March 12th, 2026

Happy Thursday!

Welcome to another issue of HOW TO // AI! We're glad you made it!

Here's what we've got for ya:

  • 🤖 I Gave Claude My Messy Desktop — Here's What Happened

  • 📥 Free Download: 10 Cowork Tasks to Try This Week (Notion Template)

  • 📸 BetterPic: The AI Headshot Tool That's Replacing $500 Photo Shoots

Let's get started!

🤖 I Gave Claude My Messy Desktop — Here's What Happened

I last week’s newsletter, we talked about how — You're Only Using 30% of Claude AI and the three modes of Claude — and Cowork was the one that raised the most eyebrows.

"That sounds cool, but how do I actually use it?"

Fair. So this week we're going hands-on. Here's exactly what Cowork looks like in practice — from setup to finished work — and 10 tasks you can try yourself this week.

First: The 2-Minute Setup

If you haven't downloaded the Claude desktop app yet, that's step one.

1. Go to claude.com/download
2. Install the app (Mac or Windows)
3. Sign in with your existing Claude account
4. Click "Cowork" in the left sidebar
5. Click "Add Folder" — create a new folder on your desktop called "Claude Cowork" and point it there
6. That's it. You're ready.

One important note before you start: only give Cowork access to folders you're comfortable with Claude reading and editing. Don't point it at anything sensitive or irreplaceable without a backup. Start small — that's the whole point of the dedicated folder.

What Actually Happened When I Tried It

I pointed Cowork at a folder with three months of downloaded PDFs, random screenshots, and half-finished documents I'd been meaning to deal with since January.

My prompt was simple:

"Scan everything in this folder. Create a summary document that lists each file, what it contains in one sentence, and whether I should keep, archive, or delete it. Don't move anything yet — just give me the list."

Here’s my actual output from Claude Cowork after just a few minutes-

Upon opening the clean markdown doc in the folder, I found that it had analyzed, categorized, and made a recommendation for every file and folder. It’s many pages long but here’s a snippet from the start and end-

What would have taken me 45 minutes of clicking around took Claude about 3.

That's the whole point. You describe the outcome. Claude makes a plan, shows it to you, and executes it. You can watch it work in real time or step away and come back to finished files.

And, yes, I can tell Claude to just delete every file and folder that it recommended deleting OR, even better, maybe tell Claude to archive all of the items it recommended deleting and put them in a folder for your review (before they are deleted).

The Key Mental Shift

Here's what changes when you start using Cowork well:

You stop thinking "what can I ask Claude?" and start thinking "what task am I about to do manually that I could just hand off?"

That's it. That's the whole skill.

💬 "You don't give Cowork prompts. You give it outcomes."

Anytime you find yourself about to spend 30+ minutes on something repetitive, structured, or file-heavy — that's a Cowork task. The 10 tasks in this week's download are your cheat sheet for spotting those moments.

🎁 This week's free download: 10 Cowork Tasks to Try This Week

Copy-paste prompts for 10 real tasks, organized by use case — with a "what to expect" note for each one.

File organization prompts

Document summarization tasks

Research and report building

Content creation workflows

Data extraction from messy files

→ Grab the 10 Cowork Tasks here (Free Notion template — just duplicate and use)

🎯 Try this today: Create a "Claude Cowork" folder on your desktop, drop 3-5 files in it, and use one of the prompts from the template. Reply and tell me what happened — I read every email!

The Rundown: When was the last time you updated your LinkedIn photo? If the answer involves the word "years" — you're not alone, and it's probably costing you first impressions. BetterPic is an AI headshot generator built specifically for professional portraits, and it's very good at making you look like a slightly more polished version of yourself.

Details:

  • Upload 8 casual photos from your phone — different angles, lighting, and outfits. BetterPic's AI analyzes them and generates 4K studio-quality headshots in under an hour. No photographer. No studio. No awkward posing directions.

  • Choose from 150+ styles to match the vibe you need — corporate, creative, casual, LinkedIn-ready. You can swap backgrounds, outfits, and even adjust small details in the built-in AI Studio after your headshots arrive.

  • Over 90% of users say the results match or beat a traditional photo shoot. The reviews consistently mention one thing: it actually looks like you, just sharper. Real estate agents, job seekers, founders, and consultants are the core users — anyone who needs a professional image without the professional price tag.

Takeaway: A good headshot is one of the highest-ROI things you can do for your professional presence, and most people avoid it because of cost and hassle. BetterPic removes both excuses. Starts from $35 — compare that to $300-500 for a studio shoot. If you've been putting this off, this is the nudge.

🤔 Got Questions?

Have a question you want answered? Email [email protected] and you just might be featured in an upcoming issue!

This newsletter is your starter kit for mastering AI with confidence. We keep things simple, show real examples, and focus on quick wins you can repeat.

Stay curious, stick with it, and watch your skills grow week by week!

Until next time :)

— David

P.S. Some links in this newsletter may be affiliate links. If you sign up or purchase through them, we may earn a small commission — at no extra cost to you. It helps keep this newsletter free and we only ever recommend tools we'd genuinely tell a friend about. Thank you for your support!

Keep Reading