.png?width=1500&height=398&name=CO_Corporate%20Logo%202021_4C_HOR_FNL-1%20(1).png)
The Chief Outsider
.svg)
Recent Posts
The Gap Between AI Output and Real Marketing Leadership
A lot of CEOs are starting to ask the same question, even if they don't always say it this directly: if AI can build a strategy deck, suggest a campaign, analyze competitors, and hand back polished recommendations in seconds, why keep paying for a CMO?
The Revenue-Ready Marketing Playbook, Part 4: How a Shared Playbook Across Sales and Marketing Unlocks Value
Fri, May 2, 2025 — This is Part 4 of the Revenue-Ready Marketing Playbook, a 4-part series for mid-market CEOs who want marketing to move the needle. You’ve got a sharp Marketing team. An experienced Sales leader. Solid product-market fit. And yet, the customer experience feels disjointed. Campaigns generate leads that go quiet after handoff. Sales calls start from scratch, even when prospects have engaged with marketing content. Messaging shifts between touchpoints and the onboarding experience doesn’t match what was sold.
The Revenue-Ready Marketing Playbook, Part 3: How Marketing Can Deliver Predictable Outcomes
Fri, May 2, 2025 — This is Part 3 of the Revenue-Ready Marketing Playbook, a 4-part series for mid-market CEOs who want marketing to move the needle. In many boardrooms, the prevailing sentiment is "Marketing is a black box - effective in parts, but it's unclear which parts." That kind of uncertainty is surprisingly common. For many growth-stage businesses, marketing still feels like a gamble. You spend, you hope, you wonder if it worked.
The Revenue-Ready Marketing Playbook, Part 2: In a Noisy Market, Make Clarity Your Competitive Edge
Tue, Apr 22, 2025 — This is Part 2 of the Revenue-Ready Marketing Playbook, a 4-part series for mid-market CEOs who want marketing to move the needle. A CEO once said to me, “We know our product delivers real value. Our customers are happy. But when we show up in the market, it feels like we’re saying the same thing as everyone else.” That stuck with me, not just because it was honest, but because it’s common. In crowded markets, sounding the same is the fastest way to become invisible. Buyers tune out. Sales cycles drag. Margins shrink. And despite how strong your actual offering is, you keep getting boxed in as “just another option.”
The Revenue-Ready Marketing Playbook: Why Your Brand Is Your Most Powerful Compounding Asset
Tue, Apr 22, 2025 — This is Part 1 of the Revenue-Ready Marketing Playbook, a 4-part series for mid-market CEOs who want marketing to move the needle. Each chapter explores how to turn brand, positioning, operations, and customer experience into engines for measurable growth.
Respected Boss? Trusted Coach? Why Sales Managers Need to Be Both
Mon, Apr 7, 2025 — As a front-line sales manager, distinguishing leadership from management responsibilities is critical to a sales team’s culture and success. Distinguishing between the two helps managers be more intentional about developing these very different skill sets. Sales leadership focuses on inspiring and developing people, while sales management concentrates on processes and immediate results. Effective sales professionals must balance both roles.
Sales Terraformance: A Scientific Approach to Sales Growth
Fri, Mar 28, 2025 — Most companies deploy a sales “force.” Too often, this means a bunch of people do things with good intentions, but their combined efforts do not meet company growth expectations. Most CEOs and Founders would like a better salesforce but struggle with how to impact the “art and science” of sales improvement. At Chief Outsiders, we believe more science can help uncover and develop the insights, strategies, and execution required to achieve breakthrough performance.
Drive Revenue With B2B Sales Consulting
Mon, Mar 3, 2025 — Growth doesn't happen simply by chance. It's engineered by insight, strategy, and execution, especially in complex B2B environments where longer sales cycles, shifting buyer expectations, and pressure to prove return on investment (ROI) dominate the landscape. That's where B2B sales consulting becomes a revenue accelerator, not a luxury.
How to Use Positioning to Own Your Market
Wed, Feb 26, 2025 — Become a big fish in your pond Of all the marketing strategy lessons we at Chief Outsiders share with founders and business leaders, positioning ranks among the most critical. It truly is a difference-maker for businesses that wish to become the leader of the pack—to become, in fishing parlance, the big fish in your pond.
Digital Marketing Mastery: A CEO's Roadmap to Competitive Advantage
Thu, Oct 17, 2024 — In today's digital-driven business landscape, CEOs can no longer afford to take a hands-off approach to their company's marketing efforts. With over 80% of the modern buyer's journey happening online, a solid digital marketing strategy has become critical for driving growth and staying competitive.