Insights
Field notes on the agent era.
Articles on putting AI and agents to real work, executive strategy, and staying findable when buyers ask an AI instead of a search bar.
Skylark 118 Products · 2026-01-01
Making Goals Visible
On the last day of the year, I decided to make my goals visible. Four areas. Twelve goals. One focused year — and a simple tool built to hold that clarity.
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Executive AI Strategy · 2025-11-26
Adaptive Marketing Ops: The New Mode of Modern Marketing
AI hasn’t rewritten marketing — it’s unlocked a completely new mode of operating. Adaptive Marketing Ops blends always-on channel intelligence, rapid content flow, community-first engagement, AEO, and modular content systems to help modern teams move at market speed.
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Leadership · 2025-11-08
Decisive Leadership: Choosing Clarity Over Certainty
We often wait for certainty before we act. But leadership thrives on clarity, not perfection. Here’s how I’ve learned to decide faster and with more confidence by focusing on three lenses — Vision, Value, and Vitality.
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AI in Practice · 2025-11-03
How I Keep My ChatGPT Projects Flowing Even Weeks Later
Keep your ChatGPT projects in flow with two simple prompts.
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Executive AI Strategy · 2025-10-27
The Rise of the Knowledge Curator
As AI systems like OpenAI’s Company Knowledge emerge, the new role of the Knowledge Curator becomes essential to keep organizational knowledge trustworthy and usable.
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Executive AI Strategy · 2025-10-14
From Static Buyer Personas to Living Systems | Adaptive Marketing with AI
Learn how to design adaptive marketing systems that evolve with AI. Turn static buyer personas into living frameworks that align strategy, messaging, and growth.
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Executive AI Strategy · 2025-10-02
Enterprise Data Steward Agent: Open-Sourced by Skylark 118
After years leading analytics, marketing ops, and AI adoption, I’ve learned this: no SaaS product scales without governance. That’s why I open-sourced my Enterprise Data Steward Agent.
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AI in Practice · 2025-10-01
AI-Native Commerce Is Here: How to Make Your Products ChatGPT-Shoppable
AI isn’t just helping people find products anymore — it’s helping them buy. With OpenAI’s Agentic Commerce Protocol (ACP), discovery and checkout now happen inside the chat window. Here’s why it matters, and how creators, small businesses, and consultants can prepare to sell directly in AI-native commerce.
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Executive AI Strategy · 2025-09-30
Pickleball, Product, and the Power of Quick Thinking
Pickleball has taught me quick instincts and sharper discernment. AI has given me a genie in a bottle. Together, they’ve shown me that clarity, feedback loops, and practice are what truly unlock potential — whether I’m on the court or building AI products at Skylark 118.
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Executive AI Strategy · 2025-09-18
The ROI Trap That's Stopping AI Pilots From Scaling
The fundamental flaw in ROI-first thinking and how AI strategy needs to be rooted in a revenue impact assessment.
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Executive AI Strategy · 2025-08-20
Demystify AI for Leaders: From Curiosity to Pilot Wins in 90 Days
A pragmatic starting point for executives navigating AI adoption: the questions to ask first, why governance matters from day one, and how the Executive AI Ramp moves teams from uncertainty to measurable wins.
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AI in Practice · 2025-04-01
AI Agents: The Next Evolution of Marketing Operations
Let’s explore how four key areas of marketing operations are evolving from manual processes to true AI agents.
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Executive AI Strategy · 2025-02-18
Marketing Operations: Building and Enforcing the Trust Layer for AI-Powered Growth
Learn how marketing operations teams can approach AI governance and build an AI Trust Layer for their org.
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Leadership · 2025-01-28
The Art and Science of Empathetic Leadership in Marketing
How to to build high-performing teams through carefully crafted layers of trust, innovation, and data-driven decision-making.
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The other house
I build in public over at AI in the City.
Skylark 118 is the studio and the advisory work. AI in the City is where I think out loud about learning to build with AI, one block at a time. If you want the journey, not just the offer, start there.