[Hiring] Executive Assistant @Scale to Win, Inc

Role Description

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. This is a part-time role at 20 hours per week.

• 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.

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.

Requirements

• This role is 20 hours per week (4 hours per day, 5 days a week, from 12:00 PM to 4:00 PM EST).
• Having reliable, predictable daily coverage during these core afternoon hours ensures seamless continuity for the executives you will support.

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].

Equal Opportunity Employer

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.