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Uncertainty Is Real. Opportunity Is Too.
The headlines say one thing. The data says something more nuanced. Here's what mid-market CEOs should actually be paying attention to right now. This two-part series from Chief Outsiders Founder & CEO Art Saxby explores what the data actually shows about CEO confidence, why this moment is different from past disruptions, and where mid-market companies are finding real growth opportunities right now.
When to Hire a Fractional CMO vs Full-Time CMO
Tue, May 26, 2026 — Executive Takeaways The distinction between fractional and full-time CMO isn't hours or cost — it's orientation and incentives. Fractional wins in definable contexts: transitions, growth stages, and moments requiring an honest broker. The CEO-CMO trust gap is structural, not personal. Fractional leadership changes the architecture. Full-time is right for large-scale transformation. CEOs must match the model to the moment.
From Loyalty Programs to Leadership: What 20 Years in CRM Taught Me About Organizational Growth
Mon, May 11, 2026 — Executive Takeaways The principles that build customer loyalty work just as well on your best employees and partners. Salary and bonus are table stakes. What keeps top performers are the moments that make them feel like insiders. Internal friction is as damaging as friction in a customer journey — and just as fixable. Generic recognition retains no one. Tailored moves do. Loyalty programs taught many of us how to turn casual buyers into raving fans. My 20 years in CRM and loyalty for brands like Marriott, Amazon, and American Express—and leading a $3B customer platform—taught me something bigger: The same system that keeps customers coming back also keeps your best people from leaving. When growth stalls, most CEOs reach for the usual levers: more demand gen, more recruiting, more channels.
Should I Hire a Fractional CMO?
Fri, May 8, 2026 — Executive Takeaways A full-time CMO can cost $1M in year one — before the first campaign ships. Full-time CMOs optimize for tenure. Fractional CMOs optimize for outcomes. Fractional CMOs bring cross-industry pattern recognition that deepens with every engagement. Fractional leadership wins in specific, definable contexts. The next article maps exactly when.
The Midmarket CEO’s Guide to Hiring a Fractional Executive
Mon, Aug 25, 2025 — Different Kind of Hiring In a business climate where agility is currency, fractional executives have moved from a niche solution to a strategic growth lever. For midmarket companies—large enough to require senior leadership, yet lean enough to feel every overhead dollar—fractional executives offer an appealing mix of expertise, flexibility, and speed.
Your Legacy, Amplified: Preparing the Business for Growth Without You at the Helm
Wed, Jun 25, 2025 — Every founder I’ve ever met pours themselves into their businesses—every decision, every milestone, every customer won (or lost) feels personal. And rightfully so. For many, the company isn't just a source of income; it's the embodiment of years of grit, sacrifice, and belief. But here’s the hard truth: what helped a company grow in its early years often isn’t what’s needed to scale. At some point, the business becomes bigger than one person—even the founder. That moment doesn't have to feel like an ending. In fact, it’s the beginning of something powerful.
What Marketing and Sales Executives Can Learn from Each Other
Fri, Mar 28, 2025 — In too many organizations, marketing and sales operate in silos—sometimes friendly, sometimes not. But in today’s fast-moving business landscape, the best-performing companies know that the relationship between all revenue functions – typically the Chief Marketing Officer (CMO) and Chief Sales Officer (CSO) - is not just important. It’s mission-critical.
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.
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.
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.