🚀 How I Improved My Prompts (With a Travel Research Example)
One of the fastest ways to get better results from ChatGPT (especially in Agent Mode) is to treat prompts like living documents — refine, test, and optimize them.
I recently worked on a travel research prompt. Here’s how I took it from “good” → “great.”
đź”´ The Starting Point
My original version told ChatGPT:
“You are an expert travel researcher. Find me the cheapest round-trip flights from [City] to the Dominican Republic. Compare cash vs. points. Show me options.”
Not bad, but it left too much to interpretation. The results came back messy — lists without structure, no clear tables, and missing important details like baggage fees or value per point.
🟢 The Improved Version
I upgraded the prompt with 3 key improvements:
1.
Role Expansion
Instead of just “travel researcher,” I told ChatGPT to act as an expert travel researcher + loyalty points strategist. That way, it understood both cash prices and rewards redemptions were critical.
2.
Structured Deliverables
I asked for results in tables:
  • Table 1: Cheapest cash fares (airline, cost, stops, duration, baggage policy, link).
  • Table 2: Points redemptions (program, miles, fees, value per point, partner, link).
This instantly made results usable at a glance.
3.
Optimization Layer
I added instructions to:
  • Check flexible dates (±3 days).
  • Compare one-way vs. round-trip pricing.
  • Highlight promotions, error fares, or “sweet spot” transfer partners.
  • Flag risks (overnight layovers, tight connections).
📊 The Outcome
With the refined prompt, ChatGPT gave me:
  • A clear, side-by-side report with booking links.
  • Points analysis showing where Amex transfers beat Chase.
  • A final recommendation that balanced cost, time, and convenience.
Instead of spending an hour bouncing between sites, I got a decision-ready plan in minutes.
📝 Key Takeaway
Prompts are blueprints. The more detailed the blueprint, the more reliable the result.
👉 Ask for roles + structured outputs + optimization checks, and you’ll transform “OK” results into decision-ready insights.
đź’ˇ Question for the group:
What’s one prompt you use regularly that could be leveled up by adding structure or extra roles?
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Shane Harris
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🚀 How I Improved My Prompts (With a Travel Research Example)
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