Senior Deal Desk Strategist

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.

We are a global leader in the experience analytics space, having secured $1.4 billion in funding and expanded to 15 offices worldwide. We’re here to stay—and we’re looking for team members that can help us further our growth.

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. For more information, visit our careers blog.

The Revenue Operations Department is seeking a Senior Deal Desk Strategist, a hands-on person who will collaborate closely with sales leadership, finance, and legal teams to ensure the smooth execution of complex deals, balancing both profitability and customer satisfaction.

In this role, you will partner with sales to manage complex Enterprise deal structuring, pricing strategies, and contract negotiations across the Americas. Your focus will be supporting and partnering to scale the deal desk function, partnering with internal teams to implement and optimize CPQ (Configure, Price, Quote) tools, and driving greater efficiency in the sales process.

This role requires a combination of strategic thinking, operational expertise, and hands-on experience with CPQ systems. You will serve as a trusted advisor to sales leadership, influencing key decision-making to drive revenue growth while maintaining profitability.

• Lead Deal Structuring: Oversee and manage the entire deal structuring and pricing process for high-value and complex SaaS contracts in partnership with sales, ensuring alignment with company goals and customer needs.
• Pricing and Discount Management: Develop and refine pricing strategies, approval workflows, and discount frameworks to ensure deals meet financial and operational targets.
• Cross-Functional Collaboration: Partner closely with Sales, Legal, Finance, Product, and Customer Success teams to ensure deal terms are consistent with corporate policies, legal requirements, and customer satisfaction goals.
• Sales Enablement: Act as a trusted advisor to the sales team, providing guidance on deal strategies, pricing options, and non-standard contract terms to optimize win rates and margin preservation.
• Process Optimization: Identify and implement process improvements to streamline deal approval workflows, reduce cycle times, and enhance the efficiency of the Deal Desk function.
• Risk Management: Assess and mitigate risks associated with deal terms, including financial, legal, and operational risks, ensuring compliance with internal controls and external regulations.
• Reporting and Analytics: Track and analyze deal performance metrics, providing actionable insights and recommendations to sales leadership and executive teams to drive continuous improvement.
• Team Leadership: Mentor and help develop a high-performing Deal Desk team, fostering a culture of excellence, accountability, and collaboration.
• CPQ System Management: Partner in overseeing the configuration and optimization of the CPQ system to ensure it aligns with business requirements. Collaborate with IT and business stakeholders to drive system enhancements and resolve issues.

• 6+ years in Enterprise deal desk, sales operations, or revenue operations roles. Prior experience managing a global team, B2B SaaS Experience and or Enterprise sales is highly preferred.
• Proven experience with CPQ implementation, configuration, and optimization (preferably DealHub CPQ). Strong understanding of CPQ architecture and ability to customize and improve the system.
• Bachelor's degree in Business, Finance, or a related field. MBA or equivalent is a plus.
• Strong understanding of SaaS business models, including subscription-based pricing, renewals, upsells, and cross-sells.
• Proficiency with Salesforce, CPQ systems, and contract management software. Advanced Excel and data analysis skills.

• Exceptional verbal and written communication skills with the ability to present complex information to C-level executives.
• Data-driven decision maker with strong problem-solving skills and the ability to translate insights into actionable strategies.

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)

- Immediate eligibility for birthing and non-birthing parental leave

- Wellbeing and Home Office allowances

- 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

Contentsquare is an equal opportunity employer. Qualified applicants will receive consideration for employment without regard to sex, gender identity, sexual orientation, race, color, religion, national origin, disability, protected veteran status, age, or any other characteristic protected by law.

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