RVP, Enterprise Sales

Job Description

Contentsquare is the all-in-one experience intelligence platform designed to be easily used by anyone who cares about digital journeys. With our flexible and scalable platform, organizations quickly get a deep understanding of their customers’ whole online journey.

Our aim is to create an inclusive workplace where everyone learns and succeeds. Contentsquare has built a community of individuals who are daring, understanding, and deliberate. We invite you to join us in making the complex simpler—for our customers, their customers, and each other.

Important note: Be careful of scammers pretending to be from Contentsquare. We will never ask for money or contact you through random texts. Any communication from our in house Talent Acquisition team will only ever come from our contentsquare.com or @contentsquare-ext.com domain. For more information, visit our careers blog.

About the Role

As the RVP of Enterprise Sales, you will play a critical leadership role in driving Contentsquare's growth across North America. You will lead, develop, and scale a high-performing team of Enterprise Account Executives, establishing the regional sales strategy and driving new customer acquisition, pipeline generation, and revenue growth across strategic enterprise accounts.

This is an opportunity for an experienced sales leader who combines a strong track record of enterprise SaaS sales success with a passion for building and developing exceptional teams. You'll bring a hands-on, entrepreneurial approach to leadership, balancing strategic direction with active involvement in deal strategy, pipeline development, and coaching to help your team consistently deliver results.

Reporting to the VP of Sales, you will be a key member of Contentsquare's US Sales Leadership team, partnering closely with senior leadership and cross-functional teams across Sales, Marketing, Solutions Consulting, and Customer Success to accelerate regional growth, strengthen our market presence, and deliver long-term customer value.

What You'll Do

• Lead regional sales performance: Own the Enterprise team's revenue performance, driving the achievement of individual, team, and regional targets while establishing a culture of accountability, high performance, and continuous improvement.
• Build and develop a high-performing team: Recruit, hire, develop, and retain top enterprise sales talent. Provide ongoing coaching, mentorship, and career development to strengthen individual performance and build a strong leadership pipeline.
• Drive regional strategy and growth: Develop and execute the regional sales strategy, identifying opportunities to expand Contentsquare's enterprise footprint, penetrate strategic accounts, and accelerate new business acquisition.
• Build a predictable pipeline: Establish a strong pipeline generation culture across the team, driving effective territory planning, strategic prospecting, account prioritization, and collaboration with SDR and Marketing teams to maximize pipeline creation.
• Coach and accelerate deal execution: Partner with Account Executives on strategic opportunities, providing guidance on deal strategy, executive engagement, competitive positioning, negotiation, and closing complex enterprise agreements.
• Drive operational excellence: Leverage pipeline reporting, forecasting, dashboards, and performance metrics to assess business health, identify opportunities and risks, and maintain accurate revenue forecasts.
• Strengthen cross-functional partnerships: Collaborate with Solutions Consulting, Marketing, SDR, Customer Success, Finance, Legal, and other internal teams to create a cohesive go-to-market approach and deliver an exceptional customer experience.
• Build executive relationships: Develop relationships with senior customer stakeholders and executive decision-makers, serving as an executive sponsor on strategic opportunities and helping the team navigate complex enterprise organizations.
• Represent Contentsquare in the market: Act as a senior ambassador for Contentsquare, representing the company at industry events, executive engagements, and customer meetings while strengthening our regional market presence.
• Champion the customer: Bring customer insights, competitive intelligence, and market feedback to internal stakeholders to help inform go-to-market strategy, product direction, and continuous improvement.

What You'll Bring

• 7+ years of successful B2B SaaS sales experience, with a strong track record of acquiring new enterprise customers and driving significant revenue growth.
• 2+ years of demonstrated experience leading, coaching, and developing high-performing enterprise sales teams within a technology company.
• Proven success driving enterprise sales performance, consistently achieving revenue targets, and building a culture of accountability and results.
• Experience developing and executing regional sales strategies, including territory planning, pipeline generation, and new business acquisition.
• Strong understanding of complex enterprise sales cycles, with the ability to coach teams through strategic prospecting, executive engagement, negotiation, and deal execution.
• Demonstrated ability to recruit, develop, and retain top sales talent while building a collaborative, high-performance team environment.
• Strong business acumen and analytical skills, with the ability to leverage sales metrics, pipeline reporting, and forecasting to drive informed business decisions.
• Exceptional executive presence and communication skills, with the ability to build credibility and influence across customer organizations and internal leadership teams.
• A hands-on, entrepreneurial mindset with the ability to balance strategic leadership with direct involvement in the business.
• Experience working cross-functionally in a fast-paced, evolving technology environment.
• A bachelor's degree or equivalent practical experience.

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, understanding customer behavior, and improving digital experiences.
• Experience scaling enterprise sales teams and expanding market presence within a high-growth SaaS organization.

#LI-Remote #BI-Remote

For Colorado-based roles: Minimum annual base salary of $200,000. You may also be offered incentive compensation, bonus, equity, and benefits. More details about our company benefits can be found below.

Why you should join Contentsquare:

▪️ We’re humans first. We hire dedicated people and provide them with the trust, resources and flexibility to get the job done.

▪️ We invest in our people through career development, mentorship, social events, philanthropic activities, and competitive benefits.

▪️ We are a fast growing company with a track record of success over the past 10 years, yet we operate with the agility of a startup. That means a huge chance to create an immediate and lasting impact.

▪️ Our clients, partners and investors love our industry-leading product.

To keep our employees happy and engaged, we are always assessing the benefits/perks we offer to ensure we are competitive. Here are a few we want to highlight:

Why you should join Contentsquare

We invest in our people through career development, mentorship, social events, philanthropic activities, and competitive benefits. We are always assessing the perks we offer to ensure we’re aligned with the employees' needs.

Here are a few we want to highlight:

- Virtual onboarding, Hackathon, and various opportunities to interact with your team and global colleagues both on and offsite each year

- Work flexibility: hybrid and remote work policies

- Generous paid time-off policy (every location is different)

- Lifestyle allowance

- A Culture Crew in every country we’re based in to coordinate regular activities for employees to get to know each other and bond outside of work

- Every full-time employee receives stock options, allowing them to share in the company’s success

- We have multiple Employee Resource Groups, that offer a safe space for individuals who share common identities, life experiences, or allyship to connect, support one another, and passionately advocate for the issues close to their hearts

- And more benefits tailored to each country

Won BuiltIn Best Places To Work 2026!

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