Chief Outsiders

🚨 The next chapter of Chief Outsiders is here! Bringing more impact and a strategic shift, designed for CEOs who need clarity, speed, and expertise without the fluff. 🔹 Find the right fractional executive—fast. 🔹 Access expert perspectives that cut through the noise. 🔹 See how we plug into your business and drive growth on demand. Here’s what’s new: ↪ Who is this for? CEOs who need marketing and sales leadership now—but not full-time. ↪ How do I know if I need help? If revenue is stalling, leads are weak, or sales teams aren’t closing, it’s time to bring in expertise. ↪ What’s different? A clearer path to solutions, industry insights at your fingertips, and an easier way to find the right executive for your needs. Here's the next chapter of Chief Outsiders: https://bit.ly/3dSJHVm

A tech stack should boost growth, not interrupt it. But for too many mid-market companies, the stack has become a patchwork of disconnected tools, outdated processes, and shiny objects no one knows how to use. That’s tech clutter. 💻🗑️ Consider this strategic shift: → Align your stack around the buyer journey, not internal teams. → Prioritize integration and real-time data flow over tool count. → Enable marketing and sales to operate from the same playbook. The goal isn’t just automation—it’s acceleration. Your tech stack should reduce friction, align customer insights, and empower your team to move faster, smarter, and with more confidence. In a world where 92% of B2B buyers are making decisions before they talk to a human, your stack is your frontline. Make it work like one.

Marketing and sales alignment was always a plus. But now, they can't afford to operate in silos—not anymore. When CMOs and CSOs align, business moves faster. Execution sharpens. Growth accelerates. We see it every day: companies with a strong go-to-market partnership between marketing and sales are more efficient, more predictable, and ultimately more successful. But that kind of partnership doesn’t just happen. It starts with understanding the strengths each function brings to the table—and learning from each other. Here’s where that alignment begins: 👉 CMOs who stay close to the sales floor build positioning that closes deals—not just wins awards. They listen for real-time objections, trending pain points, and what actually converts. 👉 CSOs who lean into marketing’s strategic perspective unlock value beyond the pipeline. They get better messaging, more efficient targeting, and stronger differentiation in every conversation. 👉 CMOs help sharpen the ICP, prioritize high-fit accounts, and make sure sales is engaging the right buyers at the right time. 👉 CSOs bring urgency, customer insight, and the daily feedback loop that keeps marketing grounded in what really works. When they work together, the result is a focused, aligned growth engine that scales. We've seen it in action across hundreds of mid-market companies. This is why our model includes both battle-tested CMOs and CSOs—and why our Growth Gears OS unites sales and marketing execution under one strategy, one roadmap, one shared goal. It’s not just about building demand or closing deals. It’s about growing together. https://bit.ly/3RwTot4 ✍️

Tad Egami has joined Chief Outsiders as a Fractional CMO, bringing 25+ years of B2B growth leadership to mid-sized SaaS and services companies. His track record: 🤩 → 74% YoY increase in qualified leads at an HR services company → Managed $200M+ ARR at a CCaaS provider while hitting 115% of upsell targets → Decades of experience aligning marketing, sales, and customer success for scalable growth Tad knows how to turn strategy into pipeline—then into revenue. Welcome to the team, Tad. https://bit.ly/429CyW8

The subscription model: Outpaced. Traditional platforms: No longer flexible enough. SaaS companies that cling to old models are already falling behind—just look at the drop in ARR growth. The next wave will bring AI-native SaaS platforms built for adaptability, personalization, and intelligent automation—and these will be business-critical. ➡️ Outcome-based pricing ➡️ Predictive AI-driven insights ➡️ Agents that act, not just inform 📣 “SaaS companies that successfully integrate AI capabilities while maintaining the reliability and scalability of traditional SaaS models will be best positioned to capture the $1.2 trillion AI-enabled software market opportunity through 2032.” https://bit.ly/4iiih7C

A marketer who blends strategy with serious execution power: Tara Weymon Leonard. She’s led national campaigns, built powerhouse teams, and knows how to turn brand strategy into revenue. See why we're thrilled to have her on our team! 🎥 ⬇️

If your sales team isn’t using AI, it’s probably because it doesn’t feel useful. Or easy. The Technology Acceptance Model explains exactly why AI adoption stalls—and how to fix it. 🎥 Watch for a preview, then grab the full guide from Dr. Carl Henson: https://bit.ly/3RmM6Ie

🤔 What did CEOs talk about in Q1? Three themes stood out: tariffs, uncertainty, and AI. Dig into the analytics and the full report 🔽

When ASLA set out to transform a 125-year-old institution, they didn’t need a quick fix. They needed help to translate a bold vision into aligned, actionable strategy—without losing momentum or buy-in. With fractional CMO Tom McCrary, CEO Torey Carter-Conneen found the right mix of strategic thought-partner and execution support. Together, they built a 3-year roadmap, aligned the organization around a shared vision, and tackled change through insight, clarity, and collaboration. 📣 “We think more strategically and are much more effective because of Tom’s guidance and experience.” – Torey Carter-Conneen Take a peek at what a strategic partnership looks like. https://bit.ly/4alQnDi

Welcome Vince Margiotta, our newest Fractional CSO. Vince brings proven expertise scaling technology and communications companies—from launching new managed services to driving 22% CAGR in B2B sales. He’s led P&Ls from $10M to multi-billion, built high-performance teams, and consistently turned complexity into measurable growth. Excited to see the impact Vince brings to mid-market tech CEOs ready to take sales to the next level. https://bit.ly/4ca0ZY7