This week I barely had any sales or prospect calls — and I shipped more than I have in a long time. The difference? I stopped typing. I started talking. This is Issue #2 of The AI Product Lab.


The Build: Cowork Setup Done Right

Every guide I saw about setting up Claude Cowork had at least one thing wrong. Two things kept coming up that were flat-out incorrect — so I fact-checked the whole setup, corrected it, and published the accurate version.

Two things every guide gets wrong:

  • Cowork is on macOS AND Windows — Windows launched February 2026, not just Mac like older posts say
  • You get 38+ connectors — not “50+” like the viral posts keep claiming

The infographic covers all 8 setup steps in order, with accurate specs. Free to use, share, and bookmark.

See the Full 8-Step Guide


AI Signal This Week

1. Claude now connects to Adobe, Blender + 7 more creative tools

Anthropic dropped 9 new Claude connectors for creative software on April 28. Claude can now live inside the tools you’re already working in. If you’re building presentations, course assets, or client materials — this changes your workflow.

2. GPT-5.5 is out — stronger reasoning, better for multi-step work

OpenAI released GPT-5.5 on April 23, six weeks after GPT-5.4. Stronger multi-step reasoning and agentic workflows. Worth testing for complex tasks: proposal writing, research, multi-step client prep.

3. Being found by AI is now as important as Google

New research shows 75% of high-performing coaching businesses use AI tools regularly. When clients ask ChatGPT or Perplexity to recommend a coach, you need to show up there too. “Share of AI Voice” is the new SEO.


This Week’s Workflow: Talk Your Content Into Existence

Wispr Flow lets me narrate anything — emails, newsletters, content drafts — just by speaking out loud. It transcribes with actual intelligence, not just raw words. Here’s the exact workflow I used this week.

Step 1 — Brain Dump Out Loud

Open Wispr Flow (works inside any app — email, docs, Claude itself). Hold the hotkey and just talk. Don’t edit, don’t filter. Get it out.

Step 2 — Paste Into Claude

“Clean this up — keep my voice, fix the structure, remove the filler. Output as [email / post / outline].”

Step 3 — Talk the Edits

Use Wispr Flow again to give your feedback out loud: “Make the second paragraph shorter and add a CTA at the end.” Faster than typing, every time.

Step 4 — Repurpose with One Prompt

“Turn this into: (1) a LinkedIn post, (2) a 60-second email, (3) 3 short-form hooks. Keep my voice.”

One piece of content becomes four.

Try Wispr Flow free (affiliate link — I use this daily)


Workflow Tip: You’re Not Running Out of Messages

The most common frustration I hear from coaches using Claude: “I keep hitting my limit.”

Almost every time, they’re not running out of messages — they’re running out of tokens. Different problem. Different fix.

The fix:

  • Start a new conversation instead of continuing an old one
  • Keep your context tight — don’t paste in everything at once
  • Use Projects to store context so you don’t re-explain every session

Claude works on a rolling window. Work with that instead of fighting it.


Session 2 Is Tomorrow

Building with AI Mastermind — Friday, May 1 at 1pm CT

Weekly live sessions where we build together. No coding required. Real tools, real implementations, every Friday. Join now and you’ll get immediate access to the Session 1 recording.

Join Before Tomorrow — $47/mo or $297 through December


Tools I Actually Use

  • Wispr Flow — Voice-to-text that gets your intent. Works inside any app.
  • ElevenLabs — AI voice generation for course audio and content.
  • Descript — Edit video and audio by editing text. Cuts my production time in half.

These are affiliate links — I earn a small commission if you sign up. I only share tools I use every day.


That’s Issue #2. If something was useful, share it.

Jackie Out.

P.S. Session 2 is tomorrow at 1pm CT. Join now and get the Session 1 recording. → coaches.jackieschwabe.com/mastermind-signup.html

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