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.

Hiring the right Chief Revenue Officer can make or break a company's growth trajectory. In this episode, Warren Zenna and Wayne Starritt unpack the systemic issues behind CRO hiring failures—and why fixing the hiring process itself is critical to long-term success. They reveal how many companies unknowingly sabotage CROs before day one.

Wayne shares lessons from working with PE-backed SaaS firms, highlighting why hiring a CRO isn't like hiring a CFO or CMO. He and Warren dig into why short-term problem solving often trumps strategic vision—and how that dynamic must change if companies want sustainable revenue leadership.

The conversation dives deep into why misaligned expectations between CEOs, boards, and CROs create chaos, and how leaders can proactively design CRO roles that align with true business needs. Wayne also shares real-world stories of when bad hiring processes led to good CROs failing unnecessarily.

If you’re a CEO preparing to hire a CRO, a current CRO aiming to thrive, or an aspiring CRO planning your next move, this episode is packed with tactical advice. Learn how to recognize warning signs, ask the right questions during interviews, and structure your next CRO appointment for real impact.

In this episode of CRO Spotlight, host Warren Zenna welcomes John E. Lepto IV for a deep dive into current revenue leadership challenges. Their insightful conversation unpacks the evolving CRO role amid aggressive market dynamics and PE pressures, revealing actionable strategies to balance growth ambitions with operational discipline.

John E. Lepto IV shares extensive experience navigating complex revenue landscapes by aligning sales, marketing, and customer success to achieve measurable outcomes. He highlights pitfalls in outdated growth tactics and misalignment within PE-backed organizations, offering clarity on practical steps that recalibrate revenue strategy for stronger performance and sustainable profitability.

Warren and John explore the nuances of the CRO role, stressing that clear authority, adequate resources, and strategic autonomy are essential for success. Their dialogue discusses how ambiguous job definitions and short-term pressures can hinder long-term growth. The conversation offers fresh insights on transforming revenue operations into lean, agile engines that drive innovation and secure customer retention.

Focusing on practical, data-driven solutions, the episode challenges traditional growth-at-all-costs models. The hosts advocate for disciplined pipeline efficiency and smart account expansion, rather than merely increasing volume. This engaging discussion equips CEOs, current CROs, and those aspiring to the role with the tools needed to build resilient, customer-centric organizations in today’s competitive, PE-influenced market.

On this engaging episode of CRO Spotlight, host Warren Zenna sits down with Guy Rubin, Founder and CEO at Ebsta, to dissect the evolving CRO role. They explore the challenges companies face when hiring for growth—from misaligned expectations to premature role adoption. Their conversation sparks innovative ideas on how to recalibrate commercial strategies for lasting success.

Guy delves deep into the pitfalls of early CRO hires and the impact of a 17-month turnover trend. He shares insights on how misaligned sales processes can stunt growth and emphasizes the benefits of a 360 sales strategy. Backed by research, his analysis offers practical ways to realign roles within organizations for improved revenue consistency.

Throughout the discussion, Warren and Guy uncover the secret of achieving execution consistency that turns modest outcomes into breakthrough performance. They explore how synchronized teams, bolstered customer engagement, and the smart use of AI can drive revenue intelligence. Their dialogue provides a roadmap for leveraging data to transform commercial operations.

Wrapping up the episode, the conversation shifts to practical solutions that de-risk CRO hiring and capture emerging growth opportunities. Guy explains how Ebsta’s relationship intelligence platform offers clear insights on sales cycles, stakeholder engagement, and actionable benchmarks. Listeners leave with powerful strategies to accelerate revenue growth and secure long-term results.

Warren Zenna welcomes Elio Narciso on CRO Spotlight as they dive deep into the challenges of data overload in today’s sales environments. They explore how manual tasks and disjointed CRM systems drag down productivity while innovative integrations and AI-driven agents set the stage for a transformative approach that empowers CROs and their teams to focus on high-impact activities.

The conversation shifts to the impact of agent technology and automated research on routine tasks. Warren and Elio discuss how advanced integration and workflow systems can eliminate tedious data entry, enabling sales teams to spend more time building relationships and closing deals. This vision resonates strongly with CROs seeking actionable improvements across revenue operations.

In a candid exchange, the duo recounts their journey from traditional sales challenges to embracing disruptive data automation. They share firsthand experiences of overcoming manual inefficiencies that hindered performance and detail how clear, reliable data transforms decision-making for mid-market and larger companies, sparking optimism among revenue leaders.

Wrapping up their discussion, Warren and Elio highlight the urgency for CROs, aspiring leaders, and CEOs to adopt innovative solutions today. They emphasize that achieving streamlined revenue operations through precise, automated analytics is not just an upgrade—it’s a vital shift in competitive sales strategy that can unlock predictable and profitable growth.

In this episode of the CRO Spotlight podcast host Warren Zenna connects with Janis Zech, Co-Founder and CEO at Weflow. They explore the rising significance of the Chief Revenue Officer role amid evolving market challenges. The discussion sets the stage by addressing operational inefficiencies and the need for precise revenue intelligence in today’s competitive environment.

The conversation dives deep into aligning sales, marketing, and customer success for a unified revenue strategy. Janis shares insights from his extensive experience, emphasizing the impact of early CRO integration on business performance. Key topics include data automation, pipeline management, and the value of cross-functional collaboration.

Listeners gain real-world examples and actionable advice on overcoming common pain points. The dialogue reveals how strategic hiring and the smart use of technology boost efficiency and reduce non-selling activities. Janis and Warren discuss building a cohesive leadership architecture that minimizes silos and drives sustained growth.

As the episode unfolds, the focus shifts to the future of revenue operations and the transformative potential of AI-driven insights. Both experts challenge traditional models and inspire CROs, aspiring leaders, and CEOs to embrace innovation. Tune in to discover how targeted strategies and precise revenue intelligence can elevate your organization to new heights.