Commercial Deal Assurance Lead

Join us in bringing joy to customer experience.  Five9 is a leading provider of cloud contact center software, bringing the power of cloud innovation to customers worldwide.   

Living our values everyday results in our team-first culture and enables us to innovate, grow, and thrive while enjoying the journey together. We celebrate diversity and foster an inclusive environment, empowering our employees to be their authentic selves. 

Join us in bringing joy to customer experience.  Five9 is a leading provider of cloud contact center software, bringing the power of cloud innovation to customers worldwide.   

Living our values everyday results in our team-first culture and enables us to innovate, grow, and thrive while enjoying the journey together. We celebrate diversity and foster an inclusive environment, empowering our employees to be their authentic selves. 

About the Role

As the Deal Assurance Lead, you will play a critical role in ensuring the integrity, profitability, and compliance of commercial deals in a fast-paced B2B SaaS environment. You’ll act as the strategic bridge between sales, finance, legal, product, and customer success, reviewing complex deals to ensure alignment with company policies, margin goals, and contractual standards. Your expertise will help optimize deal structure, reduce risk, accelerate sales velocity, and drive scalable growth.

Key Responsibilities

• Review and approve non-standard deals for pricing, margin, commercial terms, and contract compliance
• Partner with sales, legal, and finance teams to structure deals that align with business objectives while meeting customer needs
• Ensure all deals adhere to established pricing guidelines, discount thresholds, revenue recognition rules, and contracting policies
• Identify risks or gaps in proposed deals and recommend solutions or alternative structures
• Support sales teams with guidance during the deal negotiation process to expedite approvals and ensure compliance
• Collaborate with product, billing, and operations teams to ensure accurate implementation of complex or bespoke deal terms
• Support continuous improvement of deal governance, internal systems, and approval frameworks (e.g., CPQ, CRM, CLM tools)

Qualifications

• 5+ years of experience in deal desk, sales operations, finance, or a related role in a B2B SaaS company
• Deep understanding of SaaS business models, revenue recognition principles (e.g., ASC 606), and subscription pricing strategies
• Strong analytical, negotiation, and business judgment skills
• Familiarity with CRM (e.g., Salesforce), CPQ tools (e.g. Salesforce CPQ), and contract lifecycle management systems
• Excellent communication and cross-functional collaboration skills
• Detail-oriented, process-driven, and comfortable working under tight timelines
• Bachelor’s degree in Business, Finance, or a related field; MBA or equivalent experience is a plus 

Work Location: This role is fully remote for candidates who reside outside the 50 mile radius of our San Ramon office.  For candidates who reside within 50 miles of our San Ramon location, this role is Hybrid and would require 3 days a week (M, W, TH) in our San Ramon office. 

As part of our continued commitment to diversity, equity, and inclusion, Five9 supports pay transparency during the entire recruitment process.  Actual compensation packages are based on several factors that are unique to each candidate including, but not limited to: skill set, depth of experience, certifications, and specific work location. The range displayed reflects the minimum and maximum target for new hire salaries for the job across the United States. Your recruiter can share more about the specific compensation package during your hiring process.

Additionally, the total compensation package for this position may also include an annual performance bonus, stock, and/or other applicable incentive compensation plans.

Our total reward package also includes:

• Health, dental, and vision coverage, beginning on the first day of employment. Five9 covers 100% of the employee portion of the health, dental and vision coverage and shares a high portion of the dependent cost. We also offer Short & Long-Term Disability, Basic Life Insurance, and a 401k saving plan with employer matching.
• Access to an innovative mental health support platform that offers personalized care and resources in areas such as: therapy, coaching and self-guided mindfulness exercises for all covered employees and their covered dependents.
• Generous employee stock purchase plan.
• Paid Time Off, Company paid holidays, paid volunteer hours and 12 weeks paid parental leave.

All compensation and benefits are subject to the requirements and restrictions set forth in the applicable plan documents and any written agreements between the parties.

Five9 embraces diversity and is committed to building a team that represents a variety of backgrounds, perspectives, and skills.  The more inclusive we are, the better we are.  Five9 is an equal opportunity employer. 

View our privacy policy, including our privacy notice to California residents here: https://www.five9.com/pt-pt/legal.  

Note: Five9 will never request that an applicant send money as a prerequisite for commencing employment with Five9.