Ever wondered if your freebies are helping people buy—or just taking up digital space? In this episode, I’m sharing how a single podcast (shoutout to Jenn Green!) made me rethink everything I’ve ever created. I ran my freebies through her mini/medium/large framework, pulled in ChatGPT to help, and uncovered a few surprising gaps—and a lot of hidden potential.
If you’ve got a few too many opt-ins floating around… this one’s for you.
Find it Quickly
[00:00] Something strange started happening with my freebies… 👀
[01:07] What does it really mean when someone downloads three freebies at once?
[01:56] Did my “everything” page work a little too well?
[02:43] Multiple freebies, multiple formats… but where’s the journey?
[03:51] A single podcast episode flipped how I think about every freebie I’ve made
[05:18] Do you have a strategy beyond opt-ins?
[05:46] So I fed ChatGPT the podcast transcript and said: analyze this for me
[06:57] The moment I realized I wasn’t repurposing my best content
[07:58] When AI told me I had no large lead magnets 😅
[08:39] What actually is a high-value freebie?
[10:09] Can a 20-minute video be considered “in-depth”?
[10:53] Spoiler: I don’t want to teach anything for 90 minutes
[12:41] Revisiting my “email guide” freebie
[13:29] Will turning one training into two formats = a better experience?
[14:48] My new non-negotiable: every freebie must lead to a win
[15:35] Want to clean up your own freebie graveyard? Start here
[16:23] It’s not about more content. It’s about making it all work together
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Mentioned in this Episode
Systems Saved Me Podcast (Guest Host Jenn Green)
A Curious Freebie Pattern in My Data
A few weeks ago, I noticed something interesting in my email marketing platform, Kit. While it’s not super intuitive for tracking which freebie someone signed up for, I pull all that data into Airtable so I can see the full picture. Who’s signing up, what they’re grabbing, and ultimately—are they converting into paying clients?
Here’s what caught my attention: when someone signed up for one freebie (let’s say, the workflows freebie), within 10 minutes, they were signing up for one or two more. I had a hunch why this was happening.
The “Everything Page” and the Freebie Smorgasbord
About a month and a half ago, I created an “everything” page—a hub where you can find all of my offers: free resources, paid templates, my signature CRM Blueprint course, and my one-on-one services. Once I published that page, people started treating it like a buffet. They were downloading everything.
My freebies cover a wide range of topics and formats: video trainings, private podcasts, quizzes, checklists, PDF guides—you name it. While it was great to see people binging my content, it also made me wonder: Is there a smarter way to guide them through this journey?
Enter: Jenn Green’s Freebie Framework
Then I listened to an episode of Systems Saved Me hosted by someone I adore, Jordan Gill. Her guest? Jenn Green, an email marketer I’ve met (and loved) at Jordan’s in-person events. On this episode, Jenn talked about differentiating your freebies as mini, medium, or large.
Cue my brain immediately jumping to Starbucks sizes: tall, grande, venti. (Don’t worry, I restrained myself.)
How I Used ChatGPT to Categorize My Freebies
Inspired by Jenn’s framework, I fed the episode transcript to ChatGPT, along with a list of all my currently available freebies. I asked it to analyze and categorize each one.
The result? A table of my freebies, sorted by mini, medium, and large. To my surprise, ChatGPT didn’t think I had any large freebies.
Jenn’s framework breaks down like this:
- Mini: Quick wins like checklists or quizzes, low time commitment
- Medium: More in-depth guides or short trainings
- Large: High-value experiences like challenges or masterclasses, best for warm leads
I thought I was heavy on large freebies. Turns out, not so much—at least based on the default time-based criteria ChatGPT was using. Anything under 30-45 minutes was getting flagged as medium.
Redefining What “Large” Means for My Business
When ChatGPT marked my Workflow Magic training as medium, I pushed back. That 20-minute video is jam-packed with value, actionable steps, and strategy. I asked ChatGPT to reconsider based on my style—20 minutes is plenty of time to take someone from curious to conversion in my world.
It agreed. Workflow Magic was reclassified as a large freebie.
Then, ChatGPT suggested I create a 3-day challenge. Y’all, I already have one! Once I fed it the video transcripts, it recognized the alignment and gave me credit for that too.
Rethinking My Email Freebies
This made me reevaluate how my freebies relate to each other and to my offers. I realized I had an email guide floating out there—10 email templates every photographer should create. It was valuable, but it didn’t tie in directly to my 40-minute training on crafting client emails.
So I created something new: an implementation guide. It walks you through my 3-part framework for writing client experience emails, plus templates for writing the three most important ones. You don’t need to watch the training to get value, but the guide complements it perfectly. And if you love the guide? Boom, watch the video.
My New Freebie Philosophy: Micro Wins, Every Time
This entire process made me rethink how I create and share value. Whether you’re getting something for free or investing in my offers, I want every piece of content to deliver a micro win.
If you can finish something, create something, or gain clarity after engaging with my content? That’s a win. That’s the goal. That’s my 2025 and beyond mindset.
Want to Try This Yourself?
If you’re feeling inspired to audit your own freebies, here’s your action plan:
- Write down every freebie you offer.
- Note the format: video, checklist, quiz, etc.
- Categorize them as mini, medium, or large using Jenn Green’s framework.
- Analyze how they connect to each other and to your paid offers.
- Ask ChatGPT to help if you get stuck.
And don’t forget to listen to that Systems Saved Me episode with Jenn Green. It was a game-changer.
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