaf:

    • build a prompt around a real interaction

  • If you do not:

    • draft the prompt you would use

  • Person: [person name]

  • Relationship: ____________________

  • Situation: ____________________

  • Outcome: ____________________

  • Prompt:
    “I’m working with [person name], who is my ____________________. We are navigating ____________________. I want to ____________________. Help me ____________________ based on how the two of us tend to work together.”

MONDAY

Before a 1:1

  • Use Coaching Focus to keep development visible

  • Examples:

    • delegation

    • trust

    • communication

    • feedback

    • conflict

    • influence

    • leading through change

  • Add Discover when you need context:

    • “I’m meeting with [team member name], who is working on [Coaching Focus]. Our 1:1s keep becoming status updates. Give me one question that brings development back into the conversation.”

    • “I’m meeting with [manager name] and want to discuss my growth in [area]. Help me introduce it in a way that works well for us.”

    • “[Client name] is focused on [Coaching Focus]. What question could deepen our next coaching conversation?”

  • If you use Cloverleaf:

    • try one prompt for a real upcoming 1:1

  • If you do not:

    • draft one question you would want Cloverleaf to help you answer

  • Work Week Move:

    • keep growth visible with Coaching Focus

    • use Discover to prepare for the person

TUESDAY

Before a Difficult Conversation

  • Use Scenarios to practice before:

    • difficult feedback

    • performance conversations

    • disagreement

    • pushback with [manager name]

    • resetting expectations

    • raising a concern

    • making a difficult ask

  • Practice:

    • your opening

    • being direct

    • responding to pushback

    • handling silence

    • staying focused

    • making the ask

    • ending with a clear next step

  • Real conversation: ____________________

  • What I want to practice: ____________________

  • If you use Cloverleaf:

    • try the situation in Scenarios

  • If you do not:

    • identify the conversation you would want to practice first

  • Work Week Move:

    • don’t just prepare what you want to say

    • practice what might happen next

WEDNESDAY

Before an Important Meeting

  • Use Discover to prepare for the people, not just the content

  • Think about:

    • a new stakeholder

    • a senior leader

    • a client

    • a cross-functional partner

    • a project team

    • someone you need to influence

  • Try:

    • “I’m meeting with [stakeholder name] to recommend [change]. Help me structure my opening based on how they tend to process information and make decisions.”

    • “[Stakeholder name] tends to move quickly while I naturally provide more background. Help me lead with the bottom line.”

    • “I need [stakeholder name] to support [initiative]. What should I consider before making the ask?”

  • Who is involved? ____________________

  • What do you need from them? ____________________

  • What might they need from you? ____________________

  • Ask:

    • What should I change about how I communicate because of who will be in the room?

  • If you use Cloverleaf:

    • ask Discover about the real meeting

  • If you do not:

    • draft the prompt you would use

  • Work Week Move:

    • prepare the content

    • prepare for the people

THURSDAY

When a Relationship Feels Stuck

  • Look for patterns like:

    • repeated misunderstandings

    • one person feeling rushed

    • one person feeling slowed down

    • different decision-making styles

    • directness being misread

    • recurring disagreement

    • trust feeling harder than expected

  • Use Discover to understand the dynamic:

    • “[Team member name] and I keep getting frustrated during planning conversations. Help me understand what may be happening between us.”

    • “[Team member name A] and [team member name B] keep getting stuck when making decisions. What differences could be contributing?”

    • “[Client name] is experiencing recurring friction with [team member name]. What could be useful to understand about the relationship?”

  • Use Scenarios to practice:

    • naming the tension

    • resetting expectations

    • asking for a different way of working together

  • Use Feedback to ask:

    • “When we disagree, what could I do differently to make it easier for us to work through the issue?”

    • “What is one thing I could do differently to make working with me easier?”

    • “What would help us stay better aligned when we approach decisions differently?”

  • Recurring friction: ____________________

  • What don’t you understand yet? ____________________

  • Choose what would help most:

    • Discover — understand the dynamic

    • Scenarios — practice addressing it

    • Feedback — hear the other person’s perspective

  • If you use Cloverleaf:

    • try the feature that best fits

  • If you do not:

    • note which feature you would use and why

  • Work Week Move:

    • don’t stop at “we work differently”

    • ask, “What could we do differently because we know that?”

FRIDAY

When You Want Growth to Continue

  • Use Coaching Focus for development beyond one interaction

  • Examples:

    • delegation

    • trust

    • strategic communication

    • feedback

    • conflict

    • influence

    • leading through change

  • Complete:

    • I want to get better at: ____________________

    • I’ll know I’m improving when I: ____________________

  • Add Discover:

    • “I’m working on [Coaching Focus]. What situations during a normal workweek will give me opportunities to practice?”

    • “What tendencies might make [Coaching Focus] harder for me under pressure?”

    • “Give me three work moments this month where I could practice [behavior].”

  • Add Feedback:

    • “What is one change you have noticed in how I approach [growth area]?”

    • “Where could I still be more effective?”

    • “What is one behavior I should keep practicing?”

  • If you use Cloverleaf:

    • identify or review a real Coaching Focus

  • If you do not:

    • write the growth area you would want ongoing coaching to reinforce

  • Work Week Move:

    • set the focus

    • practice it

    • get perspective

    • keep developing

Your Cloverleaf Work Week

  • Monday — 1:1

    • keep development connected to the conversation

  • Tuesday — Difficult Conversation

    • practice before the stakes are real

  • Wednesday — Important Meeting

    • prepare for the people, not just the content

  • Thursday — Relationship Friction

    • understand the dynamic and get perspective

  • Friday — Growth

    • keep coaching connected to an important behavior

Key Takeaway

  • You do not have to be the person using Cloverleaf to apply what you see

  • You may be:

    • using it yourself

    • helping a manager use it

    • supporting a team

    • extending coaching between client sessions

    • exploring where it fits in your organization

  • Start with a real work moment

  • Identify what is needed:

    • context

    • practice

    • perspective

    • ongoing development

  • Choose the Cloverleaf feature that fits

  • Turn the insight into action

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