Chief of Staff at WorkMoney

Washington, DC
Remote ✅
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Apply before: 
Jan 28, 2023

Title: Chief of Staff

Organization: WorkMoney

Reporting to: Chief Strategy Officer

Location: U.S. Remote, EST time zone preferred

Term: Permanent Full Time

Compensation: $175K

Deadline: Candidates reviewed on a rolling basis, target start mid-February

WorkMoney is a nonprofit organization dedicated to lowering costs and raising incomes for all Americans to make American life more affordable and American families more economically secure. We provide products, services, perks, benefits, tips, and tools to help members improve their financial lives. We are a trusted source of information about financial matters, economic policy, and public debates about the economy. We also activate and engage our members in advocacy campaigns to support policies and elected leaders to support our core vision that everyone in America can afford to live a good life. You can find out more about WorkMoney at and Facebook.

Why do we need a Chief of Staff?

2023 will be a critical year for WorkMoney. We’ll be entering our third year of operation and dreaming bigger than ever. We’ve experienced exponential team growth and with this very talented team, have been executing complex cross-functional programs. In plain speak, we’re kicking ass, working across silos, dreaming big, and we’re just getting started.

Our Founder and CEO is poised to take on new challenges and opportunities this coming year building on the successes of our programming in the past two. She can only do so with a strong executive team (E-team) and an experienced Chief of Staff (CoS) by her side. The right CoS candidate will be a force multiplier, able to ensure our CEO shows up well in every room she’s in. Most importantly, the CoS will help preserve and channel the CEO’s time by staying deeply in tune with organizational priorities and working with the E-team to proactively surface areas that need the CEO’s urgent attention.

A typical day in the life of WorkMoney’s CoS could look like:

  • Day to day time and priority management: daily stand up and wrap up meetings to manage and prioritize a running task list that runs the gamut from fundraising to thought leadership to organizational strategy
  • Meeting preparation: makes sure CEO has the resources and information need to effectively engage in every meeting
  • Real time advisor: rapidly responds with keen listening skills, perspective, and decisiveness when unexpected challenges and opportunities arise
  • Translator and point of contact: serves as an internal traffic cop and referee of communications, requests, and tasks that require CEO’s attention
  • E-team connective tissue: creates feedback loops, meeting agendas, and delegation structures that keep the E-team on track and focused on org priorities and goals


WorkMoney’s CoS will bring astute judgment and strategic thinking to support the CEO in making quicktime decisions about pivots and setbacks. They’ll have prior experience in a similar role and be equipped to wrangle a team of seasoned executives who report to the CEO. Our E-team is composed of new and veteran WorkMoney team members hailing from multiple sectors and you’ll need to move fluidly between them seizing opportunities to streamline communication, preparation, and problem solving. Here are some of the qualities we think will make the CoS successful. If you feel you have most of these, please apply!

Must haves

  • 10+ years of work experience with at least 3 years in a similar role (Chief of Staff, Head of Operations, Senior Policy Advisor, Special Assistant, etc.)
  • Ability to talk through immediate challenges and needs while delegating and communicating on behalf of the CEO
  • Builds trust fast and effectively with team members up, down, and across the organization
  • Comfortable forging a two-way relationship with an executive level principal such that you aren’t just an executor, but you push back, provide clarity, give and receive feedback, and seek to drive understanding on prioritization
  • Seeks to understand and track the relationships and strategies most important to the CEO
  • Proactive in creating systems that enable good communication and processes amongst the executive team that holds leaders accountable
  • Strong leadership, communication, organizational, and decision-making skills
  • Desire to work in a dynamic, fast paced environment
  • A strong commitment to diversity, equity and inclusion and an equitable future
  • Demonstrable project management skills
  • Business and political savvy

Nice to haves

  • Strong preference for candidates with experience in government, politics, philanthropy, advocacy, or start up for profit environments
  • Experience using at least one CRM system
  • Supervisory experience


We’re proud to offer generous benefits like competitive pay, expansive paid time off options, and employer contributions to retirement and student loan repayment. The salary for this role is $175,000 annually and as part of our commitment to pay transparency and equity in our organization, the salary for this position is not negotiable. WorkMoney covers the premiums for healthcare, dental, and vision plans so you don’t have to, offers a 6% 401K employer match, four weeks paid vacation, generous paid family and medical leave, and annual allowances for remote work and professional development.

Why join our team?

Our workplace is dynamic and we aren’t afraid to pivot when things don’t work. We’re mission driven, hard working, and scrappy AF. We have a good time working on hard things, and embrace the line ‘feedback is a gift’. We jump in to help each other, and make time to reflect when things go well and not so well. The truth of the matter is: we’re doing cool stuff with really cool people and having a great time doing it.

WorkMoney is an equal opportunity employer. WorkMoney prohibits unlawful discrimination against any employee or applicant for employment based on age, color, disability, gender, marital status, national origin, religion, sexual orientation, expression, gender identity, veteran’s status, or any other basis prohibited by law. We strongly encourage applicants from historically under-represented communities and see diversity of all kinds as a tremendous asset to our work.

To Apply

Follow the link to the application page, complete the required fields, and submit a resume and cover letter that highlights your prior experience and qualifications for the role. We read these. Leave the fluff, keep it relevant, and tell us why you’d want to do this job at this organization. Submissions without a cover letter will not be considered. Applications will be reviewed on a rolling basis and the posting will remain published until the position is filled.

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