The Outsider’s Advantage brings together writing at the intersection of marketing and finance, shaped by years of experience working in B2B SaaS and Tech. The essays collected here reflect on leadership, decision-making, and trust – examining how CMOs and CFOs navigate growth, accountability, and commercial judgement when traditional boundaries no longer hold. Written from the vantage point of someone who has stood between disciplines, this archive explores why the most effective leadership often comes from understanding how marketing and finance think differently – and learning to connect the two.
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What the Super Bowl Ads Tell Me About Where AI Branding Is Heading
Every year, Super Bowl ads attract outsized attention — not just because of their creativity, but because of what they reveal about how marketing decisions are made at the highest level. But before I go on any further, let me…
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When a Nation Sings, a Team Stands Taller
In a recent post, I looked at what makes great teams truly great. It’s not just about talent, tactics, or leadership in Marketing structures. There’s something harder to define: shared belief, collective identity and the moments that bring people together…
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AI Imitating Humans or the other way around?
In the past few months, I’ve had the same boring conversation several times: did I really write this myself, or did an AI help? Aside from the fact that I believed it was fairly accepted practice to use AI for productivity…
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From marketing to finance: rethinking the 4 Ps for modern CFOs
There are certain ideas that stay with you over a career. For me, one of those has always been the four Ps of marketing: Product. Price. Place. Promotion. I never thought of them as a checklist or a set of…
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What Makes a Team Truly Great: Lessons From Two Days of Reflection
Recently, I took a break from the usual daily routine to spend two full days with my leadership team. There were no dashboards, no campaigns, and no urgent decisions – just time together to pause, reflect, and explore what really…