Gusto · 6 hours ago
Senior Manager, Program Manager
LA Metro Area
Full-time
Hybrid
Senior Level, Lead/Staff
$154K/yr - $207K/yr
8+ years expGusto is on a mission to grow the small business economy by handling payroll, health insurance, and HR for small businesses. As a Senior Manager, Program Manager, you will lead a team to drive strategic initiatives and enhance customer experience in an AI-enabled environment, collaborating with various departments to ensure successful program execution.
Enterprise SoftwareAccountingFinanceFinTechSaaSSoftwareHuman ResourcesBookkeeping and PayrollEmployee BenefitsFinancial Services
Responsibilities
Lead, coach, and empower a team of 3-5 Program Managers, fostering their craft and capabilities as they drive cross-functional programs
Develop a high-performing team that can drive significant impact and influence across the organization
Build a psychologically safe team environment, motivate and engage team members, effectively allocate work and projects, and skillfully resolve conflicts while navigating ambiguity
Advance team’s use of AI to accelerate work, automate manual processes, and enable the organization to execute on programs at scale
Act as a mentor, guiding Program Managers in their development and execution of complex initiatives
Willing to roll up your sleeves, lead from the front, and coach the team in our fast-paced, dynamic environment
Lead and drive high-priority, cross-functional programs for Gusto, taking full ownership for their success or failure
Develop and manage comprehensive program and project plans, charters, and roadmaps for initiatives that interface with Product, Engineering, and Customer Experience
Expertly identify frameworks and design principles for programs that will generate success, and propose new, creative, and effective solutions
Collaborate with Engineering, Product & Design, and Business Technology teams to solve impactful problems across multiple initiatives, with an understanding of AI-driven solutions
Distill complex technical concepts into clear, actionable updates for stakeholders at all levels
Exhibit a systems-thinking approach to any program or decision, demonstrating a deep understanding of the interdependent relationships between teams, organizations, product/service offerings, and operational needs
Create and implement robust AI-enabled readiness plans to prepare the business for weekly and monthly launches, ensuring smooth change management
Shape effective reporting mechanisms and cadences for large audiences, both vertically and horizontally, providing data-driven insights and recommendations to enhance CX strategy
Consistently demonstrate influence with executive-level stakeholders through collaboration and presentations, serving as a trusted thought partner for leaders across the organization
Contribute to continuous improvement of team operating models, tooling (e.g., Asana, JIRA, Confluence), and reporting mechanisms
Qualification
Required
8+ years of experience in program management, operations, and/or project management roles, with a proven track record of executing large-scale, complex projects spanning multiple stakeholders and organizations
4+ years of demonstrated success leading, coaching, and managing individual contributors, including experience leading leaders
Aptitude for understanding technical workstreams, engineering requirements, and how products/features map to operational needs for launch and change management; experience with AI-driven programs is required
Strong understanding of service design principles and methodologies
Stakeholder and project management mastery, with a proven ability to drive clarity, recommendations, and alignment amidst competing interests and complexities
Insightful quantitative analysis skills, paired with strong critical thinking and sound business judgment
Deep empathy and obsession for our small business customers
Strong desire for continuous process improvement and a passion for driving efficiency, with demonstrated examples of leveraging AI
Executive presence and exceptional ability to influence cross-functional, senior leaders and drive change
Comfortable analyzing, questioning, and leveraging data to inform decisions
Strong verbal and written communication skills, as well as data visualization and presentation skills
Demonstrated leadership skills, including the ability to build a psychologically safe team, motivate and engage teams, allocate work, resolve conflicts, and handle ambiguity
Proficiency in program management software like Asana, Notion, Airtable, and JIRA
Experience with Excel/Google Sheets and Gsuite is strongly encouraged
Benefits
Health insurance
401(k)s
Company
Gusto
Gusto is an HR and payroll platform that simplifies complex tasks, empowering businesses to focus on what matters most.
1001-5000 employees
H1B Sponsorship
Gusto has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (49)
2024 (54)
2023 (19)
2022 (37)
2021 (24)
Funding
Current Stage
Late StageTotal Funding
$746.1MKey Investors
Friends & Family CapitalT. Rowe PriceFidelity,Generation Investment Management
2023-01-28Series Unknown
2022-05-12Series E· $55M
2021-08-10Series E· $175M
Leadership Team
Josh Reeves
Head of Gusto (CEO) and Co-Founder. Building Gusto for the Long Term.
Edward Kim
Co-founder and Head of Technology
Recent News
2026-02-09
2026-01-22
2026-01-20
Company data provided by crunchbase