Senior Enterprise Account Executive - East

About the Role

As a Senior Enterprise Account Executive, you will play a key role in driving Contentsquare’s growth across North America by identifying, developing, and closing strategic enterprise opportunities. You’ll own the full sales cycle, from prospecting and pipeline development through negotiation and close, while building trusted relationships with senior decision-makers and C-suite executives.

This is an opportunity for a proven enterprise sales professional who thrives in a competitive, fast-paced environment, takes an entrepreneurial approach to building pipeline, and knows how to translate complex business challenges into compelling solutions. Working cross-functionally with Solutions Consulting, Customer Success, Finance, Legal, and other teams, you’ll help customers realize the value of Contentsquare while contributing to our continued growth in the region.

What You’ll Do

• Drive new business: Own the end-to-end sales cycle, from prospecting and qualification to negotiation and close, with a strong focus on acquiring new enterprise customers.

• Build and manage pipeline: Develop a robust pipeline of high-value opportunities through strategic prospecting, territory planning, account research, and effective engagement with key stakeholders.

• Navigate complex enterprise sales: Lead sophisticated, multi-stakeholder sales cycles, building business cases that connect Contentsquare’s solutions to customer priorities and measurable business outcomes.

• Engage executive stakeholders: Establish credibility and build lasting relationships with senior executives, decision-makers, and other key influencers across target accounts.

• Drive account growth: Identify opportunities to expand relationships with existing customers through cross-sell, upsell, and strategic account development.

• Communicate customer value: Articulate Contentsquare’s value proposition and differentiate our platform in a competitive market, connecting customer challenges to tangible business impact.

• Collaborate cross-functionally: Partner with Solutions Consulting, Customer Success, Finance, Legal, and other internal teams to deliver a cohesive customer experience and advance opportunities.

• Champion the customer: Bring customer insights and market feedback back to the business to inform product innovation, go-to-market strategy, and continuous improvement.

• Contribute to regional growth: Bring an entrepreneurial mindset, strong commercial judgment, and a results-driven approach to expanding Contentsquare’s presence across North America.

What You’ll Bring

• 7+ years of successful B2B SaaS sales experience, with a strong track record of acquiring new enterprise customers and driving new revenue.

• Demonstrated success managing complex, consultative enterprise sales cycles, from initial prospecting through contract negotiation and close.

• Experience building and maintaining a healthy pipeline, prioritizing opportunities, and managing multiple deals across different stages of the sales process.

• Proven ability to build relationships with senior executives and C-suite stakeholders, influence buying decisions, and navigate complex organizational structures.

• Strong business acumen, with the ability to uncover customer challenges, develop compelling value propositions, and connect solutions to measurable business outcomes.

• Excellent communication, presentation, negotiation, and relationship-building skills.

• An entrepreneurial mindset and the ability to operate independently, take ownership, and adapt in a fast-paced, evolving environment.

• A customer-first approach, with a genuine interest in building long-term partnerships and driving customer success.

Nice to Have

• Experience selling MarTech, digital experience, customer experience, analytics, or other technology solutions to enterprise organizations.

• Familiarity with the challenges enterprise businesses face when optimizing digital journeys and improving customer experiences.

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