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Role Description

Five9 is seeking a highly strategic Director, Employment and Litigation Counsel to partner with the People team as lead advisor on global employment and risk-related matters, as well as manage Five9’s litigation and disputes and identify, assess and mitigate potential risks.

This role combines corporate strategy, corporate development, PMO leadership, and Chief of Staff responsibilities. The ideal candidate will be responsible for providing expert legal advice and representation in various global employment matters, with a focus on protecting Five9, the rights of employees, and ensuring compliance with applicable employment laws, as well as advising on employee relations matters. This position offers an opportunity to work on complex cases, including:

• Whistleblower claims
• Class actions
• Investigations

Additionally, the Senior Director will identify, assess, and mitigate potential legal risks to Five9 to drive risk-adjusted business outcomes while protecting Five9 by providing subject matter expertise on litigation, arbitration, and disputes, from initial communications through final resolution. This role will collaborate directly with key stakeholders (Compliance, People, IT, Security, Finance, etc.) to devise and implement creative solutions to risk-related matters.

Qualifications

• Juris Doctor (JD) degree from an accredited law school and admitted to practice in at least one jurisdiction.
• 5+ years working experience in law firms and/or in-house, with a preference for in-house experience.
• Strong understanding of employment law, including whistleblower-related issues and class actions.
• Deep experience in litigation, arbitration, and/or regulatory enforcement actions, including responsibility for independently managing complex disputes with employees, customers, regulators, third parties, or others from commencement to resolution.
• Experience managing outside counsel.

Requirements

• Exceptional strategic thinking with the ability to translate insight into execution.
• Excellent written and verbal communication skills, both internal (memos, guides, presentations) and external (counterparties, regulator communications).
• Ownership mentality and comfort working on complex matters that require analysis and judgment.
• High comfort with ambiguity and complex, fast-moving environments.
• Proven ability to build and scale high-performing teams.
• High EQ, low ego, and strong bias for action.
• Trusted advisor who balances legal risk with commercial practicality.

Benefits

• 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.
• 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.

Company Description

Five9 is a leading provider of cloud contact center software, bringing the power of cloud innovation to customers worldwide. Living our values every day 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.