Senior Project Manager

Five9•Irving, TX

14h•$104,700 - $291,200•Hybrid

About The Position

Five9 is seeking an experienced Senior Project Manager to lead complex, cross-functional business technology initiatives from concept through delivery. The role manages multiple concurrent projects across enterprise platforms such as CRM, HCM/HRIS, marketing automation, AI and automation, workforce management, and other systems supporting revenue growth, operational scale, compliance, efficiency, and security. The successful candidate combines disciplined project leadership with business and technical acumen, can influence stakeholders in a fast-paced global environment, and embraces continuous improvement and business value. The role partners with business leaders, product owners, engineering teams, architects, vendors, and other stakeholders. It owns delivery governance, planning, reporting, risk management, testing, release, change management, and adoption, while strengthening project-management practices across the PMO. The position is hybrid and requires working three days each week (Tuesday, Wednesday, and Thursday) in Five9’s Dallas office. Five9 describes its working culture as high-performance, with clear measures and KPIs, and emphasizes honest, respectful, inclusive, customer-focused, collaborative ownership. Employees are expected to look for ways to use AI to work more efficiently. The US base salary range is $104,700–$291,200. Total compensation may include an annual performance bonus, stock, and/or other applicable incentive compensation. Benefits include health, dental, and vision coverage beginning on the first day of employment; short- and long-term disability; basic life insurance; a 401(k) plan with employer matching; mental health support; an employee stock purchase plan; paid time off; company-paid holidays; paid volunteer hours; and 12 weeks of paid parental leave.

Requirements

At least 5 years of prior project or program management experience is preferred, delivering enterprise software, SaaS, cloud, or business-systems initiatives from start to finish.
Experience managing multiple workstreams, cross-functional teams, third-party vendors, budgets, and senior stakeholder expectations.
Demonstrated success delivering complex, cross-functional technology initiatives on time, within scope, and within budget.
Strong leadership, facilitation, negotiation, and influencing skills, including the ability to drive alignment without direct authority.
Sound judgment and analytical problem-solving skills, including the ability to prioritize competing demands and make tradeoffs in a dynamic environment.
Working knowledge of multiple delivery approaches, such as Agile, Scrum, Waterfall, or hybrid, and judgment to apply an appropriate method.
Ability to translate business needs into technical requirements or user stories while maintaining focus on outcomes and user adoption.
Executive-level written and verbal communication skills and a proactive, accountable, collaborative working style.
Curiosity about AI and willingness to use it to automate routine project-management work and improve efficiency.

Nice To Haves

Experience with enterprise platforms such as CRM, HCM/HRIS, marketing automation platforms, AI/automation, workforce management, integration and automation tools, or ERP systems.
PMP, PMI-ACP, Certified ScrumMaster, or comparable project-management or agile certification.
Experience with more than one delivery model, such as waterfall, hybrid, blended, spiral, agile, SAFe, or Kanban.
Experience with AI projects or AI tools, including examples of using AI to eliminate routine work.

Responsibilities

Own end-to-end delivery of multiple complex, concurrent business technology projects, from intake and planning through implementation, adoption, and closeout.
Partner with business leaders, product owners, engineering teams, architects, vendors, and other stakeholders to align objectives, scope, success measures, dependencies, and delivery commitments.
Develop and maintain project charters, integrated plans, schedules, budgets, resource forecasts, decision logs, risk and issue registers, and executive-ready status reporting.
Own delivery and drive governance, facilitate key decisions, and manage changes to scope, schedule, resources, and priorities while assessing business and delivery impacts.
Run monthly steering committees and weekly status reviews, manage risks, assumptions, issues, and dependencies (RAID), and coordinate user acceptance testing (UAT).
Identify risks, issues, and cross-project dependencies; establish mitigation and escalation plans; and remove obstacles to keep delivery on track.
Diplomatically challenge requests that put scope, quality, or dates at risk and offer options and tradeoffs, including when engaging senior leaders.
Lead requirements and user stories, readiness, testing, release, and change-management activities with business and technical teams to support adoption.
Communicate concise, transparent updates on progress, milestones, decisions, risks, financials, and outcomes to working teams and senior leaders.
Use AI to automate routine project-management activities, improve efficiency, and share the results with the PMO.
Strengthen project-management practices through lessons learned, reusable standards, delivery metrics, and continuous improvement across the PMO.

Benefits

Health, dental, and vision coverage beginning on the first day of employment; Five9 covers 100% of the employee portion and shares a high portion of dependent costs.
Short- and long-term disability coverage.
Basic life insurance.
401(k) savings plan with employer matching.
Access to a mental health support platform with therapy, coaching, and self-guided mindfulness resources for covered employees and dependents.
Employee stock purchase plan.
Paid time off.
Company-paid holidays.
Paid volunteer hours.
12 weeks of paid parental leave.
Annual performance bonus, stock, and/or other applicable incentive compensation may be included in total compensation.