_{Day 145/100}

Hey—It's Tim. 

Yesterday I spotted three unfamiliar names hit Reply within 30 minutes of each other.

(Welcome aboard, you wonderful strangers.)

It reminded me how many readers never saw the early stuff - the sweaty-palmed, kitchen-table editions written while my dog used my trackpad as a pillow.

So…greatest hits? Can I do a greatest hits after 145 emails???

Eh, it’s my show.

Think of it as Content Marketing 101, written by the guy who skipped class and still got the job.

The 10 I’d start with if I was to start today.

Just get on top of what is happening with AI search

Why most “SEO is over” hot-takes age like milk - and how to surf the LLM wave instead of wiping out under it.

You have to stand for something.

You have to piss some people off. You can’t be friends with everyone.
(similar vibes)

BoFu first

Start at the bottom of the funnel. Still the quickest path to money, credibility, and your next promotion.

Your first content cluster

Never publish in isolation. Content is a bar fight - bring friends.

Strategy that actually ships

A simple framework I stole from (and improved on) my agency days. Whiteboards optional, revenue mandatory.

Writing for humans in an AI world

Spoiler: the bar is lower than you think and higher than ever - at the same time.

The intro is 90% of the work

Get it right and the rest really does write itself.

Writing 101

How to write when you want to anything except writing.

The one design rule: Ma

Space, baby. Use it. Your words will breathe; your readers will too.

Infinite repurposing loop 

(I’m not gonna lie, not enough people saw this one, it’s one of my favourites things I’ve made, let alone published).
Squeeze your content till it apologises. Blog → video → thread → deck → lead magnet → stand-up routine (I’m half kidding).

Break what works

If it ain’t broke, smash it anyway.

why bother?

Because the fastest way to level-up is to steal from someone who’s already face-planted for you.
(I have the scarred Google Docs to prove it.)

✌️ Tim "Break-It-Then-Rank-It" Hanson
CMO @Penfriend.ai

Same brain, different platforms: X, Threads, LinkedIn.

P.S. I’m closing in on 150 consecutive daily emails (who let me do this?). Hit reply with the one you loved most - I’m building a “starter pack” for the newcomers and your vote decides what makes the cut.

Penfriend.ai
Made by content marketers. Used by better ones.