Welcome back to Watch Me AI

I had so much fun building the Career Quest Maps that I built another LinkedIn scraping toy. Meet your villain alter ego 🦹.

It's free, takes 30 seconds, and pairs nicely with your Valentine's Day cynicism.

​Discover your villain alter ego →​

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Every week, I ask my AI the same question: How can I make more money?

It's a little embarrassing to admit this out loud. We tend not to talk about money, at least not this directly. But I want all of you to try asking your AI this question, because I have found it so useful and so empowering.

Let me start with a recent example.

I asked Claude: "Given everything you know about my business and goals, could I be earning more money?"

Claude has access to my meeting transcripts, my business goals, my website, my newsletter metrics, and my bank account. So when I ask this question, it gives me a specific, personalized response.

(Note: Most of this takes five minutes to connect. Start by asking Claude: "How do I connect [this tool/source] to Claude?")

Here's what it flagged this time:

• I was underpricing my digital product. Based on my credentials and audience engagement, it argued I should be charging significantly more and laid out the reasoning.
• I was undervaluing sponsored content. It pointed to my newsletter's open and click rates (which are well above industry average) and told me my floor should be much higher than what I'd been quoting.
• I wasn't stacking recurring revenue. It mapped out a progression: newsletter → digital product → group workshop → high-ticket consulting. Each layer feeding the next.

A different week, the same question caught something I'd missed. It explained I'm decent at getting attention — new subscribers, LinkedIn views, strong open rates — but my conversion from reader to customer was relatively low. I don't have a traffic problem, I have a funnel problem. It listed out specific things I could do to fix it.

That kind of feedback — super personalized, with the depth of a really good business advisor — would be worth it on its own. But it gets way better, because now Claude can actually do things on my behalf.

I'll look at its recommendations it gives for how I can make more money, choose a few, and say "do this for me." And off it goes.

For example, when it flagged my conversion problem, the conversation went something like this:

It wrote five emails for a welcome sequence. Once I reviewed the copy and made a few tweaks, I told it to get this set up in Kit, my newsletter tool. It opened up a browser, went into Kit, set up the emails, told me when it was ready for my review. I hit publish. Done.

(Two weeks ago, this kind of action required Claude Cowork. Now Claude Chat is actually doing a lot of this on its own.)

Here's what's changed in the past year that's made this so powerful.

A year ago, you could certainly ask AI "how can I make more money?" and you would have gotten back decent advice. But it wouldn't have been as personalized to you, because it wouldn't have had as much context on you and the work you do.

Over the past year, our AI tools have gotten way better at knowing about us. They connect to more of our tools, they remember past conversations, and they talk to each other. It's a lot less manual work to feed it context and a lot more "it magically already has it."

And on the action side, you saw it above, Claude doesn't just give you ideas anymore. It implements them.

This continues to improve. Let me give you an example literally from last week:

🆕 Granola now connects directly to Claude

​Granola, which you know is my favorite tool for meeting transcriptions, just came out with an MCP integration, which in human-speak means Granola now connects to other tools like Claude.

So now, when I ask Claude "how can I make more money," it's not only looking at my business planning threads and my bank account and my website. It can comb through my sales calls and understand how my pricing conversations are going, without me needing to manually input any of that.

If you don't use Granola, the bigger point is this: AI tools are starting to talk to each other, and that trend is accelerating.

A note on tools

I'm now using Claude for about 90% of my AI work, which is a big shift from two months ago when it was 90% ChatGPT. This is the first time I've moved so dramatically from one to the other. It's very possible ChatGPT launches something that rebalances the race, but for now, my wagon is hitched to Claude. Sharing because y'all are always asking about my go-to tools.

Not a business owner?

If you're reading this and thinking "great, Mollie, but how does this apply to me?" — I've got ideas for you. Try asking Claude or ChatGPT:

• "What's my strongest case for a raise or promotion?"
• "Where am I spending time at work that isn't advancing my career?"
• "If I wanted to increase my income by 20% this year, through my current role, a side project, or both, what would you recommend given what you know about me?"
• "What's a low time-commitment side hustle that could earn me $2k/month?"

Then say: "Great, how much of this can you do for me?"

The key is the same: with enough context about your situation and goals, AI can help you make moves (big or small) you might not otherwise have made.

And speaking of AI upskilling...

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Upcoming events

International Women's Day is March 8th, and I'm putting together several events to get you learning and building with free credits from some of my favorite tools.

The first few are focused on Lovable--my favorite tool for website and product building. You can see them here, and I'll add more soon. Open to all.

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Until next time,

Mollie