Growth Insights for CEOs

AI Strategy for Financial Services CEOs: Why “Good Enough” is no Longer Enough
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.
Recent Posts

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.

The Power of the SKO (Sales Kickoff Meeting)
Thu, Feb 20, 2025 — It's that time of year again! A Sales Kickoff (SKO) meeting is a cornerstone for energizing your sales team and aligning them with your company's goals. It sets the tone for the year, fosters collaboration, and provides valuable insights to empower your team to succeed.

The Hidden Costs of Overwhelmed Sales Teams
Fri, Feb 7, 2025 — An alarming insight from Gartner: Overwhelmed sellers are 45% less likely to hit their quota. The culprit? Too many required skills and tech tools meant to "help." Overwhelming sales teams with non-sales tasks and excessive technology can significantly impact performance and profitability. Salespeople burdened with administrative duties and complex tools have less time for core selling activities, leading to decreased sales performance and lower conversion rates.
Stay up-to-date with the latest from Chief Outsiders

A CEO’s Guide to Marketing Performance | Measuring Performance (and Underperformance)
Thu, Feb 6, 2025 — Part 3 of A CEO's Guide to Marketing Performance In the marketing world, performance is the difference maker - not experience, expertise, effort, or endurance, just results. This article is about how to address underperformance in the three major measurement components (Market Presence, Brand Strength, and Pipeline Health), and six key performance indicators (reach, share, engagement, loyalty, pipeline, and progression).

Unlocking Business Growth: The Power of USP, Value Proposition, and Positioning
Wed, Jan 15, 2025 — As a CEO, you understand that growth depends on effectively communicating the value of your products and services to your customers. However, our language and strategies to convey that value can often get muddled. That’s where understanding key concepts like Unique Selling Proposition (USP), Value Proposition, and Positioning becomes crucial to driving brand differentiation and customer loyalty. In this post, I’ll break down the differences between these terms and explain how they contribute to the growth of your business.

A Strategic Guide to Double-Digit Revenue Growth
Tue, Jan 14, 2025 — CEOs face intense pressures today to deliver consistent double-digit revenue growth year after year. But with the right strategy focused on business development, sales, and key performance indicators - hitting that 10% annual growth benchmark is achievable. This article provides a blueprint for leaders looking to spur growth. As a result of the current market conditions, a new benchmark has been established: If your company can't show a minimum Compound Annual Growth Rate of 10 percent, you are putting yourself and your company at risk. As never before, revenue growth is the key to a business's health, high corporate valuations – and CEO job security.

A CEO’s Guide to Marketing Performance | Metrics Matter
Thu, Jan 9, 2025 — Part 2 of A CEO's Guide to Marketing Performance Metrics matter now more than ever. As a six-time CMO over a 16-year career, I’ve tracked dozens (actually hundreds) of metrics and found that many measures are ultimately meaningless or only matter to marketers.

Is Your Sales Strategy Built to Adapt?
Tue, Jan 7, 2025 — In today's changing business environment, agility isn't just an advantage—it's essential for survival. According to McKinsey's 2023 B2B Sales Pulse Survey, 71% of sales leaders say market unpredictability is their biggest challenge, and 65% report struggling to adapt their plans quickly enough to keep pace with change. Yet 65% of sales leaders report they can't adapt their plans fast enough to keep pace with rapid change.

Tech Stacks: Transforming Your Business in the Digital Age
Mon, Jan 6, 2025 — In today's hyper-connected business world, technology isn't just a tool—it's the difference between thriving and merely surviving. The digital landscape has transformed how companies approach sales and marketing, making a strategic technology stack more critical than ever.