On this episode of CRO Spotlight, host Warren Zenna sits down with lighting-rod revenue leader Jessica Robertson, Chief Revenue Officer at Orbb. After first connecting at a lively CRO roundtable, they unpack a conversation that could have lasted hours—touching on business philosophy, sales innovation, and the evolving role of relationships in growth. Tune in to discover why Jessica’s intelligence and empathy make her a standout leader in today’s noisy market.

Jessica traces her rise from a teenage sales development representative to spearheading revenue as Orbb’s CRO, reflecting on a decade spent mastering sales leadership across multiple industries. From navigating complex enterprise cycles to running thousands of monthly transactions, she explains how a puzzle-shaped mind fueled her creativity before sharpening it with data-driven rigor. Learn how empathetic listening, agile experimentation, and strategic analytics blended in her approach to drive authentic growth.

They dive into the nuts and bolts of designing scalable revenue operations: defining an ideal customer profile, segmenting ICP tiers, mapping clear funnel stages, and choosing a flexible CRM that grows with you. Jessica emphasizes starting with precise targeting over mass outreach, building functional pipelines grounded in relationship intelligence, and iterating relentlessly by capturing first-party email and calendar data to combat peak noise, maintain data hygiene, and prioritize real connections.

In the final segment, they explore the future of outbound outreach: leveraging email and calendar metadata to surface genuine champions and establish a relationship funnel that complements traditional channels. Jessica unpacks Orbb’s smart career overlap technology—how it uncovers verified networks to fuel warm introductions, reduce wasted touches, and unlock untapped pipelines. Host Warren Zenna closes with actionable insights to help current and aspiring CROs stay ahead in revenue intelligence.

In this episode of CRO Spotlight, host Warren Zenna welcomes Emma Clayton, C-Suite Strategic & Commercial Leadership Consultant at Be Brilliant Consultancy. With 27 years in marketing, Emma reveals the origin of her provocative LinkedIn musing on B2B marketing’s fragmentation and leadership vacuum. She shares why she left a prominent community, how her spontaneous critique went viral, and its implications for today’s revenue leaders.

Emma dives into her ongoing “Who Shot Marketing?” narrative, personifying the profession’s decline through the suspects: VCs treating CMOs as disposable, CFOs overlooking marketing’s strategic role, and recruitment firms fueling tactical specialization. She argues that marketing’s erosion stems from professionals losing their strategic identity and defaulting to siloed, short-term tactics instead of holistic business leadership.

Warren and Emma explore the Chief Revenue Officer role as a remedy for fragmented revenue functions. They debate why CMOs often switch to CRO titles for prestige and survival, and how genuine CRO leadership demands a business-centric mindset that integrates marketing, sales, and customer success. Highlighting cross-functional alignment and strategic vision, they offer a blueprint for CROs to unify teams and develop the competencies needed for a coherent revenue engine.

In closing, Emma urges listeners to channel their expertise into shaping the next era of marketing and revenue leadership. She calls on CEOs and aspiring CROs to end silos and collaboratively redefine marketing’s role within the revenue engine. Listeners are encouraged to share insights and drive positive change. This episode equips leaders with fresh perspectives on strategic marketing, revenue alignment, and building resilient organizations ready for tomorrow’s challenges.

In this episode of CRO Spotlight, Warren Zenna sits down with Joe Gravino, Principal at Falcon Partners. They explore how private equity–backed firms identify and deploy revenue leaders. Joe explains Falcon’s boutique search approach focusing on aligning go-to-market teams with strategic objectives. Together, they pinpoint key markers of organizational readiness for a Chief Revenue Officer. They discuss timing hires to maximize growth.

Warren and Joe tackle confusion between the CRO role and sales leadership and why it should follow dedicated sales, marketing, and customer success structures. Joe outlines how to educate investors on sequencing leadership hires and building foundational infrastructure. They emphasize defining scope clearly and fostering cross-team collaboration to unite go-to-market functions under a cohesive revenue strategy.

Conversation turns to key competencies for standout CROs. Joe highlights revenue operations expertise and data fluency as essential. He illustrates how boardroom vision must pair with front-line execution to translate insights into results. They touch on leadership styles that balance strategy with hands-on coaching. Warren and Joe discuss traits of urgency and adaptability needed under investor-driven expectations.

Finally, Warren and Joe share best practices to prepare the organization and CRO for success. They explore establishing robust processes, integrating tech stacks, and building transparent reporting frameworks. They emphasize executive sponsorship and cross-functional alignment to empower a revenue leader. Listeners receive actionable advice for creating an environment where a CRO can diagnose gaps and drive sustainable growth.