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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.
From Concept to Execution: A Step-by-Step CEO Playbook for Go-to-Market Success, Part One
Mon, Jun 23, 2025 — Every CEO knows this nightmare scenario: Your team spent months crafting the "perfect" go-to-market strategy, only to watch it crumble during execution. Resources hemorrhage, timelines slip, and while you're still troubleshooting internal alignment issues, competitors are capturing the market opportunity you identified first.
Winning the Fraud and Cybersecurity Race: A Go-to-Market Blueprint for Competitive Edge
Thu, Jun 5, 2025 — Fraud and cybercrime have become a systemic, trillion-dollar drag on the global economy—but the fight to turn the curve is more than a market opportunity. Over the past few years, I have worked alongside cybersecurity and fraud-management teams in government, banking, and payments, and nothing is more satisfying than seeing a new solution stop a romance scam or prevent a pensioner from losing their life savings.
Top 10 Digital Marketing Missteps
Thu, Aug 1, 2024 — Today digital often seems like the easy way to expand a company’s prospect and lead pool. After all, it takes just minutes to set up an ad account on Google or Facebook. Then you’re good to go, right? Not necessarily. In reality, it’s not as easy as many people think. Marketers are often under intense pressure to get campaigns to work without adequate leadership support or understanding as to how to successfully test digital channels. Others hire agencies without clear knowledge of the strategies and tactics required to drive success and therefore have difficulty holding their agencies accountable.
CEO Go-To-Market Warning: Avoid the Blind Spots That Cause Products to Miss the Mark | Part 5
Thu, Feb 2, 2023 — Part 5: Only Teamwork Can Make the Dream Work We have become a nation of isolation. COVID-19 taught everyone how to use technology to carry on safely. Though Zoom, Teams, and other tools have made communication more efficient, we’ve never felt more distant from our colleagues. Through this “together, but apart” mindset, many businesses feel pressured to enable remote work and grant greater autonomy. As a CEO trying to manage in this environment, it’s tempting -- in the spirit of efficiency – to let everyone stay focused on their “swim lane” and not encourage complex collaboration between divisions.
CEO Go-To-Market Warning: Avoid the Blind Spots That Cause Products to Miss the Mark | Part 2
Mon, Oct 31, 2022 — Part 2: Beware of Market Forces that Impact Company and Category Survival In 2022, the market has been turned upside down. Remote work, the supply chain squeeze, and the rollercoaster economic environment all have roiled even the best of intentions for businesses of all sizes. And though your company’s go-to-market approach will still help you gain or maintain your share of the market, winning the “checkboxes” isn’t enough to stave off the macro forces that are constantly reshaping and disfiguring the landscape you’re selling into.
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.
Marketing in an Inflationary Environment
Fri, Jun 25, 2021 — In case you hadn’t noticed by the amount of extra cash you’ve had to spend at the gas pump, in stores, or with your vendors, inflation is back – with a vengeance. According to U.S. Labor Department stats just published, inflation pushed up to 5 percent for the 12 months ended May 31 – a 13-year high. For many marketers who have spent the past 18 months riding a stomach-turning economic roller coaster, this news may seem hard to understand – or to put into context.
Why Innovate? How SMB Product Companies Grow
Thu, Jun 10, 2021 — Part 4: Business Case – The Second Phase Gate By Ahmet Abaci and Beth Somplatsky-Martori As we prepare to discuss the second phase gate needed to validate your new product idea – the business case – first, a juicy story. You may remember a while back hearing of a new company that was going to revolutionize the process of delivering freshly squeezed fruit and vegetable juices to the masses. Named Juicero, the product hinged on a Keurig-like drink machine that would turn bespoke packets of fresh ingredients into the kind of juice you’d get from an extractor – without the mess and the need to raid the local farmer’s market.
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.