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| | | | Our Last July AI-Enhanced Leader Workshop | If you're not using AI, you're falling behind. But if you don't know what excellent looks like, you run the risk of using it poorly. | Join the 702 leaders already signed up as we build out simple AI enhancements on top of our proven management systems to get the most out of your team. | Authentic Accountability (Wednesday, July 30 @ 12 PM ET)
Build an AI Accountability Coach to Boost Team Performance | |
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And In Case You Missed It |
If you missed our free workshop this week on the same AI-Powered Persuasion topic, you can still get the recording. We go more in-depth on applying Monroe's Motivated Sequence and Dr. Robert Cialdini's 7 Principles of Influence. Plus you can see all the AI ideas (and pitfalls) shared by the 200+ leaders who attended live. |
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The Communication Revolution You're Missing |
Every leader knows that communication separates good from great. The ability to persuade, influence, and inspire determines who gets resources, who drives change, and who shapes the future. |
But here's what most leaders don't realize: AI has fundamentally changed the game. |
While you're still crafting emails the same way you did five years ago, AI-first leaders are using intelligent systems to decode audiences, craft compelling narratives, and anticipate objections before they arise. |
The gap between AI-powered communicators and traditional ones increases by the day. |
The question isn't whether you'll eventually use AI for communication. |
It's whether you'll master it before your competition does. |
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Why Traditional Communication Training Falls Short |
The One-Size-Fits-All Problem
Most communication advice treats all audiences the same. "Be clear." "Tell stories." "Use data." |
But your CFO processes information differently than your head of sales. Your board thinks differently than your team. Your customers have different motivations than your investors. |
The Guesswork Gap
Traditional communication relies on intuition and experience. You guess what will resonate, craft your message, and hope for the best. |
AI eliminates the guesswork. It analyzes patterns, predicts responses, and optimizes for outcomes. |
The Scale Limitation
Great communicators can adapt their message to their audience. But they can only do this for a few key conversations. |
AI lets you customize every communication at scale—from one-on-one emails to company-wide presentations. |
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The AI Communication Framework |
System 1: Audience Intelligence |
The Problem: You're communicating based on assumptions about how your audience thinks, what they value, and how they make decisions. |
The AI Solution: Use AI to decode communication styles, decision-making patterns, and influence triggers. |
The Audience Analysis Prompt |
"I'm preparing to communicate with [PERSON/GROUP] with a goal of [YOUR OBJECTIVE]. Based on their role as [TITLE] in [INDUSTRY], help me understand: 1. How do they typically process information? (Visual, analytical, narrative, etc.) 2. What are their primary concerns and motivations? 3. What communication style would be most effective? 4. What objections might they have to my proposal? 5. What evidence or examples would be most compelling to them?"
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The Style Adaptation Framework |
Once you understand your audience, adapt your communication: |
For Analytical Types: |
Lead with data and logic Provide detailed supporting evidence Use structured, sequential arguments Include risk analysis and mitigation
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For Relationship-Oriented Types: |
Start with personal connection Use collaborative language ("we," "together") Include testimonials and social proof Emphasize team and organizational benefits
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For Results-Driven Types: |
Lead with outcomes and impact Use action-oriented language Provide clear timelines and metrics Focus on competitive advantage
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For Visionary Types: |
Start with the big picture Use metaphors and analogies Connect to larger trends and opportunities Emphasize innovation and transformation
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System 2: AI-Powered Storytelling |
The Problem: Most leaders know they should tell stories, but they struggle to craft compelling narratives that drive action. |
The AI Solution: Use AI to structure, refine, and optimize your stories for maximum impact. |
The Story Structure Prompt |
"Help me craft a compelling story to support my argument that [YOUR MAIN POINT]. The story should: 1. Feature a relatable protagonist facing a challenge similar to my audience's situation 2. Include specific, concrete details that make it memorable 3. Demonstrate the consequences of action vs. inaction 4. Connect clearly to the decision I'm asking them to make 5. End with a clear lesson or insight My audience is [DESCRIPTION] and they care most about [KEY CONCERNS]."
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The Three-Story Arsenal |
Every influential leader needs three types of stories ready: |
The Challenge Story: How you or your team overcame a difficult obstacle |
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The Vision Story: What becomes possible when you make the right choice |
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The Cautionary Story: What happens when you ignore the problem or delay action |
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System 3: Objection Anticipation |
The Problem: Most leaders react to objections instead of proactively addressing them. |
The AI Solution: Use AI to predict objections and prepare compelling responses before they arise. |
The Objection Mapping Prompt |
"I'm proposing [YOUR PROPOSAL] to [AUDIENCE]. Help me anticipate objections by identifying: 1. The top 5 concerns they're likely to have 2. The underlying fears or motivations behind each concern 3. The strongest evidence or argument to address each objection 4. How to acknowledge their concern while redirecting to benefits 5. Preemptive language I can use to address objections before they're raised"
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The Preemptive Response Framework |
Acknowledge: "I know some of you might be thinking..."
Validate: "That's a legitimate concern because..."
Redirect: "Here's what I've learned about that..."
Evidence: "The data shows..."
Benefit: "Which means for us..." |
Example:
"I know some of you might be thinking this sounds expensive. That's a legitimate concern because we're all managing tight budgets. Here's what I've learned about the cost of inaction: our current approach is costing us $200K annually in inefficiencies. The data shows that similar investments pay for themselves within 6 months. Which means for us, the real question isn't whether we can afford to do this—it's whether we can afford not to." |
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Advanced AI Communication Techniques |
The Message Testing Lab |
Before important communications, use AI to test different approaches: |
"I need to communicate [MESSAGE] to [AUDIENCE]. Please provide 3 different versions: 1. A data-driven approach emphasizing metrics and ROI 2. A story-driven approach using narrative and emotion 3. A urgency-driven approach focusing on risks and opportunities For each version, explain why it might be most effective for this audience."
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The Influence Multiplier |
Use AI to identify the key influencers in your audience and craft targeted messages: |
"In this group of [STAKEHOLDERS], help me identify: 1. Who are the likely decision makers vs. influencers? 2. What does each person care about most? 3. How can I craft messages that turn influencers into advocates? 4. What specific language or examples would resonate with each key person?"
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The Follow-Up Optimizer |
Use AI to craft follow-up communications that maintain momentum: |
"After my presentation about [TOPIC], I need to follow up with [AUDIENCE]. Help me create: 1. A summary that reinforces key points 2. Responses to questions or concerns that came up 3. Clear next steps and timelines 4. A way to maintain engagement until the decision point"
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Just One Step |
The Simplest Path: Pick one person you struggle to influence. Use AI to crack their communication code. |
Your 15-Minute Weekly Process |
Monday (5 minutes): Feed AI their recent emails, messages, or meeting notes. Ask: "How does this person prefer to receive information and make decisions?" |
Wednesday (5 minutes): Before your next interaction, ask AI: "Given this person's style, how should I frame [your specific request/message]?" |
Friday (5 minutes): After the interaction, note: Did they engage differently? Ask follow-up questions? Seem more receptive? |
When It's Working |
You'll notice: |
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Scale it: Once you crack one person's code, apply the same process to your next most challenging stakeholder. |
That's it. One person. One AI-supported conversation per week. One step closer to becoming the leader you'd follow. |
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What You Missed This Week |
Our Sunday AM posts: |
📌 9 New Manager Traps You Must Avoid (Dave on LI)
📌 8 Thinking Traps That Fool All of Us (Mar on LI)
📌 How to Delegate Anything (and have it stick) (Dave on X) |
And here are our most popular posts last week: |
🔥 10 Harsh Truths To Save Your Career (Dave on LI)
🔥 11 Habits of High Impact Managers (Mar on LI)
🔥 This simple one seems to have struck a chord:
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 | Dave Kline @dklineii |  |
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One of the smartest CEOs I work with told me his secret: invest heavily in the people you have and you won't waste money buying the people you need. They grow faster. They work harder. They stay longer. And they get their talented friends to join. | | | 10:33 PM • Jul 24, 2025 | | | | | | 1.24K Likes 181 Retweets | 12 Replies |
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Our goal is to build a community of 1 million thoughtful, curious leaders. |
You can help us by reposting anything that resonates with you. |
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Thank you for reading. Appreciate you! |
Dave |
| | | | Ways To Work With Us | MGMT Fundamentals - Eight one hour sessions over two weeks starting September 9 at 12:00 PM ET. Perfect for managers with 0-3 years of experience who want to quickly build the skills and systems to lead their team effectively from Day 1. | MGMT Accelerator - Eight 90-minute sessions over four weeks plus 3 group coaching session starting October at 7 11:00 AM ET. Perfect for experienced leaders with 3-10 years of experience who want to refine their systems to deliver more impact and level up as a leader. | 1:1 Executive Coaching - My sweet spot is solving real problems while helping leaders build their management OS. Email me to setup an intro call. | Customized Leadership Programs - Bring our MGMT Accelerator or MGMT Fundamentals in-house for a tailored, intensive workshop. Ideal for 15+ leaders. | Speaking - We're now booking keynotes for Fall of 2025. Hit reply on this note, and we can set up a time to discuss topics and pricing. | MGMT Playbook - If you're here because someone forwarded this email, please subscribe before you leave. | |
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