Jon Harmeling.
Frontline AI Leadership Field Guide

Use AI to lead better, not just work faster.

Most AI resources focus on productivity. This field guide goes further. Use AI to remove low-value work, improve your judgment, and become better at the human work of coaching, developing, recognizing, challenging, and leading people.

Machines do. Managers decide. Leaders develop. The principles are designed to last. The prompts and tools on this page will keep evolving as the technology, research, and real-world lessons change.

Success

AI helps us accomplish more.

Automate tasks. Reduce administrative burden. Improve analysis. Increase speed. Create capacity.

Significance

AI can help us become more.

Coach better. Develop people. Build stronger teams. Improve self-awareness. Reinvest capacity in human beings.

Start here

The Human Reinvestment Prompt

AI creates capacity. Leadership determines what that capacity becomes.

Human Reinvestment is not an intention. It is an allocation.

#01Review the priorities, calendar, leadership responsibilities, recent commitments, and non-sensitive context I provide about my team. First, identify work AI could help me eliminate, shorten, or prepare this week. Second, estimate the leadership capacity that could create. Third, look backward: where did I actually reinvest capacity recently, and where did intention fail to become action? If I made commitments to people, flag which appear unresolved, but treat incomplete records as unknown rather than failure. Fourth, help me deliberately reinvest the capacity ahead. Who needs coaching, recognition, development, a difficult conversation, encouragement, or simply more of my attention? Do not replace those human interactions. Help me prepare to have them better.

The Frontline AI rule

Use AI to prepare for human moments, not replace human moments.

Use AI to:

  • Prepare for a coaching conversation
  • Surface something worth recognizing
  • Role-play a difficult conversation
  • Build a development plan
  • Challenge your own assumptions

Do not use AI to:

  • Pretend to care on your behalf
  • Automate sensitive feedback
  • Replace difficult human conversations
  • Make consequential people decisions
  • Turn relationships into workflows
Pillar One

Machines do.

Remove appropriate work so humans have more capacity for judgment, customers, development, and leadership.

#02

Work Audit

Review the tasks I perform in a typical week. Identify which are repetitive, administrative, information-heavy, preparation-oriented, or easily verified. Rank the five best opportunities for AI to automate or significantly reduce, and explain what human oversight should remain.

#03

Capacity Finder

Here is how I spent my time last week. Estimate which activities AI could reduce, by how much, and calculate the leadership capacity I could potentially recover each week. Then tell me whether capacity actually appears to be my constraint or whether the larger issue is how I am allocating the capacity I already have. Do not assume every task should be automated.

#04

Workflow Builder

Help me redesign this repetitive process as an AI-assisted workflow. Show what AI does, what the human does, where verification occurs, what information should not be exposed, and the most likely failure points.

#05

Augment Before Automating

For this workflow, separate the work into four categories: human-only, human plus AI, AI plus human review, and safe-to-automate. Explain why each step belongs where you put it.

#06

Measure the Capacity

Help me establish a baseline for this process before adding AI. Define how I should measure time, accuracy, cycle time, errors, workload, and customer or employee impact so I can tell whether the change actually worked. Also define how I will track where any recovered capacity actually goes, so I can distinguish claimed time savings from usable capacity and intentional reinvestment.

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Pillar Two

Managers decide.

AI can recommend. Managers still own context, boundaries, judgment, and consequences.

#07

Challenge My Decision

Here is the decision I am considering. Argue against my current position. Identify assumptions I may be making, information I may be missing, people who may experience unintended consequences, and what evidence should change my mind.

#08

Context Check

Here is an AI recommendation I received. What context could make this recommendation wrong even if the underlying analysis is technically correct? Give me the questions I should answer before acting.

#09

Decision Pre-Mortem

Assume this decision produces a bad outcome six months from now. Give me the five most plausible reasons why, the warning signs I should watch for, and what I should investigate before proceeding.

#10

Human Boundary

Evaluate this workflow and tell me which parts AI can assist with, which require explicit human review, and which should remain primarily human because of judgment, trust, privacy, ethics, safety, or consequence.

#11

Verify the Output

Audit this AI-generated answer. Separate facts, assumptions, inferences, and recommendations. Tell me what needs independent verification and where the answer sounds more confident than the evidence supports.

#12

Own the Consequence

If I accept this recommendation and it is wrong, what are the likely consequences for employees, customers, the business, and trust? What decision criteria should I personally own rather than delegate to AI?

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Pillar Three

Leaders develop.

Leaders develop people. Leaders also develop themselves. AI can increase both the capacity and the capability to do that work better.

The goal is not merely to save time. It is to turn saved time into stronger humans.

Coaching

Use AI to prepare for better conversations, not to replace them.

#13

Prepare the One-on-One

Help me prepare for a one-on-one that develops the person, not just their performance. Based only on the non-sensitive context I provide, give me three questions that will help them think, one strength I should recognize, one issue I may be avoiding, and one question I should ask rather than answer.

#14

Coach, Do Not Rescue

This team member brought me a problem. Help me resist solving it for them. Give me five coaching questions that could help them diagnose the issue, generate options, weigh tradeoffs, and own the next step.

#15

Find the Growth Edge

Based on the strengths, responsibilities, goals, and observed behaviors I provide, what growth opportunity could stretch this person without setting them up to fail? Suggest one assignment and three coaching questions.

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Difficult Conversations

Practice before the human moment arrives.

#16

Role-Play the Conversation

I need to have this difficult conversation. Role-play the other person and push back realistically so I can practice responding with clarity, empathy, and accountability. After the role-play, critique my approach and point out where I became defensive, vague, harsh, or avoidant.

#17

Facts vs. Story

Before I have this conversation, separate the facts I actually know from the story I may be telling myself about the other person's motives. Then give me three neutral questions that could help me learn what I do not know.

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Recognition

Let AI help you notice. Let the human do the caring.

#18

Find What Is Worth Recognizing

Based only on the evidence I provide, identify what is specifically worth recognizing about this person's contribution, growth, consistency, or impact. Help me make the recognition specific without pretending to know how they feel.

#19

Make It Personal

I want to recognize this person myself. Help me identify the specific behavior, why it mattered, who it helped, and one question I can ask afterward to make the moment a real conversation rather than generic praise.

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Leadership Development

Use AI to help people become more capable, not more dependent.

#20

Build a 90-Day Development Plan

This employee wants to grow as a leader. Based on the strengths, gaps, goals, and responsibilities I provide, help me create a 90-day development plan using real responsibilities, stretch assignments, coaching questions, measurable milestones, and reflection.

#21

Develop the Next Leader

If I were unavailable for 30 days, where would this person struggle to lead without me? Turn those gaps into a practical development plan that gives them increasing responsibility rather than more classroom content.

#22

Support Growth Beyond the Current Role

What could I do to support this person's growth beyond their current job responsibilities while letting them define what growth actually means to them? Give me questions to ask before recommending anything.

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Team Building

Build teams machines cannot.

#23

Diagnose the Team Problem

Based on these recurring team challenges, help me determine whether the underlying issue appears to involve clarity, capability, accountability, trust, communication, role design, or process. Do not jump to a solution. Give me questions I should ask the team first.

#24

Run a Better Team Conversation

Help me design a 30-minute team discussion around this issue. Give me an opening question, three questions that surface different perspectives, one way to prevent the loudest voice from dominating, and a concrete closing commitment.

#25

Find the People I Am Missing

Based on the non-sensitive interaction history I provide, who have I had the least meaningful contact with lately? Suggest an open-ended question I could ask to check in without making assumptions about what they are experiencing.

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Personal Development

Use AI as a mirror, sparring partner, and practice field.

#26

Challenge My Leadership Pattern

Based on these situations from my week, identify patterns in how I led. Where might I be avoiding conflict, over-directing, failing to delegate, solving problems my team should learn to solve, confusing activity with leadership, or confusing a thoughtful response with completed follow-through?

#27

Separate Feedback from Defensiveness

I received this feedback and my first instinct is to reject it. Help me separate legitimate disagreement from defensiveness. Ask me five questions before giving me any conclusions.

#28

Leadership After-Action Review

Help me run an after-action review on this leadership moment. What did I intend? What actually happened? What assumptions did I make? What did the other person likely experience based only on the evidence I provide? What should I repeat, stop, or change next time?

#29

Weekly Leadership Review

Review the leadership moments and non-sensitive evidence I provide from this week. Where did I spend time managing work versus developing people? What human moment did I handle well, what moment did I avoid, and what one leadership behavior should I practice next week? Also identify commitments I made to people and separate them into completed, still open, and unknown because the evidence is incomplete. Do not treat a message, plan, or good intention as a completed action unless the evidence supports it.

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Significance

Success is what you accomplish. Significance is what becomes possible for other people because you led them.

#30

Who Needs My Leadership Most?

Based on the non-sensitive context I provide, who have I invested in least recently, who is facing an important growth moment, and where could a small amount of my attention have disproportionate positive impact? Treat these as hypotheses for me to verify, not facts about people.

#31

Calendar Reinvestment

Review my calendar alongside the leadership priorities and non-sensitive commitments I provide. Where am I investing in work instead of people? Which activities could AI shorten, which could be delegated, and where should I deliberately protect time for coaching, development, customers, relationships, or reflection? Compare what I intended to prioritize with what actually received time, and identify where recovered capacity appears to have been absorbed rather than deliberately reinvested.

#32

From Success to Significance

Here are the outcomes I am trying to achieve this quarter. For each one, show me the success outcome and the significance opportunity. How can accomplishing the goal also develop people, strengthen relationships, or create capability that lasts beyond the metric?

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Before you use these prompts

AI judgment starts before you press Enter.

  • Use your organization's approved AI tools and policies.
  • Do not enter sensitive employee, customer, health, financial, or proprietary information unless the system is explicitly approved for it.
  • Do not let AI make consequential employment decisions for you.
  • Treat AI inferences about people as hypotheses to verify, not facts.
  • Verify important claims and recommendations before acting.
  • You own the decision, the consequence, and the relationship.
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A living field guide

The principles should last. The tools should keep getting better.

This page is designed to become the living digital companion to Frontline AI Leadership. Future research, case studies, exercises, book resources, and updated prompts can live here without freezing fast-changing AI tactics into a printed page.

The standard stays the same: Machines do. Managers decide. Leaders develop.

Frontline AI Leadership

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