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From Chaos to Clarity: The Framework Behind My Human-in-the-Loop Toolkit
A few days ago, I shared a late-night progress update on LinkedIn about how I used AI to turn seven detailed startup playbooks into one unified Agile master backlog. That post sparked a wave of curiosity. Founders, PMs, and marketing leaders all wanted to know how I did it. What prompts did I use? How did I structure the playbooks? And how did AI help without taking over the strategy? Those questions inspired this follow-up and the creation of a new Human-in-the-Loop Toolkit
Jennifer Leonard
Oct 232 min read


Protecting Your IP in the Age of AI: What I Learned (and What I Won’t Share)
My Initial Worry Over the past few years I have been leaning on AI tools to help me brainstorm, refine, and validate ideas for multiple...
Jennifer Leonard
Oct 13 min read


Why 80–90% of AI Projects Fail (and How to Avoid It)
MIT just reported that 95% of corporate AI pilots fail to deliver measurable impact. TechRadar says U.S. companies have poured billions...
Jennifer Leonard
Aug 263 min read


When Claude Asked Me to Connect My Apps, I Paused. Here’s Why:
When I logged into Claude recently, it popped up a new feature: “Want to connect your apps for deeper personalization?” On the surface,...
Jennifer Leonard
Aug 133 min read


The Biggest AI Risk Isn't Obvious Errors: It's the Confident BS That Sounds Perfect
If you're using AI for client deliverables, strategic planning, or building it into your workflows, you've probably learned that the real...
Jennifer Leonard
Aug 104 min read


Building Trust in an AI World: Why Authentic Leadership Matters More Than Tool Mastery
Lately I've noticed a lot of discussion on LinkedIn about using AI for writing. There's a real struggle between AI-generated expertise...
Jennifer Leonard
Jul 133 min read


Beyond Prompt Engineering: A Strategic Framework for AI Fluency
The marketing world is obsessed with AI prompt engineering right now. Every day, my LinkedIn feed fills with "the perfect prompt for X" and "10 ChatGPT hacks that will transform your workflow." But after spending the past year integrating AI into everything from go-to-market strategy to customer lifecycle design, I've realized we're focused on the wrong thing. The real opportunity isn't perfecting individual prompts—it's developing strategic fluency that adapts based on your
Jennifer Leonard
Jul 35 min read


The Dog & Pony Show of AI in CRM: What No One’s Talking About
AI tools for CRM and marketing personalization are everywhere. There are legacy CRM providers rolling out AI-powered features, and newer...
Jennifer Leonard
Jun 244 min read


The AI Job Crisis Is Already Here—And We're Not Ready
What I'm seeing in tech should worry everyone. I work in tech, and I need to tell you what's actually happening with AI and jobs. Not the...
Jennifer Leonard
Jun 144 min read


What Tech Giants Get Wrong About You: Why Marketing Data Audits are Important
Two years ago, I got my husband a smart speaker. I'm not sure what I was thinking, since he's not the most tech-forward person. He...
Jennifer Leonard
Jun 104 min read


AI Data Management: Why Clean Data is Crucial for Marketers' Success
AI is everywhere in marketing conversations right now. Tools are popping up by the hundreds. Marketers are being told to adopt them, or...
Jennifer Leonard
May 204 min read


The Data-driven Marketing Challenge: What I've Learned from a Career in the Trenches
The Puzzle of Fragmented Customer Data The Wall We Keep Hitting Throughout my marketing career, no matter what the size of the business,...
Jennifer Leonard
May 95 min read
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