WORDS ON THE LINE by Philip Vassallo
Notes on effective writing at work, school, and home by Philip Vassallo, Ed.D.
Saturday, March 21, 2026
Using AI at Each Step of the Writing Process, Part 4: Revising
Saturday, March 14, 2026
Using AI at Each Step of the Writing Process, Part 3: Drafting
The last post suggested that planning is all about creativity. This post is about drafting, which concerns productivity. Of course, creativity is involved in drafting, but efficient writers know a rough draft is all they need to shape the message to its finished form. Speed is paramount.
A lot can go wrong when using AI during the drafting step of the writing process. You might direct your AI assistant to create a first draft of the complete document based on the plan that it generated and you tweaked, only to get something entirely different, or with little more substance, or with off-point content, or a rearranged story line depending on the words you choose in your prompt. Sometimes AI can kill your forward progress. That's why you should save every version of your document.
Lessons Learned:
- Master the prompt. Language variables are infinite. The slightest change in a prompt can yield entirely different results than expected. Make note of your prompts to adjust them when you do not get what you want.
- Seek output, not perfection. This tip is a general one regardless of whether you use AI. I subscribe to the adage "less is more," but not during the first draft. Completeness first, conciseness second. Make sure you get all your need for the quality control phase of writing.
- Provide sufficient context to humanize the message. Create a style that sounds like you, not a machine. Reading aloud your writing, or AI's generated content, will help you gain a fluent voice during the editing step.
Saturday, March 07, 2026
Using AI at Each Step of the Writing Process, Part 2: Planning
But I did not accept any of these collections as comprehensive. Some of the information was irrelevant, excessive, insufficient, vague, unorganized, or premature. In no case was I ready to write a rough draft. Each situation demanded that I plan some more.
- Determine the reader's concerns. Reflect on what your audience needs to understand your topic or make an informed decision—and by extension, what AI needs to know to give you what you want to write.
- Phrase prompts specifically. For examples, the Amalfi Coast request could have included the time of year and personal interests, the congestion tax proposal could have mentioned the concerns of the New York State governor, and the remote work appeal could have noted the types of affected jobs.
- Decide on the best structure. AI lays out easily scannable information, but you must choose the structure that works best for your case.
Saturday, February 28, 2026
Using AI at Each Step of the Writing Process, Part 1: Overview
- 75% of knowledge workers globally use AI at work.
- 21% of all U.S. workers say they do some of their work with AI.
- 74% of content professionals use AI at least weekly.
- 39% of content professionals use AI daily for writing, editing, and creating content.
- 82% of businesses use AI writing tools for content creation in some capacity.
- 61% of employees want AI tools to help them specifically with writing tasks.
- 90% of tech workers are using AI in their job.
- 78% of AI users bring their own AI tools to work without company oversight.
Saturday, February 21, 2026
So What's Really New?
How do we decide what to teach schoolchildren? Why? How do we know what we teach them works?
Maybe you have sought answers to these questions, as I have. If so, you might want to read my article, "The Educational Philosophy of Quintilian" in Philosophy Now. Marcus Fabius Quintilianus (35-95 CE), better known as Quintilian, laid out an educational philosophy two millennia ago that remains profoundly influential to academics and scholars worldwide.
You've heard the expressions "The more things change, the more they stay the same" and "There's nothing new under the sun." When it comes to education, these maxims are true. Sure, information technology and artificial intelligence may obscure the fact that we continue to borrow from our ancestors, but only briefly. Read the article and you'll see what I mean.
Saturday, February 14, 2026
It Is What You Say! Part 2
It may be true that tone is not about what you say but how you say it, but when it comes to writing, the words we use substitute for our speaking voice. So watch what you write.
Saturday, February 07, 2026
It Is What You Say! Part 1
When it comes to speech, you often can take to the bank the adage, "It's not what you say; it's how you say it." We appreciate a beloved friend embracing us while boisterously asking, "How the hell are you?" or blurting even stronger expletives. We don't mind when a trusted advisor renders the harshest of criticisms: "You walked into that one ... You blew it this time ... You look awful." They're looking out for us. We consider those criticisms expressions of love.
Not so with writing. The most well-intentioned feedback by email can appear to the receiver like acerbic, maybe abominable, condemnation. A written message beginning with a dozen specific praises of someone's work performance followed by one minor observation for improvement can seem like a gratuitous attack.
Why does this attitude emerge invariably in writing but less so in speech? Five reasons immediately come to mind:
- Relationship – It's one thing getting a tough message from a respected teammate bit something entirely different getting one from an inconsequential vendor, distant client, argumentative peer, lackadaisical subordinate, or feared manager.
- Context – Once we press send, we should realize that our reader is not in the same place—both physically and emotionally—as we are. Our fast-paced environment might affect our tone; their quiet, isolated environment might affect theirs. We might be in a positive mood; they might be in a negative one.
- Visualization – We cannot see the person's facial expression as they deliver the criticism. We miss their slight smile of empathy, their lowered tone for gravity, their direct eye contact of supportiveness.
- Time – Someone says something to us and it's one and done. But the passage of time will help us see the tone of a written message in varied ways as we develop. That direct approach might soften or harden, depending on our perspective. That email we orginally interpreted as sweet may within a day or two seem soured by cynicism or sarcasm. One thing for sure: while spoken words may be forgotten, written ones will always be there as a reminder of the hurt.
- Interpretation – Most importantly, words connote different things to different people. I have gotten into trouble with people for using the nouns convert and situation, words whose negative connotation escapes me. Go figure. I consistently tell people in my writing classes that whether we like it or not, meaning comes from the reader, not the writer.
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"I hope this email finds you well ... I hope you are doing fine ... I hope you are having a good day ... I hope you had a good weekend ...
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A participant in one of my workshops, D. Hom, asked a question about hyphenating expressions such as “end of year.” Determining what to h...
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READER QUESTION Which of the following sentences is correct? The contract was signed by Lee, Sam, and me . The contract was ...