_{Day 184/100}

Hey—It's Tim. 

We are deleting the last 2 years

We’re not taping a faster engine onto a tired car. We’re changing the roads it drives on.

All the things we want to add to Penny we initially tried to build on to the current version.
And it shit the bed.

Everything died.

Penny gets a new everything

So, for better, we’ve literally rebuilt Penny from scratch.

Almost everything we’ve built for the first version of Penfriend have been replaced.

Search, and how people consume content has changed. So the creation of it has to change too.

Here’s the roll out.

Wave one. Better Content

Search has changed. Penny had to as well.

• SEO Score (our search score) rebuilt for today’s SERPs

• New outline creation that respects intent, not just headings

• New title generation that actually earns the click

• New search-intent analysis that trains the whole flow

Translation: we rewired how Penny writes so you don’t ship “AI-ish” drafts.
You ship pieces that belong to you, and on page one.

This is the foundation of everything else to come.
It’s part one of writing the internet’s favorite articles.

Wave two. Better Editing

Vibe Check + exact feedback + a clean, no-nonsense editor.

My favourite part of this update by a looooong way.

Penny reads like an editor who wants you to win - calls out the human, flags the fluff, nudges the keywords without turning your voice into oatmeal.

You’ll feel the notes as you write. Less second-guessing. More green lights.

Wave three. Better Input

Chat with Penny.

Tell her the article you want. Then hop on a Penny-hosted mini-podcast for 10–15 minutes.

She interviews you, pulls the receipts, and turns your best moments into the spine of the piece. You’ll get a highlight reel. We feed that into the draft.

Your expertise, shipped to page one. Not theory. Not vibes. You.

Fewer prompts. More signal.

Under the hood, the new architecture does more with less. Fewer prompts, smarter orchestration, faster outputs. Which means it’s cheaper for you.

Plans are coming down.
You’re getting more.

Exact numbers land in a few days. You’ll like it.
And if you want to make your CFO even happier, reply with I WANNA MEET PENNY, and I’ll send you the code for 6 months free on any annual plan during launch week.

—

See you tomorrow.

✌️ Tim "it works on my machine" Hanson
CMO @Penfriend.ai

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

P.S. All the behind the scenes tear downs, rebuilds and new features are going on the TikTok, Insta and LinkedIn this week if you wanna peek under the hood.

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