Growth Insights for CEOs

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

Maximizing Returns with AI-Enabled Selling – A Strategic Blueprint
Mon, Oct 14, 2024 — In the first two blogs of this three-part series, we introduced the concept of AI-enabled selling, the need for an integrated strategy, and a framework for mapping the myriad technologies available to the needs of the sales organization. We learned that the adoption of AI-enabled selling—the sophisticated merger of AI technologies with traditional sales processes—has become instrumental in transforming organizational sales approaches. With this foundation in place, we are in a better position to discuss the payback and chart a path forward that aligns with a company’s highest priorities.

20 AI-Powered Strategies to Supercharge Your SaaS Sales
Wed, Oct 2, 2024 — AI (artificial intelligence) is taking the entire technology sector by storm. And all SaaS vendors are adding AI functionality to their product offerings to stay competitive, as FOMO (Fear of Missing Out) syndrome takes hold. The same is happening in the SaaS industry; smart tools can help your sales and marketing team make better and faster decisions, plan, and craft a better customer service approach. As a SaaS CEO, CSO, or CMO, these solutions will open a whole new set of opportunities for growth, oversight, and measurement that can help you be a more prepared and better-informed leader.

What is AI-Enabled Selling and Why is it Important?
Tue, Sep 24, 2024 — Salesforce’s “State of Sales” report surveyed 5,500 sales professionals earlier this year. Two findings caught my attention. First, sales reps spend only 30% of their time selling during an average week. Second, 81% of sales teams said they are investing in AI. Of those using AI, 41% believe that they have “fully implemented AI.” The remaining 59% range from having no strategy at all, to tinkering with tools.
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Where Pricing and Marketing Strategies Intersect
Thu, Mar 28, 2024 — Back in the day, pricing was a foundational piece of all marketing strategies. When I went to grad school, for example, the four Ps were in vogue – product, price, place, and promotion. At that time, the intersection of pricing and marketing was seen as a given, almost a tautological concept. But as marketing professionals and professors' desire to innovate and differentiate intensified, the traditional 4Ps evolved into new frameworks like the “4Cs”, emphasizing concepts such as customer, cost, convenience, and communication and the "4Es" of experience, exchange, evangelism, and everywhere into the marketing lexicon. And I admit I lapse into momentary shudders when I think of all the as-yet-untapped letters in the alphabet.

Navigating Growth: The Role of Fractional Sales Leaders in Transformative Strategies
Thu, Feb 1, 2024 — Today’s trend of hiring fractional executives is gaining momentum among growth-oriented businesses aiming to enhance their management expertise and bandwidth cost-effectively. In this article, I will delve into the dynamic world of fractional sales leaders, exploring their pivotal role in driving revenue growth, providing specialized expertise, and offering flexibility to scale sales leadership based on organizational needs. I will reveal how these leaders contribute to strategic focus, mitigate hiring risks, and deliver quick results, drawing insights from real-world scenarios.

CEO Go-To-Market Warning: Avoid the Blind Spots That Cause Products to Miss the Mark
Tue, Oct 4, 2022 — Part 1: Avoiding the Dust Bin Requires an Insights-Driven Approach Have you ever heard of the Apple Pippin or the Twitter Peek? Played a game of TowerFall on the Ouya Console? Taken an important call on your Amazon Fire Phone? If so, you are among the rarest of the rare – the chosen few who took the calculated risk of trying a new product during its brief run on earth. The world is littered with also-rans, whoopsies, and well-intentions gone awry. There are so many consumer product failures each year – some that miss with a whimper, and some that make a giant megaton splash into the depths of nowhere – that several “Museums of Failure” warehouse the worst and dimmest of the bunch. In fact, up to 95 percent of new product launches fail to hit a target, according to one market analyst.