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Chief of Staff

Burlingame, CA

Guideline is looking for a Chief of Staff, reporting directly to the CEO & Founder. This is an in-person role based in our Burlingame, CA office, with regular travel. 

Chief of Staff is a rare role that can make an impact in all corners of the business. Think of this role as the CEO's right hand and the Executive Team multiplier, where you move the business forward through sound business decisions. 

The ideal candidate is proactive, independent, resourceful, and with excellent judgment. They don’t need the CEO to tell them what to do on a regular basis – instead, they bring opportunities up and take things on. A “doer” with a “no task is too small” approach to getting things done.

What You Will Work On

  • CEO & Executive team multiplier
    • Facilitate weekly Executive Team standups
    • Own end-to-end planning, execution, and facilitation of Executive Team offsites
    • Advise the CEO and senior management team on a wide range of items
    • Own execution of CEO special projects and deep-dives
    • Facilitate effective decision-making throughout the organization, proactively setting the context, documenting, and cascading decisions 
  • Cross-functional forums
    • Work with the Program Management Office (PMO) on monthly Company All-Hands, Quarterly Business Reviews (QBRs), ad-hoc Town Halls, etc. 
    • Coordinate and support the Executive Team in preparation and follow-up for Board Meetings
  • Cross-functional planning
    • Work with the Executive Team to articulate vision, priorities, and KPIs for the year and beyond, helping identify dependencies and make tradeoffs
    • Work with PMO to drive annual and quarterly strategic planning across the company

What We're Looking For

  • 3+ years experience in management consulting or a similar role; BA/BS required
  • Able to build trust across the organization and influence stakeholders
  • Intellectually curious, willing to dive deep and learn new things, strong analytical skills
  • Resourceful, proven ability to manage multiple priorities in parallel and make sure things don’t slip thru the cracks
  • Ambitious - you want to be a Founder, CEO, or COO one day and are looking for the quickest way to get experience
  • Fast-paced - you move fast and make things happen
  • Excellent judgment - you know how to spend your limited time and have a high level of integrity with sensitive information
  • Decisive - you know how to get to the root of an issue and drive towards a decision

More About Guideline

Everyone should have a simple, affordable way to save for retirement. At Guideline, our plans are low cost and highly automated. This makes it easy for companies to offer a valuable benefit—and easy for people to invest in their financial future with confidence.

Compensation

At Guideline, we believe compensation should be fair and equitable. We take a data-driven approach to set our compensation bands; the successful candidate’s starting pay will be determined based on job-related skills, experience, qualifications, and work location. We are always evaluating our pay zones to be as competitive as possible, so keep in mind these may be subject to change in the future.

Please speak with a recruiter for additional information regarding our tier locations and compensation philosophy.
  • Metro+:
    • The base salary range for this position is $181,000-$208,000 annually.
In addition to base salary, this position is eligible for equity in the form of Incentive Stock Options (ISOs).

At Guideline, base salary is just one component of the overall Total Rewards package offered to employees.  All employees are offered comprehensive benefits and perks to help support you and your family.
  • Health
    • Opt-out credit for waiving coverage
    • Medical, dental, and vision insurance — We offer multiple plan options with varying company premium contributions
    • Health Savings Account and Flexible Spending Account
    • Company paid disability and life insurance
    • Optional Voluntary life insurance
    • Mental health benefit navigation with Rula for employees and dependents
  • Parental Leave
    • Paid parental leave for birthing and non-birthing parents
  • Generous Time Off
  • 401(k) Plan
    • We use our own platform and contribute 100% of employee contributions up to 5%
  • Other Benefits
    • 1-month paid Sabbatical after 5 years of employment
    • Annual learning and development stipend — We reimburse approved professional development expenses, up to $750 per employee per year
Guideline provides equal employment opportunities to all employees and applicants for employment without regard to race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Pursuant to the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records.  Additionally, Guideline participates in the E-Verify program in certain locations, as required by law.

Guideline is an equal opportunity employer. Applicants in need of special assistance or accommodation during the interview process can reach out to peopleops@guideline.com.

Guideline is committed to protecting the privacy and security of the personal information of our applicants. Please refer to Guideline's Privacy Policy for information about our privacy and security practices.
 
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Expected Salary Range

$181,000 - $208,000 USD

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