Growth Insights for CEOs
Bob Sherlock
Recent Posts

Outsider Insights | You Can't Measure AI ROI If You Can't Measure Marketing ROI
Executive Takeaways
- Most mid-market companies lack the measurement foundation to evaluate AI — or any marketing investment.
- Hours saved, speed to market, and revenue realized are the three key AI ROI markers — baseline required.
- AI amplifies what's working. If measurement is broken, AI won't fix it.
- Real results start with a defined problem and a way to measure it — not the tool.
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.
Recent Posts

Nate’s Erroneous Thinking (but probably not yours)
Tue, Nov 26, 2024 — Let’s suppose that each of us is recognized at work for thinking clearly, correctly, maybe even insightfully. That is no guarantee that our significant others will recognize that quality in us at home. No, in our personal lives, our thoughts may be regarded by those who love us as Erroneous Thinking.

99 and Counting Backwards
Tue, Jul 2, 2024 — Out for a walk on a cool May morning, I saw a pickup truck pull alongside. It was Ray from up the street. “Are you around May 31st?” he asked. “I’m having a 99th birthday party.” That’s funny, I thought, Ray can’t be much over 70. “Yep, this one is my 99th. Last year’s party was my 100th. Figured there’s no way I’d ever live to be 100, and I really wanted to have a 100th birthday party. So I did!

Seven Steps to Shorten Your Sales Cycle
Thu, Apr 11, 2024 — Does your company provide customers with expensive business inputs? Or are you crucial in other ways to your customers’ business success?
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What’s the #1 Job that Marketing Needs to Do for Your Business?
Wed, Dec 13, 2023 — I joined a group of colleagues recently to brainstorm a request from one person’s client: “Develop a catchy, differentiating idea that hooks prospects.”

Building a Growth Engine with Effective, Efficient Marketing
Wed, May 10, 2023 — “Efficient marketing requires a target, followed by a message that immediately resonates sufficiently to foster a conversation between two willing parties.” - David C. Baker When that pithy sentence from marketing guru David Baker hit my email box in February, it rang true.

“It worked really well, until it didn’t”
Thu, Mar 9, 2023 — Over dinner with Ted, the retired founder/CEO of a successful company in the electric power sector, I heard an interesting story with a widely applicable lesson.

“We need more leads” (and what must come first)
Fri, Aug 27, 2021 — A client’s desire for “More leads from Marketing" is often the impetus for our firm’s engagements. We’ve learned that “more leads” can be great. If. There’s something that companies need beforehand, or “More leads” won’t do much good.

Overcoming the Limitations of Customer Surveys
Fri, May 7, 2021 — “Find out what your customers want… and don’t keep it from them.” -- Don Rice, Professor Emeritus, Texas A&M When deciding on the best moves to increase sales, finding out what customers want can be a valuable compass.

Risky Business: How Marketing Content Can Take Risk Out of Business Decisions
Tue, Dec 29, 2020 — In my younger years, I loved the thrill of a challenging winter rock and ice climb. I found one at Maiden Cliff, which rises 800 feet above a lake in Maine. In late winter, sun-melted snow joins with natural seepage, freezes overnight, and creates giant icicles attached to the rock. What the sun helps to create, it also taketh away. Ice that is climbable with reasonable safety in shade can, after direct sun gets on it, soften, break away from the rock, or simply melt.