CatalogProgramsCommunityMemberships
Sign in

Welcome to Sidekick Academy

Training from Sidekick Strategies on the things we actually do: AI systems, HubSpot, content, the craft underneath all three, and the human doing the work. Self-paced courses cut from real live sessions and real recordings, so you can start today and go at your speed.

Browse the Courses
Sidekick Academy, self-paced training from Sidekick Strategies

Catalog

1. See the Default
You cannot go beyond a thing you have not looked at. Course 1 of the Beyond Your Default program.
20 lessons$149.00
2. Build the Cornerstones
Course 2 of Beyond Your Default. Twenty lessons building the four cornerstones of the SuperHuman Framework: Love, Purpose, Passion, Persistence. The cornerstones are the why; the ten H pillars in Course 3 are the how.
20 lessons$149.00
3. Live the Pillars
Course 3 of Beyond Your Default. Twenty lessons living the ten H pillars of the SuperHuman Framework. The four cornerstones in Course 2 are the why; the pillars are the how, and what it looks like on a Tuesday.
20 lessons$149.00
Course 1: The Whole Picture and Install
Install Claude Code on Mac or PC, build a six folder second brain from one bootstrap prompt, feed it its first real source, and open your own knowledge graph in Obsidian. Self-paced, and built for humans who are not developers. Human powered, AI assisted, in that order.
19 lessons$99.00
Course 2: Your Identity
Seven documents that teach your AI how you think and how you sound, then the part nobody tells you: which of them belong in your samples and which do not. Self-paced. Human powered, AI assisted, in that order.
18 lessons$99.00
Course 3: Your AI Agent Team
Hire your first AI agent, see your whole team on one page, and teach them to get better every week. Includes the mistake almost everybody makes on their first hire. Self-paced. Human powered, AI assisted, in that order.
18 lessons$99.00
Course 4: Skills
A skill is an onboarding guide for a new hire, not code. Build one, learn why the description is the whole product, and find out what changed under your prompts when Opus 5 landed. Self-paced. Human powered, AI assisted, in that order.
19 lessons$99.00
Course 5: Story Banks
Your stories are the one input a model cannot fake. Build a story bank on your own machine out of writing you already own, then wire your system to actually reach into it. Because the cook will not walk into the pantry on its own. Self-paced. Human powered, AI assisted, in that order.
21 lessons$99.00
Course 6: Fill the Tank
Fill the tank. Five routes to pour years of your own words into your second brain with nothing new installed, and the four guards that make the miners safe to use. Because a system that will tell you it found nothing is the only kind you can trust. Self-paced. Human powered, AI assisted, in that order.
25 lessons$99.00
Course 7: Fire the Line
Your identity documents, your agents, your skills, your story bank, and a tank full of your own words. Course 7 is where they finally cook. The writing pipeline runs as a line of stations, each one handing off to the next, and a line only runs one direction. Then it teaches you the counter everything crosses before it reaches a human, because the drafts that hurt you are the ones that pass every mechanical check. Self-paced. Human powered, AI assisted, in that order.
29 lessons$99.00
Course 8: Publishing and Your Connector Layer
Your best work does not count until it leaves your machine. Build the publishing skill that takes a finished draft and ships it, learn the four doors into a platform and which one to reach for, and put a picture on the plate before the server carries it out.
36 lessons$99.00
Course 9: Content Confetti
One idea, dressed differently for every room it lands in. Turn every piece you make into native, on-voice content for the platforms your humans actually use, and get found by AI answers in the process.
37 lessons$99.00

Programs

View all
Certificate program
The AI Content System
Build a second brain that writes in your voice. The AI Content System is ten self-paced courses, each one lifted from a week of the live cohort George B. Thomas taught. You start by installing the thing and building the folder structure it lives in. Then you feed it what you already have, teach it how you sound, and put it to work producing content that's actually yours. Human powered, AI assisted, in that order. Course 1 through Course 9 are available now. The rest release as they're built, and this page will say so honestly the whole way.
9 courses
Certificate program
Beyond Your Default
Sixty lessons built on sixty episodes of the Beyond Your Default podcast. Course 1 is the honest look at the life you never chose. Course 2 builds the four cornerstones: love, purpose, passion, persistence. Course 3 lives the ten H pillars, the how, on an ordinary Tuesday. Fifty-five hours of George B. Thomas and Liz Moorehead, with a guided lesson, a reflection surface and one rep behind every episode.
3 courses

What This Academy Is Actually For

This academy doesn't teach you to write better prompts, and it isn't only about AI. It teaches you to build systems you own, whether the subject is AI, HubSpot, the content craft that runs on top of both, or the human doing the work. Prompts are a skill you can pick up from a blog post in an afternoon. A system is the folder structure, the identity documents, the agent team, and the platform underneath them that make every piece of work you produce land better than the one before it. That's the difference between using a tool and owning how you use it.

Every lesson here got cut from something real. In The AI Content System that's a live cohort session, where the questions you'll hear are questions real humans actually asked out loud, not questions we made up to sound helpful. When a demo broke on camera, we left it in, because watching something break and get fixed teaches you more than watching a perfect take. In Beyond Your Default it's sixty recorded episodes of two people working it out on the record. Either way you're learning from what happened, not from a script.

Human powered, AI assisted, in that order. That's the whole posture, and it shows up in everything we teach. You bring the thinking, the taste, the story, and the judgment. The tools bring speed and scale to work you already understand. Get that order right and this stuff becomes a genuine multiplier. Get it backward and you'll spend a year producing a lot of forgettable output very quickly.

What's Waiting for You Right Now

12Courses available today
282Lessons across the catalog
2Programs: build the system, and become the human
0Made up. Every lesson comes from a real session or recording

Questions Humans Ask Before They Start

It's where Sidekick Strategies' training lives, and two programs are live right now. The AI Content System is nine self-paced courses that teach you to build your own AI setup instead of renting somebody else's: install Claude Code and a six folder second brain, teach it how you think and sound, hire your agent team, write their skills, build a story bank, fill the tank from your own words, fire the writing line, publish what comes off it, and throw content confetti across every platform. It's building toward ten. Beyond Your Default is three courses and sixty lessons from sixty podcast episodes, about the human doing the work. Twelve courses and 282 lessons in total.