University of Maryland
AI Leadership Training · 2026
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Session Resource

AI Prompting Tips

Ten techniques for getting better results from AI — with real examples tailored for university leadership. Each tip includes a poor prompt, a stronger prompt, and a copy button so you can try it immediately.

The essential formula
Task + Context + Audience + Constraints + Format + Questions
Example: Draft a one-page memo (task) for the President's Cabinet (audience) about launching an AI literacy initiative at UMD (context). Focus on strategic value, likely risks, and recommended next steps (constraints). Use an executive tone, short headings, and concise bullets (format). Before drafting, ask me 3 clarifying questions (questions).
Core tips
1
Tip 1 of 10 Core
Be specific — task, context, and audience in one prompt
Poor prompt
Summarize this report.
Better prompt
Summarize this report for a Vice President at a large public research university. We are evaluating a potential change to our graduate admissions process. Focus on the top 3 strategic implications, key risks, and recommended next steps. Keep it under 300 words, written for a non-technical executive audience.
Why it works
Specificity eliminates guesswork. Each detail — who is reading, why it matters, what to focus on, how long to be — narrows the space of possible answers toward the one you actually need. The poor prompt leaves every one of those decisions to the AI.
2
Tip 2 of 10 Core
Specify the format you want
Poor prompt
Give me ideas for AI governance.
Better prompt
Give me 8 recommendations for AI governance in higher education. Present the response in a table with four columns: recommendation, why it matters, likely obstacle, and first step. Keep each cell to 2 sentences or less.
Why it works
Format is part of the prompt. If you define the structure, the output arrives ready to use — not requiring reformatting before you can share it. Asking for a table, a numbered list, short bullets, or a specific word count all shape the output in ways that save time.
3
Tip 3 of 10 Core
Ask for clarifying questions first
Poor prompt
Help me write a strategic memo about AI.
Better prompt
Help me write a strategic memo about AI for my college. Before drafting, ask me up to 5 clarifying questions about audience, objective, political sensitivities, timeline, and desired tone. If critical information is missing, do not guess — ask.
Why it works
This turns the model into a collaborator rather than a guesser. It significantly reduces the chance of receiving a polished but entirely misaligned answer — the most common frustration with AI tools. A few questions upfront saves multiple rounds of revision.
4
Tip 4 of 10 Core
Tell the AI who you are and what role it should play
Poor prompt
How should I use AI at work?
Better prompt
Act as an experienced higher education strategy advisor. I am a Dean at a large public research university with limited time, many meetings, and responsibility for academic quality, budget, and personnel. Recommend 8 practical ways I can use AI each week to save time, improve decisions, and communicate more effectively.
Why it works
Role and identity shape assumptions. The more the AI understands your specific situation — your constraints, your audience, your responsibilities — the more relevant and actionable the response becomes. The poor prompt generates generic advice; the better prompt generates advice calibrated to your actual job.
5
Tip 5 of 10 Core
Use AI to help you write a better prompt
Poor prompt
Create a strategic plan for campus AI.
Better prompt
I want to ask AI to create a strategic plan for responsible AI adoption at my university, but I'm not sure how to frame the request well. Help me write a stronger prompt. Ask me the questions you need to understand my goals and context, then draft an optimized prompt I can use.
Why it works
If you're unsure how to frame a complex request, ask the AI to help you build the prompt first. This removes the "I don't know where to start" barrier entirely — and the resulting prompt will almost always be more targeted and effective than what you would have written on your own.
6
Tip 6 of 10 Core
Break large assignments into steps
Poor prompt
Analyze this issue, create a plan, draft a communication, identify risks, and prepare talking points.
Better prompt
Let's work through this in stages. Step 1: summarize the issue in plain language. Step 2: identify key stakeholders and likely risks. Step 3: propose 3 strategic options. Step 4: recommend one option and explain why. Step 5: draft a communication for faculty and staff. Complete each step fully before moving to the next.
Why it works
Bundling too many requests into a single prompt often produces shallow responses across the board. Sequencing the work gives the model space to think carefully at each stage — and gives you a natural checkpoint to redirect before the next step begins.
7
Tip 7 of 10 Core
Ask for thoroughness on multi-part tasks
Poor prompt
Do these 8 things for me.
Better prompt
I am giving you a multi-part assignment. Address every part fully and in order. Do not skip items, do not give superficial answers, and do not default to generic recommendations. If the response needs to be long to be complete, that is fine — thoroughness matters more than brevity here.
Why it works
When a prompt has many components, AI tools sometimes compress or skip later items to stay concise. Explicitly asking for full coverage prevents this pattern and produces more consistent, complete responses — especially on longer lists or complex multi-part requests.
8
Tip 8 of 10 Core
Ask the AI to critique and improve its own work
Poor prompt
Draft a proposal for AI training.
Better prompt
Draft a one-page proposal for AI literacy training for university leaders. Then critique your own draft from the perspective of a skeptical provost. Identify the 3 biggest weaknesses, revise the proposal to address them, and present the stronger final version.
Why it works
The first draft is often useful but rarely exceptional. Asking for self-critique and revision in a single prompt produces a substantially stronger answer without requiring a second conversation — and the "skeptical provost" framing sharpens the critique in a direction that's directly relevant to how the work will actually be evaluated.
9
Tip 9 of 10 Core
Ask for options and compare tradeoffs
Poor prompt
What's the best approach to AI training for our campus?
Better prompt
Compare 3 approaches to AI training for campus leaders: voluntary workshops, required baseline training, and role-specific cohort training. For each option, summarize benefits, likely resistance, implementation effort, and cost implications. Then recommend one and explain why, given the political realities of a large public research university.
Why it works
AI is excellent at generating structured comparisons quickly. Asking for options rather than a single answer gives you better material for decision-making — and often surfaces tradeoffs and considerations you hadn't thought of. The final recommendation also becomes more credible when it emerges from a visible comparison.
10
Tip 10 of 10 Core
Use AI carefully with sensitive, confidential, or legal topics
Poor prompt
What should I do about this HR situation with a faculty member?
Better prompt
Help me think through the general considerations involved in a faculty personnel situation with performance concerns and potential procedural issues. Do not make legal or HR conclusions, and do not invent facts. Identify the key questions I should be bringing to my HR and legal teams, and flag anything that could escalate if not handled carefully.
Why it works
AI does not have access to UMD's policies, personnel records, FERPA obligations, or legal context. Use it to organize your thinking and prepare better questions — not to reach conclusions on matters requiring human judgment, institutional knowledge, and proper authority. When in doubt, consult your HR, legal, or compliance office before acting on AI output.
Bonus tips
B1
Bonus tip Bonus
Separate facts, assumptions, and uncertainties
Better prompt
Before making your recommendation, clearly separate: (1) what is known, (2) what you are assuming, and (3) what remains uncertain. Then explain what additional information would most improve the quality of the recommendation.
Why it works
This makes AI output more transparent and easier to verify — especially valuable when stakes are high and the underlying information is incomplete. It also helps you quickly identify which assumptions you need to challenge or confirm before acting on the recommendation.
B2
Bonus tip Bonus
Match thinking effort to the task
For routine work
Rewrite this email to be cleaner and more concise. Keep the meaning the same. No analysis needed — just polish the language.
For high-stakes decisions
This is a consequential decision with budget, personnel, and reputational implications. Think carefully before answering. Consider second-order effects, likely stakeholder reactions, and significant risks before making a recommendation. Then explain your reasoning.
Why it works
Not every task warrants the same depth of reasoning. Telling the AI to keep it fast and light on simple drafting tasks saves time. Telling it to think carefully on complex, high-stakes decisions improves quality. Calibrating the effort level to the importance of the task is one of the most underused prompting techniques.