Director, Product Management - AI Applications

at Five9

United States (Remote)

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.

We’re looking for a Director of Product Management (Open to Senior Director level for exceptional candidates), AI Applications to lead the development of several strategic AI/LLM powered product areas, including but not limited to:

AI Insights – Transform voice-of-customer data into actionable CX intelligence.
Agent Assist – Equip agents with real-time, LLM-powered guidance and coaching.
AI Knowledge – Deliver contextual answers to live and virtual agents.
GenAI Studio – Advance AI observability and evaluation for enterprise-scale deployments.

This role combines leadership and hands-on execution. You’ll manage a small team of product managers while also acting as an individual contributor driving impactful solutions.

Responsibilities:

Set the Vision: Define and communicate a bold product strategy that aligns with market trends and customer needs.
Own the Roadmap: Build and maintain a clear, prioritized roadmap that drives differentiation and growth.
Lead with Data: Use competitive analysis and user insights to inform decisions and validate direction.
Drive Execution: Translate strategy into detailed requirements and partner with Engineering and UX for flawless delivery.
Go-to-Market: Collaborate with Marketing and Sales to craft compelling positioning and pricing strategies.
Engage Customers: Act as a product evangelist in key customer conversations and user groups.
Inspire Teams: Mentor and develop product managers, fostering a culture of innovation and accountability.

Requirements:

10+ years of product management experience, including 5+ years in AI-first enterprise software.
3+ years managing a small team of product managers.
Demonstrable success delivering AI/ML-powered CX applications (e.g., Conversation Intelligence, Agent Assistance, Conversational AI, AI Observability)
Strong analytical skills with the ability to turn data into actionable insights.
Experience managing beta programs and validating product directions through user feedback.
Ability to thrive in a fast-paced, collaborative environment.

Bonus Points

If you have a fervent passion for innovation, armed with hands-on experience in design thinking, experience-based road mapping, lean startup methodologies, and other progressive innovation practices.

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.

The US base salary range for this role is below.

$122,500—$381,400 USD

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.