Head of Program Management, Gusto
$181-213k
2-3 days a week in office
Automated payroll, benefits & HR platform
Be an early applicant
Automated payroll, benefits & HR platform
1001+ employees
Be an early applicant
$181-213k
2-3 days a week in office
1001+ employees
Company mission
To create a world where work empowers a better life.
Role
Who you are
- 10+ years of leadership experience leading teams, including leading leaders, and leading program management organizations/crafts
- 12+ years of experience in Program Management, preferably in customer experience and/or operations
- Proven track record and passion for developing and leading high-performance cross-functional teams to achieve desired outcomes with internal and external teams
- Experience managing multiple complex programs demonstrated comfort with dynamic, prioritization, and an ability to make connections across the entire roadmap
- Business transformation experience is highly beneficial, but not required
- Strong yet empathetic business partner. A systems thinker with a bias for action
- Ability to influence cross-functional, senior leaders and drive change
- Executive verbal and written communication as well as strong data visualization and presentation skills
- Demonstrated leadership skills including the ability to build a psychologically safe team, motivate and engage teams, allocate work and projects, resolve conflicts, and handle ambiguity
- PMP certification is beneficial but not required
What the job involves
- We’re seeking an experienced leader to lead our Program Management team and elevate the craft for our rapidly fast-paced transformation and growing Customer Experience org
- The Head of Program Management will ensure that we implement and execute our strategic roadmap initiatives efficiently and effectively, delivering exceptional outcomes for our customers and enhancing the work experience for our teams
- This role will be a strategic and operational portfolio partner for the leadership team in identifying, planning, and delivering on our roadmap and key strategic priorities
- This role will interface with all functional areas of the organization, establish program management processes, and support the integrated planning efforts within the organization that help us meet our ambitious goals
- You will oversee team strategy and metric performance, as well as partner directly with CX leaders and other executives across the company
- Lead program management (team and craft) across CX and across our company-wide service transformation to deliver best-in-class service to our customers
- Empower a team of up to 10 managers. Develop a team that can drive impact and be influential across our CX organization and transformation. Day to day coaching and leadership for the Program Managers supporting the entire portfolio
- Leads program teams to define and manage deliverables and timelines, facilitate decision-making, and define risk mitigation strategies/contingencies
- Develops and utilizes key program management tools, processes, and documentation to ensure efficient program planning, execution, monitoring (metrics) and to ensure efficient tracking and reporting
- Ensures efficient and effective communication of program/project-related information to all levels of the organization and external partners
- Lead our quarterly and annual planning cycles, in partnership with other leaders across the org and company
- Lead program intake, triage, and backlog grooming programs in partnership with cross-functional teams
- Play a cross-functional leadership role in identifying, designing, and implementing strategic initiatives that impact the portfolio
- Provide insights and recommendations for new processes and product launches
- Willing to roll up your sleeves, lead from the front, and coach the team in our fast-paced, dynamic environment
Our take
For many small businesses, vital administrative tasks such as payroll, taxes, and benefits are manual tasks that take time and energy which many SMB owners don’t have. The three co-founders of Gusto – all coming from small business backgrounds – collaborated on a Fintech company that would handle employee payments, benefits administration, and compliance support specifically for small businesses.
The company may have started slowly, as the founders focused on nailing each individual aspect of Gusto’s operations, but has now skyrocketed to unicorn status with more than 200,000 customers and a multi-billion dollar valuation. In 2021, Gusto began acquiring other companies to strengthen its offering and its position in a competitive market, including two other fintech startups, Ardius and Symmetry.
Through its continued acquisitions and fundraising efforts, the company has carved out a strong position for itself in the space. Although Gusto has found itself impacted by the macroeconomic situation, through the significant effect it has had on its clientele, the company still appears positive for the future after raising funds in 2023 that will see it reach key profitability benchmarks. It continues to consolidate its platform, for example by integrating with OpenComp to grant its users access to the company's Compensation Intelligence Platform.
Steph
Company Specialist at Welcome to the Jungle
Insights
Company
Funding (last 2 of 8 rounds)
May 2022
$55m
SERIES E
Aug 2021
$175m
SERIES E
Total funding: $706.1m
Company benefits
- Comprehensive medical, dental, and vision benefits, plus a variety of mental health resources
- Flexible vacation - Gusties are encouraged to take the time off they need to continue doing great work
- Fertility treatments, parental leave, pregnancy termination, caregiving, gender-affirming surgery, hormone treatments, transgender-inclusive services, and more
- If you work at one of our homebases, enjoy food, drinks, and good conversation — on us
- Celebrate 5 or 10 years at Gusto and take a month off to recharge
- Take advantage of internet, phone, commuter, and wellness stipends each month, along with a WFH stipend and cash for anniversaries
Company values
- Embody a service mindset - Never stop advocating for the needs of others
- Dream big, then make it real - Be ambitious. Show and do, rather than tell and talk
- Be proud of the how - Ensure deep integrity in everything you do
- Embrace an ownership mentality - Take initiative to leave things better than you found them
- Debate then commit - Share openly, question respectfully, and once a decision is made, commit fully
Company HQ
Central Waterfront, San Francisco, CA
Articles
Leadership
Joshua Reeves
(CEO)Studied Electrical Engineering at Stanford and went onto co-found Gusto in 2011.
Tomer London
(CPO)Has a PhD in Electrical Engineering from Stanford. Was a Researcher at Intel, and then interned at Bump Technologies. Co-founded Vizmo, a mobile self-service technologies company, in 2008. Co-founded Gusto in 2011.
Edward Kim
(Head of Engineering)Studied Electrical Engineering at Stanford. Was Senior Project Engineer at Volkswagen of America Electronics Research Lab and then co-founded Picwing, a printed photos company, in 2008. Co-founded Gusto in 2011.
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