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

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.

Unifying Revenue Teams: How a Fractional CRO Drives Cross-Functional Success
Tue, Dec 17, 2024 — For mid-market CEOs navigating growth, aligning sales, marketing, and customer success can feel like herding cats. As these teams expand, they often develop siloed processes that hinder efficiency and impact the bottom line. A fractional chief revenue officer (CRO) offers a cost-effective solution to this challenge, bringing executive-level expertise to unite revenue functions without the full-time price tag.

Eight Steps to Increase Revenue from Your Existing Customers
Wed, Dec 11, 2024 — There are two ways to grow your business. The first is by acquiring new customers. The second is retaining your current customers and increasing their ongoing revenue stream. Many companies focus their strategic marketing initiatives on finding new markets, new customers, and new applications for their current product offerings. While this focus is essential, many companies lose sight of their best growth opportunities … their current customers. Current customers allow you to grow your revenue without the increased costs associated with new client acquisition activities.
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Five Key Signals CEOs Need a Fractional CRO: Accelerating Growth for Mid-Market Companies, Part 2
Wed, Dec 11, 2024 — Our previous blog explored five key signals indicating when mid-market CEOs should consider hiring a fractional chief revenue officer (CRO). These signals included stagnant growth, entering new markets, preparing for funding rounds, misalignment across revenue functions, and scaling beyond founder-led sales. Let's delve into two additional critical scenarios where a fractional CRO can provide invaluable expertise and support.

Five Key Signals CEOs Need a Fractional CRO: Accelerating Growth for Mid-Market Companies
Tue, Dec 3, 2024 — For mid-market CEOs, navigating growth can feel like walking a tightrope. There's immense pressure to scale the company, optimize revenue streams, and hit ambitious targets without overextending resources or risking quality. While some companies have full-time Chief Revenue Officers (CROs) to spearhead these initiatives, others find that hiring a CRO on a fractional basis provides the right mix of expertise, flexibility, and cost-efficiency.

Creating a Strategic Mindset Within Your Sales Organization
Tue, Dec 3, 2024 — By cultivating a strategic mindset within your sales organization, you can drive customer-centric selling practices, create long-term value for the company and its customers, and position your organization for a sustained competitive advantage and growth. A strategic mindset helps align the sales team's activities and priorities with the company's long-term vision, mission, and objectives. This alignment ensures that the sales efforts contribute to the overall success and growth of the organization.

Financial Resilience: ITR Economics’ 15-Year Forecast to Help You Through the 2030s
Thu, Nov 14, 2024 — The below article from ITR Economics, a valuable and trusted resource for Chief Outsiders, details steps you can take to prepare for the economic depression coming in the 2030s. If you aren't confident that your business can weather the downturn, it may be a good time to reach out to one of our Fractional Chief Marketing Officers and Chief Sales Officers. They can provide the agile, adaptable support required to quickly pivot marketing and sales strategies as economic conditions evolve.

Why Hiring a Fractional CMO or CSO Isn’t Always the Right Solution
Wed, Sep 18, 2024 — Over the past several years there’s been an explosion of companies turning to fractional Chief Marketing Officers (CMOs) and Chief Sales Officers (CSOs). Why? For their expertise and flexibility. They offer high-impact strategic guidance and operational support without the long-term commitment of a full-time hire. But while fractional executives are incredibly valuable, they might not always be the best fit for every organization at every point in time. In this article, I’ll dive into why a fractional CMO or CSO might not always be the right solution and how it compares to the value of a permanent executive.

Building Business Resilience: Lessons in Leadership, Financial Savvy, and Strategic Growth
Tue, Sep 3, 2024 — In the latest CEO Growth Talks episode, Pete Hayes interviews Cameron Brown, Co-Owner of Einstein Moving Company. Cameron talks about their journey in scaling Einstein Moving Co., highlighting key lessons learned along the way. He discusses starting in different industries and overcoming growth challenges and stresses the importance of clear communication, financial savvy, and constant innovation for maintaining success during fast business growth. See full video here.