MMarketing Against The Grain
← All episodes
01 May 2025

I Built a Personal Marketing Coach With One Prompt

4Frameworks
9Insights

Listen

Frameworks in this episode

Insights & moments

The myth-busts, hot takes, explainers, and tools worth keeping.

Myth Buster· 1

Myth Buster06:00

An AI Marketing Score Is Useful Without Being Definitive

The grader's numerical result is presented as a practical diagnostic rather than an objective truth. Its initial scoring method weights all 15 principles equally, and the host acknowledges that users can refine the mathematics when some criteria deserve greater influence.

  • The initial scoring method is deliberately simple
  • All 15 principles receive equal weight
  • Users can challenge and revise the methodology
  • The explanations behind scores may matter more than the headline number

People can debate the methodology behind the score.

Host · 06:00

Like this is a pretty simplistic score where it's just weighting things across the 15 principles equal.

Host · 06:00
#scoring#evaluation#ai graders#methodology

Hot Take· 1

Hot Take04:00

A Single Prompt Can Replace a Narrow Marketing App

The host argues that a sufficiently structured prompt can function like a focused software product. It can accept a URL, evaluate its copy against expert criteria, prioritize improvements, suggest edits, and produce a rewritten version.

  • A structured prompt can behave like a point solution
  • The grader scores copy against 15 Ogilvy-inspired principles
  • It identifies the three highest-priority improvements
  • It rewrites the copy toward a target score

What does this remind you of? An application. This is a product, it's a point solution.

Host · 04:30

Now it is a singular prompt. And I think that is incredible.

Host · 04:30
#ai applications#marketing software#copywriting#prompting

Explainer· 2

Explainer06:30

Why Generic Tech Copy Loses Clarity and Distinction

The Ogilvy-inspired grader flags familiar weaknesses in technology marketing, including jargon, vague differentiation, logical rather than visceral copy, and a weak opening hook. It then concentrates its recommendations on the headline, opening words, simplicity, and unique benefit.

  • Technical jargon makes benefits harder to understand
  • Logical copy may fail to create an emotional response
  • Common claims weaken differentiation
  • The headline and opening words carry disproportionate importance

Emotion story, case study stories help, but the main copy is logical, not visceral.

Host · 06:30

Unified data is strong, but many CRMs claim it. Uniqueness could be sharper.

Host · 07:00
#copywriting#tech marketing#positioning#clarity
Explainer10:00

Expand a Copy Grader Into a Universal Marketing Grader

The host generalizes the original copy grader so it can assess product positioning, SEO work, sales calls, product launches, and other tactics. The AI first derives principles associated with elite practitioners in the selected discipline, then grades the submitted work and recommends improvements.

  • Specify the marketing tactic to evaluate
  • Provide the work or assets the model should inspect
  • Have the model derive 10 to 15 expert principles
  • Request a detailed score breakdown
  • Prioritize three improvements and generate revised work

And of course, that's what I did next. And so now we have a universal marketing grader.

Host · 10:30

It will then create 10 to 15 principles.

Host · 11:30
#marketing grader#ai#evaluation#marketing tactics

Story· 1

Story12:00

The Grader Finds an SMB Positioning Gap on HubSpot's Homepage

When the universal grader evaluates HubSpot's CRM positioning for small businesses, it praises category clarity but finds a weak market point of view and insufficient competitive contrast. It recommends making small-business success the hero and contrasting HubSpot with spreadsheets and bloated CRMs.

  • Clear category labels do not guarantee distinctive positioning
  • Features should translate into buyer outcomes
  • The target customer should remain the hero
  • Competitive contrast can sharpen the market point of view
  • A short benefit-led headline and one CTA improve focus

Own a unique competitive point of view. Explicitly contrast life with spreadsheet.

Host · 13:30

Very, very good because most people in this SMB space are using cobble together spreadsheets.

Host · 14:00
#product positioning#hubspot#smb#crm

Tool· 1

Tool08:00

Narrow the Grader to One Copywriting Principle

Instead of always evaluating copy against a large rubric, the host creates a smaller prompt dedicated to wordiness and repetition. This focused grader scores one dimension, identifies offending passages, and rewrites them more concisely.

  • Isolate the principle that matters most
  • Change the scoring scale to suit one criterion
  • Identify specific wordy or repetitive passages
  • Generate a concise rewrite
  • Include before-and-after copy for easier comparison

I actually think I will create a prompt just for wordy and repetitive.

Host · 08:00

I would add that into the prompt. I could see that would make the prompt better.

Host · 17:00
#micro tools#copy editing#conciseness#ai prompts

Takeaway· 3

Takeaway01:30

Turn Swipe-File Knowledge Into AI-Powered Action

Traditional swipe files preserve useful knowledge for later study, but AI can immediately operationalize that material. The host demonstrates this by converting David Ogilvy's advertising principles into a prompt that evaluates and improves marketing copy.

  • Collect proven expert knowledge in a swipe file
  • Translate the knowledge into instructions for an AI model
  • Use the resulting prompt to perform real marketing work

AI turns all knowledge into action.

Host · 02:00

So knowledge. I'm acquiring knowledge, but then I go, Oh, cool. Well, I can turn that knowledge into action.

Host · 03:00
#ai#swipe files#marketing knowledge#prompts
Takeaway15:30

The Grader Is Only as Good as the Context You Supply

A product-launch test becomes overly focused on positioning because the host supplies only a landing page rather than the complete launch assets. The example shows that the evaluator needs evidence appropriate to the tactic, such as launch collateral, SEO work, or sales-call recordings.

  • Match the supplied evidence to the tactic being evaluated
  • A landing page naturally biases analysis toward copy and positioning
  • Upload complete launch assets for a genuine launch review
  • Provide target-audience context when it affects the evaluation

We've said this a lot on the show. Context really matters.

Host · 15:30

Again, context really matters, and because it's the page, it's really honing in on positioning versus the launch because I haven't given it the launch…

Host · 18:00
#context#prompting#product launches#ai evaluation
Takeaway17:00

Improve the Prompt by Inspecting Its Live Failures

The demonstration treats prompt creation as an iterative working session rather than a one-shot writing exercise. Unexpected formatting, missing comparison views, and tactic drift become signals for revising the prompt and supplying better context.

  • Run the prompt on real marketing material
  • Inspect both the output quality and its format
  • Add missing requirements when the result is hard to assess
  • Correct context problems rather than blaming the model alone
  • Create narrower variants when one criterion deserves special attention

It's giving me a different format. What I'm kind of thrown off by is it's not giving me the name for each principle

Host · 17:30

So it's very much focused on the copy because again, my bad. I give it a land page.

Host · 18:00
#prompt iteration#workflow#ai marketing#testing