.png?width=1500&height=398&name=CO_Corporate%20Logo%202021_4C_HOR_FNL-1%20(1).png)
Outsider Insights | You Can't Measure AI ROI If You Can't Measure Marketing ROI
Outsider Insights
Across Chief Outsiders, we talk to hundreds of CEOs every month. In this series, we explore the trends and challenges we’re hearing from these discussions – and what you can do if you’re facing the same issues in your business.
The AI Training Economy: The Human Expertise Behind the Agent Revolution
Wed, Apr 22, 2026 — The challenge of training AI models on human expertise is not new. What is new is that three college dropouts just built a $10 billion business by productizing that exact problem at scale. Executive Takeaways The AI training economy is already here — and a $10 billion startup is proof. You can't have capable AI agents without well-trained models. Human expertise isn't being replaced; it's being harvested. Fast followers still have a window, but waiting another 18 months may mean competing on scale alone, not quality. Most organizations are underestimating the speed of this workforce transformation. The time to build AI fluency is now.
How to Develop Future C-Suite Leaders: A Guide for Mentoring and Succession Planning
Fri, Apr 10, 2026 — Executive Takeaways Succession gaps quietly erode growth, value, and decision speed Strong companies treat succession as a continuous leadership discipline A 1/3/5-year talent map builds a visible, scalable leadership pipeline Sponsorship, mentoring, and coaching turn high-potential talent into ready leaders Ambition is the easy part. The real question is whether your company’s future CEO’s, CFOs, COOs, CMO’s and CROs are already growing inside the business long before you need them.
Pipeline Integrity: How Hidden Revenue Leaks Sabotage Growth
Tue, Apr 7, 2026 — Executive Takeaways A pipeline that looks healthy can still be losing 15–25% of achievable revenue. When teams define MQLs, SQLs, and pipeline stages differently, every other fix fails. Work backwards from your revenue target using conversion rates to find and close the gaps. A one-time diagnostic fades without the right recurring reviews and accountability rhythms.
CPG Industry: Is Now the Time to Start Strategizing a Price Increase?
Fri, Apr 3, 2026 — The short answer is yes, and the operators who begin planning now will be the ones who stay in control of their margins. This isn't alarmism. It's a clear look at the cost-structure reality taking shape while much of the industry is still operating with a 2021–2022 mindset. Executive Takeaways Start planning a price increase now, not when you need one. Waiting until margin pressure forces your hand means you've already lost leverage. Energy and input costs are structurally elevated and not going back down. Brands still operating with a 2021–2022 mindset are walking into margin compression. Renovation and innovation are what make price increases stick. Pairing a price move with product news gives retailers a reason to support it and consumers a reason to stay.
Why MedTech’s Brilliant Innovators Must Also Become Commercial Architects
Thu, Mar 26, 2026 — Great technology is necessary. It is not sufficient. The graveyard of MedTech is lined with brilliant innovations that never found their market — not because of scientific failure, but commercial invisibility. I just returned from LSI USA ‘26 in Dana Point — the most impressive gathering of emerging MedTech talent I’ve witnessed in decades. The event convened 2,000 executives, 394 presenting startups, and over 500 active investors and strategics. The scientific ambition in that room was extraordinary.
Outsider Insights | What We’re Hearing from CEOs Right Now — And Why AI Keeps Coming Up
Wed, Mar 18, 2026 — Outsider Insights Across Chief Outsiders, we talk to hundreds of CEOs every month. In this series, we explore the trends and challenges we’re hearing from these discussions – and what you can do if you’re facing the same issues in your business. Executive Takeaways AI accelerates clarity. It doesn’t fix broken data. Speed to confident decisions is the real competitive edge. Shared definitions matter more than more dashboards.. Governance comes before automation, alignment before acceleration.
Go-To-Market Cultural Alignment: The Invisible Variable in U.S. Expansion
Fri, Mar 13, 2026 — Many companies that find success outside the United States have one thing in common: the need to succeed in the U.S. market. That is not complicated or surprising. The United States is the largest economy in the world and, in many categories, the single biggest available market. World Bank data clearly shows the scale of the U.S. economy relative to most global markets. For companies in high-tech, scientific, medical, industrial, and systems integration sectors, the U.S. is not just attractive. It is strategic. Company leaders want to grow. The U.S. is where they look. They are not wrong.
Turning Competing Revenue Team Truths into Market Insight
Tue, Mar 10, 2026 — Executive Takeaways Sales, Marketing, and Customer Success each see different parts of the market. Conflicting perspectives usually reflect incomplete insight, not poor execution. Cross-functional pipeline, win/loss, and customer data turn friction into insight. A unified GTM operating model aligns teams around shared market truth.
AI Strategy for Financial Services CEOs: Why “Good Enough” is no Longer Enough
Mon, Feb 23, 2026 — AI in financial services has moved from lofty claims about AI's use to being at the center of the growth conversation, shaping how you compete, run, and stay trusted. Margins are under pressure as customers benchmark you against their best digital experiences, whether they are opening a checking account, redeeming loyalty points, disputing a card charge, or seeking hardship help.