Executive Operations, Gusto
R&D
$102.6-126.5k
+ RSUs
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
$102.6-126.5k
+ RSUs
2-3 days a week in office
1001+ employees
Company mission
To grow the small business economy.
Role
Who you are
- C-suite or division GM support. 5+ years of direct administrative experience supporting C-Level executives or General Managers at organizations of 1,000+ people, with previous EA work that spanned multiple departments
- Career EA. You love the profession and want to stay in it for the long term
- Cross-functional project ownership. Demonstrated ability to own large projects end to end, ideally with visibility to an executive team and/or board of directors
- Event organization. Experience planning in-person, remote, and hybrid team events for large groups including executive offsites
- Complex travel management. Proven ability to organize intricate travel schedules with multiple stakeholders, back-to-back briefings, and many moving parts
- Organized and detail-oriented. Able to prioritize multiple assignments and stay calm under pressure, creating order out of chaos. The attention-to-detail bias must be an intrinsic mindset and is linked to a strong desire to optimize and improve
- The ideal candidate will derive tremendous joy from improving something and crafting the details. You should have an allergic reaction to inefficiency
- Structured thinking and mindset. Must have developed a highly structured and efficient means of managing one’s own time, plus have the ability to explain this structure. The foundation should be built on intentional, deliberate prioritization
- Intellectual curiosity to discover new ways to make things better. This should manifest as a character trait, with a compulsion to improve things, find new ways to do them, and a desire for lifelong learning. When facing a complex situation, your bias should be to break it down into bite-sized components
- Relentless optimization and improvement drive you to learn new things and power your attention to detail. This requires great memory and also means that self-improvement is likely a big factor in your life (professionally and personally)
- Excellent communication skills. Ability to communicate the priorities of the leaders to others inside the organization, whether it is by written, verbal, or group communications
- Confidentiality. Demonstrated ability to maintain complete confidentiality on all business matters, including examples when this resulted in tension
- Strong fluency with Google Workspace, Claude, and other AI productivity tools, paired with genuine curiosity for new ones. You should be comfortable kicking the tires on a new tool, weighing the tradeoffs, and either folding it into your workflow or moving on. Come ready with recent examples of tools you've tried, what you kept, what you ditched, and why
- Natural ability to connect the dots on different ways of communicating and collaborating. The right candidate will have high EQ, read people well, and have warmth when working with people they know well and those they don’t. They should put people at ease, especially more junior members of the organization
- Attributes others will have said about you: Constantly learning new things, high attention to detail, great memory, calm under pressure, easy to work with, deliberate & intentional with their actions, precise, level-headed, calm and collected, cares about the details, crafts their work
- When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees
What the job involves
- The Executive Operations partner will work closely with leaders within the Engineering, Product Design, Product Management, and Data (R&D) organization
- This person will be responsible for ensuring the leaders' operations run smoothly and that the team has strong practices in coordination, execution, communication, and alignment
- This role serves as the primary partner to 2-3 leaders within the R&D organization. You will be in a key partnership position, helping drive Gusto's growth and scale by leveraging AI to accelerate that work
- You will also be a part of the R&D Executive Operations community and report directly to the lead R&D Executive Operations partner
- Expert of ceremonies: Strategically partner to prioritize and coordinate the leader’s time. Make sure it aligns with the department's priorities and creates a system of accountability so the time allocation can evolve as needed
- The leader’s time should be prioritized intentionally and deliberately. Ideally, proactively, not reactively. Responsibilities include calendar management, including all internal and external meetings
- Meeting enabler: Organize, attend, and track minutes and action items, with an eye toward making every interaction productive and enjoyable
- The magic here is in ensuring the right set of follow-up actions is taken, not all of them, and having the relationships in place to follow up with the stakeholders 1-1 if necessary
- Special projects: Apply AI-driven research, analysis, presentation preparation, and cross-functional company programs
- These projects should be executed by leveraging AI and ensuring a high-quality bar. The goal is not for them to take up a large percentage of your time
- Project management: Keep multiple teams and projects on track in parallel. Gusto is a 2,000+-person organization, and the way we plan and organize cross-functional work involves lots of moving parts at times
- You will be a key enabler of things moving smoothly, or recognizing when they’re not and making changes to make it smoother
- Gifted communicator: Represents the leaders well through phone, email, and chat with various internal and external stakeholders
- Culture carrier and community builder: Embody Gusto Values while planning team off-sites, team-building events, and connecting the dots between different parts of the Gusto organization
- Relationship builder: You’ll be getting to know hundreds of Gusties across the organization, as well as many external individuals. Creating meaningful and memorable interactions should be natural to you and something that is a source of excitement
- Travel planner: Flights, hotels, transportation, dining, etc
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 co-founders of Gusto all come from small business backgrounds, which is why they created a platform 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 400,000 customers and a multi-billion dollar valuation. And in 2021, Gusto began acquiring other companies to strengthen its offering and position in a competitive market, including the likes of Ardius, Symmetry and Guideline.
Through its continued acquisitions and fundraising efforts, the company has carved out a strong position for itself in the space. It continues to expand its platform, for example by partnering with Parafin to launch a payroll line of credit for small businesses, and more recently launching Cofounder, an AI teammate tailored to the needs of small businesses.
Steph
Company Specialist at Welcome to the Jungle
Insights
45% employee growth in 12 months
Company
Funding (last 2 of 9 rounds)
May 2022
$55m
SERIES E
Aug 2021
$175m
SERIES E
Total funding: $706.3m
Company benefits
- Medical, dental, and vision insurance for employees and dependents
- Family care and support, including family planning and fertility benefits
- Gender-affirming care and support
- A variety of mental health resources
- Paid vacation, sick time, bereavement, and holidays, paid leaves, sabbatical, and more
- Free meals and refreshments at the office (conversation and community is an added bonus!)
Company HQ
Central Waterfront, San Francisco, CA
Leadership
Joshua Reeves
(CEO & Co-Founder)Studied Electrical Engineering at Stanford and went onto co-found Gusto in 2011.
Tomer London
(CPO & Co-Founder)Has a PhD in Electrical Engineering from Stanford. Was a Researcher at Intel, and then interned at Bump Technologies. Co-founded Vizmo before co-founding Gusto in 2011.
Edward Kim
(Head of Technology & Co-Founder)Studied Electrical Engineering at Stanford. Was Senior Project Engineer at Volkswagen of America Electronics Research Lab and then co-founded Picwing before co-founding Gusto in 2011.
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