---
title: "Coax. Persuade. Cajole. Using Generative AI Right"
canonical: https://www.ianlurie.com/writing/coax-cajole-persuade-gai/
date: 2025-01-04
updated: 2025-01-06
category: "AI"
description: "I used ChatGPT to generate a cycling training plan and got a valuable reminder that generative AI can’t think. But it knows a lot. Getting it to convert that knowledge into…"
---
Generative AI isn’t **smarter** than you: It can’t figure out the best answer to your question, and it can’t ponder a problem (yet). But it often **knows** more than you: The average LLM has a lot of information stored in its pointy little head.

Coax an AI to convert all that information into something useful. Persuade it. Cajole it, even.

To do that, remember:

1.  Performing tasks with generative AI is not a linear process
2.  You need to prompt, test, refine, fix what’s broken, and then do it again
3.  The most painful prompt/test/refine/fix process is almost always a lot faster than doing it yourself

Today I followed those rules, and by golly, it worked!

## Great content and bad habits: Our story begins

Two things happened to me today:

First, I read this piece by Wil Reynolds: [AI survival kit for marketers](https://www.seerinteractive.com/insights/survival-kit-for-marketers-career-path-in-an-ai-world). It inspired the poop out of me.

Second, I realized I’ve been overtraining. I’m a cyclist. For the last six weeks, I’ve been training absurdly hard, including riding Zwift with a bunch of lunatics called [the Knights Of Sufferlandria](https://support.wahoofitness.com/hc/en-us/articles/17537254940946-Knights-of-Sufferlandria). Yes, I’m one of them. No, it makes no difference. I’m left with my metaphorical tongue flapping in my spokes every damn time. Lately, though, I’ve been getting slower. After forty-plus years, you’d think I’d no longer be a testosterone-laden wannabe superhuman who rides his knees off every day. And yet here I am, having ridden my knees off in a testosterone-laden attempt to get stronger and riding myself into the ground instead.

The math does itself:

AI inspiration + bad training habits = Have AI design a training plan.

## What I wanted

I wanted to create a 4-week cycling and strength training plan with:

1.  6 workouts per week and 1 rest day
2.  Using workouts from a program called The Sufferest. It’s not as crazy as it sounds, I promise
3.  Hard rides always on Saturdays
4.  Everything imported into Todoist as a project, with weeks as sections and workouts as tasks

I decided to go step-by-step.

_Warning! If you don’t know your limits, the sport you’re training for, and a little training science, do not use generative AI to create a workout plan!!! This is an example based in a training system I’ve used for years. I still shared it with experienced friends to make sure I wasn’t about to wreck myself. Remember: AI provides knowledge, not intelligence._

## Step 1: Use ChatGPT to generate the training plan

This, as it turned out, was the easy part. I wrote a prompt.

### The prompt

**“I am a 56-year-old cyclist with an FTP of — watts. I weigh — pounds and have a VO2 Max of –. I’m having issues with overtraining. I have 8–10 hours per week for training. I want to improve my VO2 max and FTP while allowing sufficient rest and recovery time. Create a 4-week cycling and strength training plan. Each week should include a mix of recovery rides, VO2 max intervals, endurance rides, and strength training. Please structure the plan so that each week has 6 workouts and 1 rest day. Please make sure that my hardest ride is always on Saturday. Include specific strength workouts for someone who owns a pullup bar and dumbells. Where possible, use Sufferfest cycling workouts as examples.”**

Note that I included:

-   A little bit about me to set context. Weight, functional threshold power (FTP), and VO2 max give the AI a sense of my limits
-   The fact that I’m overtraining and need more rest
-   What I want to improve
-   Timing and schedule

I jabbed the return key and waited.

### The result

I have a great, detailed plan. It included strength workouts (which I hate), and cycling workouts (which I love) and used Sufferfest videos for examples. Here’s what one week looks like (screen capture because I’m lazy):

![The training plan, courtesy of generative ai](./coax-cajole-persuade-gai/gpt-plan-1024x719.webp)

Boom. That didn’t require any cajoling. Or coaxing. Or even persuading.

Look at me, Mr. AI-literate. I was feeling pretty smug. Now, I just needed to turn it into a Todoist project.

Remember when I said, “Performing tasks with generative AI isn’t linear?”

This next part is a perfect, not-so-perfect example.

## Step 2: Generate the Todoist CSV

I wanted the entire training plan in [Todoist](https://todoist.com/). It’s my favorite productivity gadget and my portable brain. But there is no way I’m cutting and pasting dozens of tasks by hand.

Todoist has a nifty import feature. I’d never used it, so why not let ChatGPT do the work?

### First try: A vague prompt

**“Please convert this to a format I can import into Todoist as a project.”**

ChatGPT spat out a Markdown file. I’m a Markdown guy, so, hey, neat! Todoist accepts Markdown!

Wrong. Todoist requires a CSV file. ChatGPT got it wrong. Or did it?

Repeat after me: Prompt, test, refine. Also coax. No persuading or cajoling necessary (yet).

### Second try: Say what I mean

ChatGPT needs a little more information. Todoist **does** accept Markdown for formatting. ChatGPT knew that. But it couldn’t figure out that I wanted to import this plan as tasks. Knowledge, not intelligence.

However, you need a CSV to import specific tasks. OK, time to try something different:

**“Please format as a CSV for importing into Todoist. Each week should be a section, and each workout should be a task.”**

Poof! ChatGPT gave me a CSV file. It had sections for each week, tasks for each workout, dates, everything. I hummed cheerfully to myself as I imported the CSV.

Cue the error message: Not a valid format. The amateur developer in me wanted to punch a hole in the universe. If you know, you know.

ChatGPT didn’t know Todoist’s super-specific CSV formatting rules. Fields were missing, rows were different lengths, blah blah blah. As a severely CSV-impaired human, I wasn’t going to judge. But I did need to fix it. Time to do a little persuading.

### Third try: Provide an example

I needed to help ChatGPT help me. I grabbed Todoist’s official CSV template and uploaded it into ChatGPT.

**“Here is Todoist’s official CSV template. Please use this as a reference to fix any formatting issues with the workout plan.”**

ChatGPT added the right columns. It looked much better.

Same error.

Grrrr.

But prompt, test, refine, right?! I tried a little cajoling, saying “Quit it!” I felt a little guilty, but I had to put my foot down.

### Fourth try: Banishing comma demons

Here’s a workout description:

_Focus on 85–95% FTP, short intervals._

See the comma in the description? Commas are delimiters. Todoist saw that comma and thought, “Oh, a new field!”

It then split the field into two columns, creating rows with different numbers of columns, and breaking the entire file.

I hate commas, and so do ChatGPT and Todoist. I’m in good company.

It made perfect sense, but I’d already spent a whole **twenty minutes** on this project and was getting impatient.

I am not normal.

My new prompt:

**“Please remove all commas within the descriptions so that the only commas in the file are column delimiters. Also, ensure there are no empty rows.”**

It worked. Perfectly. My whole training plan was in Todoist.

I give you generative AI, folks. Not linear. Prompt. Test. Refine. And yeah, sometimes, cajole. Be firm. Hold your ground.

## One last tweak

Remember my first prompt? I wanted my hardest training day to be Saturday. After import, though, my hardest days were Wednesdays, and there’s no way I’m going to pedal myself senseless if I can’t go out for pancakes after.

My theory: ChatGPT didn’t understand “Saturday” versus “Wednesday” and needed dates instead. I had one more request:

**“Please readjust so that the first workout is on Monday, 1/6/2025. That will ensure the hardest rides are on Saturdays.”**

All set. I re-imported and now have my entire training plan in Todoist with correct dates. Here’s how it looks:

![The final training plan in Todoist](./coax-cajole-persuade-gai/the-plan-in-todoist-1024x900.webp)

## What I learned

The whole process, start to finish, took thirty minutes. Next time, it’ll take ten.

Doing the entire process by hand, from research to Todoist, would’ve taken hours.

Since I knew my training numbers, generating the plan was pretty straightforward.

Generating the Todoist file was not so easy. If I did it again, I would:

-   Give ChatGPT the CSV template first
-   Tell ChatGPT you can’t have commas in fields, or ask it to escape the commas, or ask it to follow best practices for CSV generation
-   Specify the start date rather than the day of the week

## Gen AI requires patience, patience, patience

But the real lesson is coax, cajole, persuade. Don’t assume Generative AI is smart. Assume it knows a lot. And yes, there’s a difference. That’s why you need to prompt, test, refine, fix what’s broken, and then do it again. It’s worth it.
