A conversation about the hidden drag on growth
and what it really takes to break through.

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A conversation about the hidden drag on growth and what it really takes to break through.

The Revenue Dilemma explores the complexities revenue organizations face when striving for growth in a competitive, ever-changing market. Research shows that the enterprise is leaving at least 5-20% of current revenues on the table as upside growth due to inaction on known opportunities. Inspired by Clayton Christensen's "The Innovator's Dilemma," this podcast provides dynamic stories and solutions for identifying and capitalizing on this found revenue potential and breaking through to the next S-curve of growth.


CSuite Professionals - CRO’s, CEO’s, CMO’s, CFO’s

VP Level Revenue Officers

Marketing and Growth Leaders

Our Audience

As a four-time Chief Revenue Officer for growth-stage companies, I’ve spent my career in the trenches of GTM execution—building teams, closing gaps, and turning untapped potential into real revenue.

I’ve helped organizations exceed targets, scale faster, and unlock new levels of performance—but the toughest part is knowing there’s always more that can be done. That gnawing sense that despite the wins, you’re still leaving growth behind.

That’s why I started The Revenue Dilemma—to go deeper and unpack what really drives (or blocks) growth in modern companies. Not recycled playbooks from a different era, but real conversations about how to scale when the rules are changing in real time.

Meet your Host, Tony Capasso

Together we offer strategies to leverage data, technology, and human capital to unlock growth, balancing traditional methods with innovative approaches.  

Revenue Capacity Gaps

Why growth stalls even when markets are strong, and how internal constraints hold teams back.

Topics

Organizational Psychology

The role of AI in freeing up human capacity and accelerating execution
—without replacing strategy.

AI as an Enabler (Not Savior)

How team mindset, resistance to change, and leadership misalignment block execution.

Execution Strategy

From idea to implementation: frameworks to prioritize and activate the most impactful initiatives.

Real Stories from the Field

Unfiltered, behind-the-scenes stories of missed targets, unexpected wins, and hard-earned lessons.

Revenue Acceleration

Rethinking team design to embed innovation and unlock new growth layers.

Together, we'll explore the strategies and insights that can help our listeners solve the Revenue Dilemma, once and for all.

Join the waitlist for early viewing

/ apply to be a guest

Hear from
Renowned Growth Leaders

Upcoming Episodes

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