Chief Revenue Officer

Hearst • Norwalk, CT

9h • Hybrid

About The Position

Connecticut’s largest and most diversified media company is seeking a Chief Revenue Officer to redefine how revenue is built, scaled, and sustained in a modern media organization.

This is a mandate for a leader who wants to rewrite the playbook, not operate within it—someone who sees AI not as a concept, but as a practical and immediate competitive advantage, and who has the experience and conviction to embed it across a complex, multi-channel revenue organization.

Hearst Connecticut Media Group (HCMG) is the largest and most diversified media company in the state, anchored by CTInsider.com, Connecticut’s leading digital news destination. We connect businesses to audiences across a powerful, multi-channel platform spanning digital, print, sponsorships, and live events.

As part of Hearst—one of the most respected and enduring media companies globally—HCMG benefits from long-term investment, institutional strength, and a clear commitment to local journalism.

As Chief Revenue Officer, you will own and architect the full commercial engine of HCMG, from initial market engagement through long-term client growth and retention.

You will lead a cross-functional organization spanning Sales, SDR, Revenue Operations, and Marketing, with direct accountability for revenue performance across all channels and customer segments.

This role extends beyond delivering near-term results. The mandate is to build a durable, future-ready revenue organization—one that is more intelligent, more efficient, and more client-centric than traditional local media models.

Requirements

• Proven senior revenue leadership experience within media, advertising, ad tech, SaaS, or closely related industries (required)
• Demonstrated success building and scaling multi-channel revenue organizations, ideally within complex or evolving business models
• Track record of driving growth through both strategy and execution, including go-to-market transformation
• Deep understanding of modern revenue models, including digital advertising, performance marketing, and integrated client solutions
• Strong perspective on the application of AI and automation within sales organizations, with evidence of practical implementation
• Ability to operate at both strategic and operational levels—shaping direction while driving execution
• Exceptional leadership presence, with a track record of attracting, developing, and retaining high-performing teams
• Highly client-centric mindset, with a belief that sustainable revenue growth is driven by delivering measurable client value
• Comfort operating in dynamic environments, with the ability to bring clarity and direction amid ambiguity
• Based in Connecticut or willing to relocate
• Commitment to being present in the market and with the team (4 days in office)

Responsibilities

• Define and execute the enterprise go-to-market strategy, including segmentation, pricing, packaging, and channel mix across digital, print, sponsorships, and events
• Lead, develop, and scale a high-performing leadership team, fostering a culture of accountability, performance, and continuous improvement
• Drive revenue growth across SMB, regional, multi-location, and enterprise segments
• Operationalize AI and automation across the revenue lifecycle—from prospecting and outreach to proposal development and client retention
• Partner across Marketing and Revenue Operations to deliver a seamless, differentiated client experience
• Establish rigorous pipeline management, forecasting, and performance analytics as core operating disciplines
• Build and evolve a modern revenue technology stack, enabling real-time visibility and improved sales productivity
• Serve as a senior external representative of HCMG, strengthening market presence and deepening relationships across the Connecticut business community

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Education Level: No Education Listed