Gusto
Gusto simplifies HR, payroll & benefits for modern businesses.
Hybrid

People Team Chief of Staff / Head of Insights & Operations

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About Gusto

 

Gusto is a modern, online people platform that helps small businesses take care of their teams. On top of full-service payroll, Gusto offers health insurance, 401(k)s, expert HR, and team management tools. Today, Gusto offices in Denver, San Francisco, and New York serve more than 100,000 businesses nationwide.

 

Our mission is to create a world where work empowers a better life.

 

The People Team Chief of Staff, will work closely with the Chief People Officer, People Leadership Team, and Gusto’s Executive Leadership Team to help scale the People function. This person will be responsible for managing key cross-company strategic initiatives and projects, ensuring that the operations of the People organization run smoothly, and that the People organization has strong practices for communication, alignment, and team development.  

 

This role serves as the right-hand to the Chief People Officer and to the rest of People Staff.  You will be asked to represent the Head of People and make decisions in their absence/serve as proxy.  You will be in a key leadership position, helping to drive Gusto forward and scale.  

 

Here’s what you’ll do day-to-day:

  • Work with Chief People Officer and J-Staff on Gusto strategic planning processes, including 3 year strategic planning exercises, current FY planning and reporting, and prep for Board meetings, J-Staff/J-Directs meetings, and other strategic discussions. 
  • Manage the People OKR setting/tracking/management processes; ensuring that OKRs are clear, communicated, managed and tracked each quarter.  Run the mid-quarter and quarter-end OKR review processes. 
  • Program Manage and execute key strategic initiatives led by the People team (examples:  Talent Assessments & Key Person Retention Toolkit, Gusto Employment Brand, Supplemental HC pool program, etc.)
  • Design and implement a Workforce Planning Model that helps identify talent needs for Gusto in the 1, 3 and 5 year planning horizons.  This model will include planning for talent profiles, locations, org needs, and volume, and outline strategies to achieve it. 
  • Lead Weekly People-Staff meetings, ensuring notes are well documented, AIs captured and followed up on. Lead bi-monthly People-Staff strategic agendas (with Head of People) and run these bi-monthly meetings. 
  • Coach, mentor and develop members of the People team and the People PE cohort

Here’s what we're looking for:

  • 10+ years as a People or operational leader in the tech industry. 
  • Strong Project management skills. Ability to manage multiple stakeholders and competing priorities
  • Strong executive presence & communication, proven ability to influence and coach leaders, and exceptional interpersonal skills
  • Strategic thinker who can translate strategy into plans for execution. 
  • Forge strong Cross-Functional Partnership with both People-Staff (eg “centers of excellence”), fellow Chiefs of Staff/Heads of I&O, and leaders (eg COO, CMO, Head of Sales)

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

 

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What are Gusto Perks + Benefits

Gusto Benefits Overview

Taking care of our people is just as important as taking care of our customers. We offer competitive total compensation packages with an emphasis on equity, along with many other great benefits, some of which are included below!

Medical, dental, and vision:
Comprehensive medical, dental, and vision benefits, plus a variety of mental health resources.

Time off:
Gusties are encouraged to take the time off they need to continue doing great work.

Inclusive healthcare:
Fertility benefits, parental leave, pregnancy termination, caregiving, gender-affirming surgery, hormone treatments, transgender-inclusive services, and more.

Free meals and refreshments:
If you work at one of our offices, enjoy food, drinks, and snacks— on us. Conversation and community is an added bonus!

Sabbaticals:
Celebrate 5 or 10 years at Gusto and take a month off to recharge.

Stipends:
Take advantage of monthly internet, phone, and wellness stipends. Enjoy commuter or remote work stipends, along with and cash for your Gusto anniversaries!

Culture
Open office floor plan
Employee resource groups
Quarterly engagement surveys
Hybrid work model
Remote work program
Gusto hires in various locations across the United States, including some specific remote locations. Gusto offices operate on a hybrid model, including some work from home days each week.
Diversity
Dedicated diversity and inclusion staff
Diversity employee resource groups
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability insurance
Dental insurance
Vision insurance
Health insurance
Life insurance
Wellness programs
Mental health benefits
Transgender health care benefits
Abortion travel benefits
Financial & Retirement
401(K)
Company equity
Child Care & Parental Leave Benefits
Generous parental leave
Family medical leave
Adoption Assistance
Fertility benefits
Gusto provides a benefit designed to support your unique parenthood journey. The benefit is not health insurance, but rather provides resources to make family forming more accessible to everyone.
Vacation & Time Off Benefits
Generous PTO
Paid volunteer time
Sabbatical
Paid holidays
Paid sick days
Bereavement leave benefits
Office Perks
Commuter benefits
Free daily meals
If you work at one of our offices, enjoy food, drinks, and snacks— on us.
Free snacks and drinks
Fitness stipend
Home-office stipend for remote employees
Mother's room
Professional Development Benefits
Lunch and learns
Promote from within

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