Insights & Operations, Gusto
Multiple: People & Foundation Focus
$178-220k
Salary applicable to candidates in San Francisco only and may vary in further locations
2-3 days a week in office
Automated payroll, benefits & HR platform
Open for applications
Automated payroll, benefits & HR platform
1001+ employees
Open for applications
$178-220k
Salary applicable to candidates in San Francisco only and may vary in further locations
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
- We are seeking two versatile Insights & Operations Partners (Gusto’s BizOps/Chief of Staff function) with a passion for company building and problem-solving
- We are looking for adaptable individuals with strong leadership, analytical, and communication skills to join our dynamic team
- Prior experience in People-related functions, cross-functional program management, or strategic communications is a plus
- We’re looking for a builder and a force multiplier who thrives in ambiguity and excels at connecting disparate pieces
- 5+ years of experience in bizops, consulting, and/or program management, preferably in a high-growth technology startup environment or a related field demonstrating cross-functional impact
- Exceptional organizational skills with the ability to manage multiple priorities and deadlines in a fast-paced environment
- Proficiency in project management methodologies and tools
- A passion for operational excellence and a desire to make a significant impact across Gusto’s teams and employee experience
- Excellent written and verbal communication and interpersonal skills, with the ability to influence stakeholders at all levels
- Ability to navigate ambiguity and switch between strategic and tactical thinking seamlessly
- Strong problem-solving and analytical skills, with the ability to quickly learn new domains
- Deep empathy and a commitment to understanding and improving the employee experience
- Grit, hustle, and the ability to flex into problems at all altitudes and across different functional areas
- The ability to manage complex projects, maintain clear communication flow, and connect strategic vision to operational execution
- A deep passion for helping others and building a thriving company culture
What the job involves
- These roles are critical to driving operational excellence, strategic initiatives, and cross-functional collaboration across key organizational pillars
- Chief of Staff, People Team: Partner directly with the future Chief People Officer and their leadership team to manage operations, strategic priorities, and cross-functional people initiatives
- This role will collaborate closely with People team directors and cross-organizational partners to identify, develop, and implement impactful people strategies with a business-builder mindset
- Foundation Insights and Operations: Collaborate with leadership across People, Finance, Legal & Compliance, and IT to enhance employee productivity, inspiration, and company-wide progress
- This role will spearhead internal communications (All Hands, newsletters), drive change management, and contribute to company-wide planning and program management, requiring comfort in navigating strategic and employee-level perspectives
- Strategic and Operational Support: Provide high-level support to leadership, managing day-to-day operations, complex project management, and strategic planning
- Cross-functional Program Management: Own and drive a portfolio of high-impact, cross-functional initiatives, partnering with teams like Engineering, Product, Design, and GTM
- Compelling Communication & Content Creation: Develop clear and influential communication materials, including presentations, meeting facilitation, and status updates, tailored to diverse audiences
- Build Cross-functional Partnerships: Cultivate strong relationships with stakeholders across various departments to ensure seamless collaboration and alignment on company-wide objectives
- Drive Process Improvement: Identify and implement opportunities to optimize team processes and workflows, increasing efficiency and overall effectiveness
- This is a unique opportunity to significantly contribute to Gusto's growth and impact
- You will be empowered by Gusto’s Deputy Chief of Staff, joining a world-class Insights and Operations team that balances strategic thinking, operational rigor, and impactful special projects
- This role is envisioned as a 24-month stepping stone, offering strong potential for rotation into new challenges or operational leadership
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
45% employee growth in 12 months
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 HQ
Central Waterfront, San Francisco, CA
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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