Growth Insights for CEOs

Outsider Insights | The Backup Plan You Don't Have Is Already Costing You
Executive Takeaways
- Commercial team gaps happen for many reasons: someone leaves, someone is underperforming, or the business needs a capability the current team doesn’t have.
- Mid-sized companies tend to run lean, which means there’s rarely a qualified backup ready to step into a critical role.
- The real cost of that gap isn’t the empty seat. Priorities slow, teams lose direction, good people get frustrated, and commercial efforts stall.
- Rushing a permanent hire isn’t always the answer. Fractional resources can keep the business moving while you make the right long-term decision.
- The best time to decide how you’ll handle a critical commercial is before one opens.
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.
Recent Posts

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.
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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.

Defining the Future of C-Level Fractional Support
Thu, Aug 1, 2024 — In the latest CEO Growth Talks episode, Pete Hayes interviews Ellen Wood, CEO, founder, and president of VCFO. Ellen reflects on her 28-year journey pioneering the virtual CFO concept. She discusses the company's growth, overcoming initial skepticism about the fractional model and its acceptance as an industry standard. See full video here.

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.

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.