Square One: Operations Director

LOCATION

SALARY

COMPANY

DEPARTMENT

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JOB DESCRIPTION

ABOUT US

Square One seeks out the most promising Democratic women, people of color, and members of the LGBTQ+ community to run for Congress in long-overlooked red districts and states, and provides the high-impact, hands-on support they need to launch, run, and win their groundbreaking campaigns — against all the odds. Square One candidates and alumni include Lauren Underwood, Lucy McBath, Ruben Gallego and many more. President Barack Obama has called our work “more important than ever… to safeguard our democracy.”

ABOUT THIS POSITION

A key member of our leadership team, the Director of Operations will oversee the day-to-day operations of Square One, ensuring our programs, internal systems, finances, HR, and technology run smoothly and efficiently. This role is central to keeping the organization well-organized and compliant, and supporting our growing team to do their best work. The ideal candidate has extensive experience in Democratic campaigns, electoral politics or related non-profit operations work, including experience managing legal and compliance operational needs in an organization with multiple legal entities. The Director of Operations reports to the Executive Director and works closely with the leadership team.

KEY RESPONSIBILITIES

Program Operations

• Collaborate with team members on program operations across Square One entities, serving as a thought leader and operational advisor across the organization’s political, educational, and grant-making arms

• Work with team to ensure operational systems and tracking are kept up to date

• Collaborate with team members to shape and execute marketing, social media and branding materials

Finance & Compliance

• Manage annual budgeting process and track spending throughout the year

• Oversee cash flow reporting in coordination with our compliance firm

• Work with fundraising team to set goals and track progress

• Oversee and approve invoices, expensing, and payroll

• Implement day-to-day legal and compliance requirements across multiple Square One entities in coordination with outside compliance and legal teams

Human Resources & Hiring

• Manage hiring logistics (posting jobs, applicant tracking, communications)

• Oversee onboarding, employee paperwork, and HR policies

• Work with benefits vendors to administer employee health insurance and other benefits

• Maintain employee handbook and organizational policies

Technology & Systems

• Manage Google Workspace accounts and file systems, as well as digital tools like ActBlue, NGP VAN, Numero, etc.

• Oversee Square One’s website updates

• Support staff with technology needs and tech vendor coordination

Operations & Administration

• Support fundraising operations, including Square One’s digital program, donation logistics, compliance, online fundraising platforms, events and more

• Oversee organization-wide return on investment across fundraising programs, political programs and beyond in coordination with the ED and department heads

• Maintain organizational calendars, policies, and internal documentation

• Keep operations and administrative systems up to date and running efficiently

Requirements

• 5+ years of experience in nonprofit, campaign, or related organizational operations

• Strong project management skills and attention to detail

• Comfort managing budgets, HR systems, and other internal processes

• Experience managing legal and compliance operations, ideally for a multi-entity organization

• Tech-savvy and resourceful — comfortable learning new tools and troubleshooting

• Collaborative, solutions-oriented, and able to keep multiple projects on track

• An action-oriented, entrepreneurial, adaptable, and innovative approach to your work

Benefits

Location: We are open to remote applicants anywhere in the country

Salary Range: $80,000 - $120,000

Benefits:

• Unlimited time off

• Approximately 25 days of paid time off for holidays and other closures, including two full-week organization-wide closures per year

• Flexible work hours, including considerations for working parents

• Excellent health, dental and vision insurance

• Ability to grow with a supportive, collaborative team

We are committed to a hiring process and a workplace culture that celebrates a diversity of backgrounds, identities and ideas, and that feels safe, respectful and inclusive. We also understand that the changing nature of work today means more flexibility is needed to pursue a healthy work-life balance — and we are committed to ensuring that our team has the time and space they need to thrive at work and at home.