Growth Insights for CEOs

Outsider Insights | From Hustle to System: Why More CEOs Are Rebuilding Their Sales Function
Outsider Insights
Across Chief Outsiders, we talk to hundreds of CEOs every month. In this new 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

Hiring at the Right Level: Fractional or Full Time?
Wed, Jul 10, 2024 — Finding the right leadership talent isn't just about filling a title; it's about matching skills and responsibilities to an enterprise's needs. The importance of strategic hiring decisions cannot be minimized. However, putting the right person in the correct position is critical, and sometimes, that may mean something other than a permanent, direct hire.

Creating Compelling Assessments that Drive Value
Tue, Jul 9, 2024 — Does your business need a health checkup? Just as you would not wait for symptoms to turn into a full-blown illness before seeing a doctor, savvy leaders understand the value of regular assessments to keep their organizations healthy and thriving. Assessments are a vital diagnostic tool, revealing strengths, weaknesses, and hidden issues that might otherwise go unnoticed. Much like preventive healthcare, they provide early warnings, allowing leaders to address concerns before they escalate into crises.

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!
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The Importance of Customer Empathy in Journey Mapping
Thu, Jun 20, 2024 — In today's hyper-connected world, the customer journey has evolved into a multifaceted landscape shaped by many influences and access to extensive information. As personalization and marketing sophistication continue to advance, it becomes increasingly vital for businesses to acknowledge that understanding the customer journey extends beyond mere assumptions. To navigate effectively, businesses require a nuanced approach that recognizes the inherent complexity of consumer behavior and actively engages in empathetic journey mapping.

What to Do When Your Sales Team Isn’t Delivering – Advice for CEOs
Tue, Jun 11, 2024 — It’s one of the most challenging questions you’ll ever have to ask as a business leader – “why isn’t my sales team delivering the results we need?” Putting a microscope on your team sometimes yields some unpleasant truths, but this exercise is critical when revenue numbers are lacking and the sales pipeline is drying up. Changes need to be made. But before addressing the problem, you need to identify the root causes.

The Untapped Powerhouse: Why CEO Social Media Presence Matters
Fri, Jun 7, 2024 — In today's digital age, consumers and potential employees are increasingly turning to social media to understand the companies they interact with. This extends beyond just a catchy company bio and curated product photos. For private CEOs, social media offers a powerful, yet often underutilized platform to build brand awareness, establish thought leadership, and connect with your target audience on a deeper level.

Employer and Market Branding: Building Synergy
Wed, Jun 5, 2024 — Decades of marketing best practices dictate that effective external branding is essential for connecting with customers, enticing prospects, and creating lasting brand affinity. While corporate and product branding is critical to business marketing, few companies extend the same urgency to employer branding.

Rediscover Your Business Strategy: A Guide for Frustrated CEOs
Mon, Jun 3, 2024 — Are you a small or mid-sized business CEO grappling with stagnant growth? Resetting your business strategy could be the key to regaining momentum. This step is essential in my five essentials for frustrated CEOs.

The Significance of Personalization in Enhancing Account-Based Marketing Strategies
Wed, May 22, 2024 — Customers love feeling known and appreciated by the companies and brands that have earned their business and loyalty. In today’s marketing environment, forging that bond is more important than ever before. When companies miss the mark on personalizing their offerings, this incredibly important value proposition becomes muted.