Executive Assistant

Executive Assistant

About Scale to Win

Scale to Win is a fully-remote, progressive, political tech company founded in 2020 by organizing leaders from the Biden/Harris, Bernie 2020, Warren 2020, Bernie 2016, and Hillary for America Presidential campaigns. Our product offerings include Scale to Win Text, our “all-in-one” shortcode and longcode texting tool, and the Scale to Win Dialer, a predictive calling tool. Scale to Win also offers turnkey “We Text” services, where our team builds text campaigns, sends messages, collects data, and ensures compliance on behalf of clients.

We work with more than 3,000 Democratic and progressive campaigns and organizations, driving change. Current and past clients include the Biden-Harris campaign, the Democratic National Committee, the Working Families Party, the AFL-CIO, UFCW, MoveOn, and For Our Future.

Scale to Win is hiring a Staff Accountant to help build our internal accounting function from scratch as we transition from external bookkeeping to a GAAP-compliant, in-house operation.

About the Role

The Executive Assistant plays a critical support role on Scale to Win's Executive Team. This position reports to the Chief of Staff and provides dedicated calendar, scheduling, email, and task-tracking support to executive leadership.

On a day-to-day basis, this person focuses on managing executive calendars, coordinating scheduling across internal and external stakeholders, supporting email correspondence, and tracking tasks and follow-ups to keep executive leadership organized and on top of priorities. This is a part-time role at 20 hours per week.

Core Responsibilities

Manage complex, shifting calendars for executive leadership, including scheduling meetings and placing calendar holds

Send and manage email meeting invites on behalf of executives

Coordinate scheduling logistics across internal and external stakeholders, resolving conflicts as they arise

Monitor and support executive email correspondence, flagging priority items and drafting responses as needed

Track tasks, deliverables, and follow-ups on behalf of executives, ensuring nothing falls through the cracks

Maintain task lists and project boards to keep executive priorities organized and visible

Provide fast, reliable turnaround on scheduling and communication requests throughout the workday

Skills & Qualifications

Experience as an Executive Assistant or in a similar support role, ideally supporting senior executives

Extensive experience with Google Suite (Gmail, Calendar, Docs, Sheets, Slides)

Extensive experience with messaging platforms such as Slack

Preferred: experience with task/project tracking platforms such as Asana, Monday, or Trello

Incredibly responsive, with the ability to turn around scheduling and communication requests quickly

Strong calendar management and scheduling skills, with comfort managing multiple executives' schedules simultaneously

Excellent written and verbal communication skills

High degree of discretion and professionalism when handling sensitive or confidential information

Strong organizational skills and attention to detail

Ability to work independently, prioritize effectively, and adapt to shifting priorities

Ability to maintain a consistent, reliable schedule (see below)

Schedule

This role is 20 hours per week (4 hours per day, 5 days a week, from 12:00 PM and 4:00 PM EST). Because this role manages calendars and scheduling, having reliable, predictable daily coverage during these core afternoon hours ensures seamless continuity for the executives you will support.

How to Apply

To apply for this position, please click here and fill out the application.

Interview Process

Submit application

Initial Screening Interview

Hiring Manager interview

Hiring Exercise + Panel Interview

Co-CEO Meet & Greet

Reference check

The position will be open until filled, and applications will be reviewed on a rolling basis.

Applicants must be currently authorized to work in the United States on a full-time basis. At this time, we’re unable to sponsor or take over sponsorship of employment visas.

Interview Accommodations

Scale to Win is committed to providing all candidates a respectful and inclusive interview process. If you require any accommodations to fully participate in the interview process—such as alternative formats, extended time, assistive technology, or other support—please let us know. You can request accommodations by emailing [email protected].

Scale to Win is an equal opportunity employer. In keeping with our beliefs and goals, no applicant will face discrimination or harassment based on race, color, ancestry, national origin, religion, age, gender, marital domestic partner status, sexual orientation, gender identity, disability status, or veteran status. Above and beyond discrimination/harassment based on “protected categories,” Scale to Win also strives to prevent other, subtler forms of inappropriate behavior (e.g., stereotyping) from ever gaining a foothold. Whether blatant or hidden, barriers to success have no place at Scale to Win.