Overthinking vs. Outcomes: Simplifying AI Fluency
- Jeannie Bastos, Vice President of Operations
- Jul 21
- 3 min read
Updated: 6 days ago

A big birthday milestone is approaching, and I’ve been stressed about how to celebrate. A good friend of mine, who’s hitting the same milestone a few months after me, already has an epic trip booked. She couldn’t believe I hadn’t made any plans. No grand escape. No lavish dinner. No party guest list. Just…questions: Where to go? What to do?
Everything felt either too much like normal life, too extravagant, or too much like what others do. Then a different kind of idea surfaced. I started thinking: What have I never done? What have I never tasted? How might I connect with people I’ve never met?
The shift away from pressure and toward possibility unlocked something unexpected. It reminded me of what I’ve seen again and again in working with AI:
the most powerful outcomes don’t come from over-engineering or overthinking. They come from curiosity, simplicity, and a willingness to explore something new.
There’s been a quiet but powerful shift in how we engage with AI.
The Shift Toward Simplicity
The people getting the most out of AI today aren’t over-complicating it. They’re approaching it like a conversation, with clarity and simplicity.
The early days of AI were full of prompt engineering guides, formulas, and technical tricks. Frameworks like RACE (Role, Action, Context, Expected output), AIDA, PAS, FAB, PEEL, and a parade of others tried to help users become better prompters. Prompting seemed more like coding than communicating.
Prompting Isn’t a Trick. It’s a Mindset.
Many users believed that the more detailed, structured or keyword-stuffed the prompt, the better the output. It worked. Sometimes it led to robotic, bloated responses. As the models have improved, so has the quality of natural conversation. Instead of engineering complexity, the best results now come from communicating intent with clarity.
In one of our Sales Coach AI sessions, we show how a simple prompt evolves as you add clarity:
OK Prompt: What should I say in a voicemail?
Better Prompt: Write a voicemail script targeting a VP of Marketing at a manufacturing company.
Best Prompt: Create 3 sample voicemail scripts targeting a VP of Marketing at a manufacturing company highlighting our new creative services that provide on-demand access to AI-powered video production and digital content talent.
Start Simple
One of the most helpful mindsets: start simple, then steer. Ask something broad and see what comes back. Then shape it with more detail.
Prompt: What are some good themes for a team kickoff meeting?
Next prompt: Can you focus more on collaboration and growth?
Next prompt: I like that direction. Suggest a simple activity for each.
The evolution happened naturally, like any productive conversation. I didn’t need a framework or a formula, just a clear goal and the willingness to engage. Notice how it’s not about being longer or using a fancy framework. It’s about being specific and conversational. You can mention the role, provide additional context, describe the task or goal more when it can help.
Going Further with Sales Coach AI
Unlike generic AI tools, Butler Street’s Sales Coach AI doesn’t just respond. It already knows the structure, the methodology, and the outcome you’re aiming for. You don’t need to explain what company you work for or the solutions and value you provide. You don’t need to describe the format for a touch plan or define the structure of an effective voicemail.
For example, you can type (or say): Create a touch prospecting plan including all messaging content targeting a VP of Marketing.
From that single line, Sales Coach AI will generate a fully structured plan, complete with 16 touches, tailored messaging for each step, across a balanced mix of communication methods and outreach strategies.
No additional instructions. No formatting tips. No back-and-forth just to explain what you meant. That’s the real evolution:
not just doing more with AI but needing less to get more right.
The real impact then comes when applying emotional intelligence, making the output sound more like you.
Have a deal that’s stalled or facing a tricky objection? Just ask Sales Coach AI with a simple question and get expert coaching at your fingertips. Contact us if you’d like to see how Sales Coach AI is helping other sales teams save more than 2 hours per day… per person!
Practicing What I Prompt
Whether you’re crafting prompts or planning a weekend of personal discovery, the approach is the same: begin with curiosity, stay open, and try something new.
In two months, I’ll spend one weekend in my local area doing at least 50 things I’ve never done. From sipping kombucha on tap and blindfolded taste testing to sidewalk chalk art, posing with statues, and striking up conversations with strangers, it’s about breaking routine and leading with curiosity. It isn’t a bucket list: it’s a curiosity list… and I have a hunch it will change the way I celebrate, create, and collaborate... just like AI has.
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