Before You Automate Anything, Teach AI How You Communicate
- Jim Wiley

- May 9
- 7 min read
Updated: May 10
If you spend enough time around aviation right now, you’ll hear a lot of extremes about AI.
Some people think it’s overhyped. Others think it’s going to replace entire industries overnight.
The reality is somewhere in the middle.
In business aviation and FBO operations specifically, AI is probably not going to replace the human side of the business. If anything, the opportunity is the opposite.
The best use of AI in aviation will be helping people spend less time fighting dated systems and processes, giving them more time serving customers.
Because at the end of the day, this is still a customer service/hospitality business.
AI Is Moving Fast
The challenge is that AI is changing quickly, the models are evolving at a very fast pace.
A bad experience from a year ago, or even 3 months ago may not reflect what these tools can do today. In some cases, capabilities that feel normal now either did not exist, were much weaker, or required more technical effort just a few months ago.
We have heard from a lot of people that don't use AI daily that formed their opinion of AI after one early interaction.
They asked a vague question. Got a generic answer. Decided it was overhyped and moved on.
While that may have been a fair reaction at the time (probably not), it is definitely not a fair read today.
The tools are improving quickly, and the way we use them has to evolve just as quickly.
The Industry Is Already Using AI
During recent industry discussions and events, one thing has become clear:
More people are using AI but there is a LOT of room for improvement. Even today most users lean on short prompts, minimal context and then they get generic outputs. That’s usually where frustration starts. Even heavy users are not harnessing the full capability available.
What’s interesting is that most people are still using AI like a search engine. And those that aren't, most of what we've found for use cases are:
writing emails
summarizing documents
Even at a more basic level, there are move advanced use cases you should try:
research
operational analysis
marketing content
spreadsheets
financial analysis
policy/SOP drafting
customer communication
The people getting the best results are approaching AI differently.
They are treating it more like:
a junior analyst
a writing assistant
a research partner
an operational collaborator
And the difference in output quality is massive.
The Real Opportunity for FBOs
First thing people worry about is jobs, the opportunity is not removing people. In a service industry that is perpetually short staffed and highly physical, those worries are simply overblown.
The opportunity is removing repetitive administrative friction that frees up staff and resources to dedicate to the customer.
Things like:
repetitive customer emails and calls
managing SOPs, your policies make a great chatbot.
shift summaries
financial analysis
operational reporting
manual reconciliation (did someone say nightly closing!?)
policy drafting
internal communication cleanup
repetitive documentation work
None of those activities are what make customers love an FBO.
Customer service does, hospitality does, the experience does!
Operational execution and creating customer experience is what drives revenue!
If AI can reduce repetitive workload by even 10–20%, that creates more time for:
customer interaction
ramp awareness
training
operational focus
leadership development
How important is that in an industry where staffing pressure continues to grow?
One of the Most Useful AI Exercises We’ve Done
One of the more interesting internal exercises we performed at X-1 involved teaching AI how we actually communicate.
Not just what we say. How we say it.
We had AI analyze users:
emails
operational communication
leadership messaging
writing cadence
vocabulary usage
sentence structure
paragraph pacing
formatting habits
communication patterns
The goal was not imitation.
The goal was context.
Once AI understood:
tone
structure
vocabulary
operational style
communication philosophy
…the output quality improved dramatically.
Not because the AI became “human.”
Because the instructions became specific. This is one of the key lessons for new AI users.
Better Context = Better AI
Most weak AI output comes from weak input.
For example:
Weak Prompt
Write a customer email explaining our weather policy.
That usually produces generic corporate language.
Now compare that to:
Better Prompt
Write a short response to an aircraft owner following a service failure during a weather event (lightning) at our FBO.
Tone should be calm, direct, operationally transparent, and hospitality-focused. Acknowledge the issue clearly, avoid corporate filler or excuses, and focus on accountability and restoring confidence. Ask me 5 questions about the incident and our policies to help create the email.
Note the ask me 5 questions line. This is incredibly important when you start using AI as you build the context you need. Make a habit out of having AI ask you questions about the task you assigned it. It also important you ask it to challenge your decisions like a colleague would.
When you do this you get completely different resulta.
The more context AI has:
the better it performs
the more useful it becomes
the more natural the output feels
How to Analyze Your Own Communication Style
Here is a simplified version of the type of prompt you can use with modern AI platforms like ChatGPT, Claude, Gemini, or Copilot.
Gather Your Communication Samples
You have a few ways to do this.
The easiest option is to use Microsoft Copilot if your company uses Outlook. Ask Copilot to analyze your sent emails and identify your writing patterns.
You can also use the AI tool you already use most often, such as ChatGPT, Claude, Gemini, or Copilot, and paste in examples of your own writing.
Good samples include:
sent emails
customer responses
internal messages
proposals
meeting follow-ups
operational updates
Try to use 10–20 real examples if possible. The more representative the samples are, the better the profile will be.
Copy and paste the highlighted text as your prompt.
Writing Analysis Prompt
Analyze the following writing samples, sent emails, or communication examples for deep linguistic, lexical, structural, and statistical communication patterns.
I want analysis of:
TONE & COMMUNICATION STYLE
conversational tone
executive tone
operational realism
emotional neutrality vs expressiveness
confidence level
directness vs hedging
persuasion style
collaboration style
leadership framing
conflict handling style
STRUCTURE & PACING
sentence length distribution
sentence fragment frequency
paragraph length distribution
pacing and cadence
greeting and closing behavior
use of bullets
use of rhetorical questions
transition habits
formatting tendencies
scanability patterns
VOCABULARY & LEXICAL ANALYSIS
vocabulary complexity
vocabulary depth
lexical density
abstraction level
technical terminology frequency
operational terminology usage
industry shorthand usage
conversational compression patterns
preferred verbs
preferred adjectives
preferred filler words
repeated phrases and recurring language structures
tendency toward concrete vs abstract wording
use of financial, operational, or technical framing
frequency of jargon vs plain language
phrase economy and information compression
PATTERN ANALYSIS
average sentence length
median sentence length
percentage of fragments
passive vs active voice usage
readability scoring
common sentence starters
frequency of questions
punctuation patterns
average paragraph size
word repetition frequency
vocabulary uniqueness
Then generate:
Executive summary of communication style
Detailed writing behavior profile
Vocabulary and lexical profile
Statistical communication profile
AI instruction set for replicating the style
Common failure modes when attempting to imitate this style
A persistent context prompt for future AI sessions
Focus on observable linguistic behavior rather than personality assumptions.
The goal is not literary imitation.
The goal is operationally authentic communication that feels human, executive-level, and contextually believable.
What To Do With The Results
Having the results isn't going to help much unless you use them.
The analysis itself is not the value, the value comes from reusing the results.
ChatGPT
Best For
ongoing conversational use
email drafting
iterative refinement
maintaining long-term style consistency
How To Save Your Writing Style
Custom Instructions
In ChatGPT:
Click your profile icon
Go to Settings
Select Personalization
Open Custom Instructions
Paste:
your communication profile
tone guidance
formatting rules
vocabulary preferences
what to avoid
This gives ChatGPT persistent context across future conversations. If your output is too long, you can always ask AI to summarize it.
Claude
Best for:
long-form reasoning
strategic documents
financial analysis
operational writing
large context workflows
Recommended Approach
Use:
Projects
Project Knowledge
Styles
Create a dedicated project for:
management writing
proposals
operational communication
customer communication
Upload:
writing examples
style guides
communication profiles
reference documents
Claude performs extremely well when persistent context, examples, and structured instructions are combined inside Projects.
Here is a prompt to help Claude create this from your communications analysis: Claude Communications Prompt
At the start of important sessions, paste:
the full profile
or
the condensed version
Claude handles large contextual instructions extremely well.
Claude Tip
Claude performs extremely well when this information is combined inside Projects:
real examples
persistent context
contrast instructions
“avoid this / prefer this” guidance
The more examples you provide, the more natural the outputs become.
Microsoft Copilot
Best For
Outlook
Teams
Word
Excel
enterprise workflow integration
How To Save Your Writing Style
Copilot is more task-oriented and less conversationally persistent.
Best approach: Create a reusable “AI Writing Profile” document and store it in:
OneDrive
SharePoint
Teams files
Word
Then paste portions of it into prompts when drafting:
emails
meeting summaries
reports
customer communication
Important Copilot Tip
Copilot strongly defaults toward:
HR language
legal-safe language
corporate phrasing
You usually need to explicitly instruct it to:
be concise
sound conversational
avoid corporate filler
prioritize operational clarity
Otherwise outputs tend to sound generic.
Gemini
Best for:
Google Workspace
Gmail
Docs
meeting summaries
Recommended Approach : Maintain a reusable prompt document inside Google Docs and reuse it frequently.
Gemini benefits from repeated tone reinforcement and explicit formatting instructions.
Best For
Gmail
Google Docs
Workspace environments
meeting summarization
How To Save Your Writing Style
Gemini currently benefits from repeated reinforcement.
Recommended approach: Create a reusable “Communication Style Prompt” inside Google Docs.
Store:
writing profile
tone instructions
examples
formatting rules
Then paste relevant sections into new sessions when needed.
Gemini Tip
Gemini responds better when instructions are:
explicit
concise
repeated consistently
Without reinforcement, style consistency can drift over time.
AI Still Requires Human Judgment
Personalization creates some risks, being aware of them can help mitigate them.
One of the risks with highly personalized AI output is that it can sound extremely convincing.
Especially when:
tone matches
vocabulary matches
formatting matches
decision framing matches
That does NOT guarantee:
accuracy
operational correctness
compliance
factual validity
AI-generated content should still be reviewed like work produced by a junior employee:
useful
fast
often insightful
but not automatically authoritative
The better AI becomes at sounding human, the more important human verification becomes!
Universal Best Practice
Regardless of platform, maintain three reusable assets:
1. Communication Style Profile
Short summary of:
tone
vocabulary
formatting
pacing
communication philosophy
Usually 1–2 pages maximum.
2. Writing Example Library
Real examples of:
emails
operational communication
proposals
customer responses
leadership messaging
AI learns extremely well from examples.
3. Daily Reusable Prompt
Simple instructions reused frequently.
Use the communication profile already established.
Prioritize:
concise structure
operational realism
conversational executive tone
direct communication
short paragraphs
Avoid:
corporate filler
excessive hedging
marketing language
generic AI phrasing
The Most Important Takeaway
AI does not automatically understand:
your business
your tone
your customers
your communication style
your operational philosophy
You have to teach it.
The organizations getting the most value from AI today are usually not the most technical.
They are the ones giving AI:
context
examples
constraints
feedback
operational perspective
Real leverage starts once you've help AI understand you and your goals.
And in business aviation, that leverage should ultimately create something more human, not less: better service, better communication, and better operational awareness.
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