The TL;DR, Blaming "Four Million Dollar Advice" For Strangling Coaching


A bi-weekly roundup of Nietzsche references
March 18 - March 31

Thirsty Millionaire Advice

Every time I log on to LinkedIn, I end up getting a feed full of garbage. It's usually the same kind of person, with the same kind of title, with the same kind of social media tactics.

For shorthand, I'll call them "Wantrepreneur Influencers."

If you want to find one in the wild, read this ChatGPT-generated post and then look for a lookalike in your feed:

I'm extra sour on it because I went through this era and ending up hating who I became. Look at my garbage here, and here, and here.

There's a specific playbook to being a Wantrepreneur Influencer and there's a cottage industry of coaches for wannabe Wantrepreneur Influencers:

I could go on and on as to why this business strategy is seductive (selling dreams is easy), how the grifting makes money (big-name gurus are multi-level marketing schemes), and who the target market tends to be (middle-to-lower class knowledge workers who seek status), but instead, let me point at what this marketing-and-hustle-culture content is truly harming.

It's killing coaching.


My first job out of college was tutoring, AKA coaching, inner-city charter school students. I had five 6th graders that I met with for at least two hours a day every day practicing math, English, and other skills with the goal of preparing them for success in college and beyond. Add that up; 10+ hours of coaching every day for over 180 school days.

When a student gets this level of personalized attention, it works: many 6th graders came into my school reading at a 3rd grade level and transformed into 7th grade readers after one year.

That coaching worked. Not universally, and not without issues, but broadly speaking, it worked.

That kind of coaching is intensive, personalized, success is not guaranteed, and depends heavily on clear benchmarks and goals. It's also decidedly unsexy: do ten math problems, have someone walk you through your three mistakes, do ten more math problems, repeat repeat repeat repeat...

The outcomes, though, are VERY sexy.

And sex sells.

When I read a LinkedIn post selling the sexy success you could achieve if you follow their 800 character piece of carefully curated advice-that-isn't-really-that-helpful-but-follow-to-keep-the-drip-coming, it cheapens the work that I and my fellow tutors put in helping bridge the achievement gap.

The irony is that I was a part of both those machines- the tutoring in 2009 that was effective and morally good and the marketing in 2020 that was effective yet morally ambiguous.

I have gazed into the void and it has gazed back into me. It says, "Make sure to subscribe."


These thoughts are top of mind for me thanks to many conversations in the past two weeks- shoutout to Ali, Alycia, Devon, Alanna, Harvey, Nicole, and many others.

Coaching can work, but not everyone who coaches and not everyone who gets coached can make it work. Practice isn't glamorous and anyone telling you it's easy is selling you snake oil.

Take it from a recovering snake oil salesman, there's a real value in having someone peer over your shoulder and point out the mistakes you missed. There's a real value in having to explain yourself to someone else and then realizing something new mid-sentence. There's a real value in being held accountable to a goal, whether you set it yourself or its set for you.

This is probably not news to you.

The secret to success is that it's not a secret. Be careful of paying your time and money to learn that lesson.

Anywho, here's a free blog post about three more ways Wantrepreneur Influencers pry money from your hands.


A TL;DR from the CRO

It's easy to reach a million in revenue, just build an Instagram following of 2M followers and dropship branded apparel- DM me and I'll show you how.

-Roman Noodles, Chief Ruff Officer


TL;DRs From Around the Internetverse


My cactus is starting to bloom.

Terrariums are yet another dumb hobby of mind. You can see in that picture some of the stones that have been coming out of my other dumb hobby, rock tumbling.

I was accumulating so many of those shiny-ish rocks that I needed to put them somewhere and Pinterest told me that terrariums are IN.

It was unexpectedly cathartic to put on a podcast, shovel some dirt and rocks into a container, delicately tweeze spiky plants into place, and rearrange tumbled stones thirty times before stepping back and saying to myself,

"...nice."

The experience felt a lot better than 20 minutes of scrolling on LinkedIn.

Now I've got a few of these glass bowls full of low-maintenance plants and my dumb rocks and what a delight: a peek of pink!

Spring is here, suckas.

Breaking out the pastel-colored sweaters,

Dan from Learn to Scale


Opt-out from the newsletter | Unsubscribe from all emails | Update your Preferences | www.learntoscale.us, Boston, MA 02119

PS. How it feels trying to find good content on social media nowadays

Dan Newman

I help organizations build AI fluency and governance that actually changes behavior — not the kind that lives as a PDF on a Notion page. 19 years onboarding humans to strange new places (startups, scaling tech, enterprise agencies like GroupM and WPP) gave me a head start when AI showed up as just another strange new place. The TL;DR is my biweekly newsletter for leaders thinking through what AI means for their people.

Read more from Dan Newman

A bi-weekly roundup of money-saving hacks in iambic pentameter July 11 - July 24 A Poem For FinOps For next week’s monthly Show Me Something Cool With AI, I issued an optional challenge to get AI to write a poem that sounds like you in the FEWEST number of words/prompts as possible. This challenge is both a curiosity of mine and my forecast where AI Fluency is headed next. First, the forecast: people are using AI. According to Pew Research, about half of Americans are using chatbots in 2026,...

an AI machine vomiting slop into a slopifying news digest

A bi-weekly digestible digest about digests June 27 - July 10 AIndigestion You know what’s an “easily AI-automate-able task” that felt utterly boring? News digests. Back before the Slop Era, newsletters were how I curated my own personal knowledge base. There were a few publications that I treasured for their selection (personal favorites, The Educator’s Notebook and Offbeat) and I trusted them to keep me sharp and informed on my professional and personal interests. It’s actually what...

a tiger made of paper, roaring

A bi-weekly roundup of writing the rules last. June 13 - June 26 Practice Beats Paperwork I had to tell my friend and client Krysta this week that the policy she wanted to publish doesn't exist...and then tell her she was already ahead of companies ten times her size. This exchange took place after the second session of my AI Fluency for a 100% Human Workforce program for her BuildingPPL team. Specifically, I had just sent over the Gut-Check Card from Tuesday's session and 90 minutes later,...