AI Prompts for Leadership Skills

Help me think through a difficult decision.

The decision: [describe what you're deciding]
Options: [list 2-4 options you're considering]
Stakes: [what's at risk if you choose wrong]
Timeline: [when you need to decide by]
Values: [what matters most to you in this situation]
Fears: [what you're afraid of]

Guide me through:
1. A decision matrix scoring each option against your stated values
2. The 'regret minimization' test: which choice will you regret least in 10 years
3. Second-order consequences: what happens after each choice plays out
4. The 'two-way door' test: is this reversible or permanent
5. What you're optimizing for and what you're sacrificing with each option
6. A final recommendation with the reasoning clearly stated

Help me build influence in a situation where I don't have formal authority.

Context: [your role and the situation]
Who you need to influence: [their role, priorities, concerns]
What you want them to do: [desired outcome]
Your relationship: [how well you know them, past interactions]
Obstacles: [why they might resist]
Your leverage: [what you bring to the table]

Create:
1. A stakeholder motivation analysis: what they really care about
2. How to frame your request in terms of THEIR priorities (not yours)
3. A conversation script with opening, key points, and anticipated objections
4. The 'give to get' strategy: what to offer in exchange
5. A timing and setting recommendation (when and where to have this conversation)
6. A follow-up plan to solidify the influence over time

Help me prepare for a difficult conversation.

With whom: [their role and your relationship]
The issue: [what needs to be addressed]
What's at stake: [consequences of not having this conversation]
Your emotional state: [how you feel about it]
Their likely reaction: [how they'll probably respond]
Desired outcome: [what you want to happen after the conversation]

Prepare:
1. An opening statement that's direct but not aggressive
2. How to describe the impact without blame (behavior + impact, not character judgment)
3. Questions to understand their perspective
4. How to handle defensive reactions (3 specific responses)
5. How to end the conversation productively regardless of how it goes
6. A follow-up message template to send afterward

Help me communicate a vision that inspires my team.

The vision: [where you want to go or what you want to build]
Why it matters: [the impact on customers, team, industry]
Current state: [where the team is now]
Skepticism to address: [why the team might doubt this vision]
Audience: [team size and composition]
Delivery format: [all-hands / email / small meeting / video]

Create:
1. A vision statement in one sentence that's memorable and specific
2. A 'from-to' narrative: where we are vs. where we're going
3. A 5-minute speech that brings the vision to life with stories, not stats
4. How to connect the vision to each team member's daily work
5. Answers to the 5 questions your team will ask after hearing this
6. A 30-day plan to reinforce the vision through actions, not just words

Help me improve how I give and receive feedback.

Context: [your role — manager / peer / direct report]
Feedback to give: [specific situation and behavior]
Feedback you've received: [recent feedback you're processing]
Your feedback style: [direct / diplomatic / avoidant / inconsistent]
Team culture: [how feedback currently flows on your team]

Provide:
1. The feedback using SBI format (Situation, Behavior, Impact) with exact wording
2. How to open the conversation so they're receptive, not defensive
3. A 'feedback sandwich' alternative that actually works (most don't)
4. How to ask for feedback on yourself (specific questions, not 'any feedback?')
5. How to process negative feedback without spiraling or dismissing it
6. A team feedback ritual to normalize giving and receiving feedback

I'm leading through a crisis situation. Help me respond effectively.

The crisis: [what happened or is happening]
Impact: [who's affected and how]
Your role: [your position and authority level]
Information gaps: [what you don't know yet]
Stakeholders to communicate with: [team, customers, leadership, public]
Emotional state of the team: [scared, angry, confused, numb]

Provide:
1. First 24-hour action plan: what to do immediately
2. Communication scripts for each stakeholder group
3. How to project calm confidence even when you're uncertain
4. Decision-making framework for when you have incomplete information
5. Team support plan: how to take care of people while managing the crisis
6. A post-crisis review process to learn from what happened