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GenAI, Creative Speed, and the Quiet Cost No One Wants to Own
This is the final post in a short series on what actually matters as marketing AI moves from pilots to performance. And it is the hardest one to write, because this is where the tradeoffs stop being theoretical and start showing up in real work. I do not come at this from a creative director lens. I come at it from the place where creative, production, ops, and performance collide. And right now, that collision is getting louder. What I’m Seeing on the Ground Across teams I h
Jennifer Leonard
2 days ago3 min read


Personalization Is Back and This Time, AI-Powered Data Makes It Possible
How AI-powered personalization, first-party data, and customer journey mapping are reshaping marketing in 2026 Personalization and even hyper-personalization are once again being positioned as the key to engagement and conversion. This time, the trend is right. Not because the idea is new, but because AI-powered personalization finally changes what is possible . In the past, personalization promised relevance but delivered complexity, burnout, and inconsistent results. In 202
Jennifer Leonard
Jan 254 min read


Agentic AI in Marketing Is the New Baseline, but Only If Your Foundation Is Solid
Agentic AI is quickly becoming the new baseline for modern marketing teams. Planning agents. Creative agents. Targeting agents. Measurement agents. Across marketing, AI is being positioned as the next layer of orchestration that promises speed, coordination, and scale. In the right conditions, that promise is real. But based on years spent working inside complex marketing organizations, one pattern keeps showing up: teams that struggle with agentic AI are rarely blocked by th
Jennifer Leonard
Jan 213 min read


From AI Pilots to ROI: Why Faster Marketing Still Isn’t Working
For the last few years, the question leaders were asking was simple. Are we using AI? That question came from urgency, pressure, and a lot of noise. Teams ran pilots, tested tools, and automated tasks. They proved they could move faster. Now the question has changed. Teams are past asking whether they should use AI. The harder question is whether it is actually working. Not whether work is getting done faster or whether more campaigns are shipping, but whether any of it is cr
Jennifer Leonard
Jan 173 min read


Efficiency gives you space. Data gives you direction.
Efficiency is great. But it does not always create growth. After my last post, I found myself thinking more about the idea of efficiency. I said efficiency is great, but it does not automatically translate into growth. And that is true. Most marketers would love more time for strategy. More time to think, plan, and understand what is actually happening across the journey. But even when you get that time back, strategy still stalls if the data is unclear or scattered. That is
Jennifer Leonard
Nov 20, 20252 min read


The Efficiency Trap: Why AI Alone Won’t Drive Growth
From automation to personalization — where the real growth lies. AI for Efficiency or Growth: What's the Trend? Recently, someone asked me: “Do you think companies today are using AI more for efficiencies or for data insights? Without hesitation, I said, efficiencies. It ’s the fastest, most measurable win: automate a task, trim a timeline, lower a cost. And to be clear, there’s nothing wrong with that. Efficiency matters. But I can’t shake the feeling that many teams are sto
Jennifer Leonard
Nov 11, 20252 min read


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 23, 20252 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 1, 20253 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 26, 20253 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 13, 20253 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 10, 20254 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 13, 20253 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 3, 20255 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 24, 20254 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 14, 20254 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 10, 20254 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 20, 20254 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 9, 20255 min read
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