Everyone’s using AI for marketing—but here’s why most of it sounds exactly the same (and how to fix it).
I sat down with Matt Osborne, founder of Skail, to talk about what’s actually working in AI marketing right now versus what’s completely oversaturated. We dove deep into automation workflows, the death of traditional SEO, why your personal brand matters more than your company’s, and how to stand out when everyone’s using the same AI tools.
What we covered:
Employee advocacy beats brand marketing every time—and the data proves it. We explored why content from real people consistently outperforms corporate messaging, and how to actually implement this without it feeling forced.
The “prompt engineering is dead” debate, and what works instead. Spoiler: it’s not about writing better prompts.
SEO vs. AEO—how search is fundamentally changing. We’re moving from optimizing for search engines to optimizing for AI answer engines, and most marketers are still fighting the last war.
Building custom AI workflows that give you an actual edge. The secret isn’t in the tools everyone else is using—it’s in automating the painful, manual processes specific to YOUR workflow.
The job market chaos: How AI completely broke résumés for both candidates and recruiters. Plus, the strategies that actually work now.
Why automating your back-end matters more than automating your content. Most people have this backwards.
The tools Matt actually uses and why: Zapier, Notebook LLM, Copy.ai, Lucid Chart, and more.
Key takeaway: Stop trying to automate what everyone else is automating. Find the manual, painful processes in your specific workflow—the ones that are hard to scale—and build something custom for that. That’s where you’ll actually differentiate.
Matt’s doing free SEO work for early-stage companies to test his automation theories. Find him on LinkedIn (Matthew Osborne) or check out Skail at skail.ai.
Tools mentioned: Notebook LLM | Zapier | Copy.ai | Reachi.io | HubSpot | Lucid Chart | Apollo | LinkedIn Navigator
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P.S. My mom is apparently the ultimate newsletter quality barometer. And yes, she gave me cowboy boots to wear to work.
💼 Connect with Matt Osborne on LinkedIn or check out Skail at https://skail.ai
🎙️ Connect with me (Carolyn Swift Holden) onYoutube or LinkedIn
Sponsored by Getting Hitched with Shabbaz - Your love story with 100% fewer hallucinations. Find him at https://www.shahbazshah.net
If you want to see the full episode, check it out on Youtube:

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