Application Guide
How to Apply for Executive Assistant
at Scale to Win
🏢 About Scale to Win
Scale to Win is a fully-remote, progressive political tech company founded by organizing leaders from major Democratic campaigns, offering texting and dialing tools that power outreach for over 3,000 campaigns and organizations. Working here means contributing directly to progressive causes with a team that values innovation and impact. The company is transitioning its internal accounting function, reflecting growth and a commitment to building robust infrastructure.
About This Role
As the Executive Assistant, you will provide critical support to the executive team by managing calendars, scheduling across stakeholders, handling email correspondence, and tracking tasks and follow-ups. This part-time remote role is essential for ensuring the leadership can focus on scaling the company's impact. You'll be the behind-the-scenes force that keeps the executive team organized and efficient.
💡 A Day in the Life
A typical day might involve reviewing the executives' calendars, rescheduling conflicting meetings, drafting and responding to emails, and updating task lists. You'll coordinate with internal teams and external stakeholders across time zones, ensuring smooth communication and follow-through. Throughout, you'll proactively identify ways to optimize schedules and workflows to support the executive team's efficiency.
🚀 Application Tools
🎯 Who Scale to Win Is Looking For
- Proven experience supporting C-level executives in a remote environment, with exceptional calendar management and scheduling skills across time zones.
- Strong written communication abilities to handle email correspondence professionally and concisely on behalf of executives.
- High proficiency with task-tracking tools (e.g., Asana, Trello) and email management systems (e.g., Gmail, Outlook) to streamline workflows.
- Ability to handle confidential information with discretion and thrive in a fast-paced, mission-driven political tech setting.
📝 Tips for Applying to Scale to Win
Highlight any experience supporting executives in remote or political organizations, as Scale to Win values familiarity with progressive causes.
Demonstrate your ability to manage complex calendars across multiple time zones—mention specific tools and methods you've used.
Showcase your email management skills by describing how you've handled high-volume correspondence and prioritized responses.
Emphasize your part-time availability and ability to work independently, as this role requires self-direction in a fully-remote setup.
Research Scale to Win's clients (e.g., Biden-Harris, DNC) and mention how you can support their mission through efficient executive support.
✉️ What to Emphasize in Your Cover Letter
['Your experience providing remote executive support, particularly in fast-paced or political environments.', "Specific examples of how you've streamlined scheduling and email processes to save executives time.", 'Your ability to track tasks and follow-ups using digital tools, ensuring nothing falls through the cracks.', "Your passion for progressive causes and alignment with Scale to Win's mission and client base."]
Generate Cover Letter →🔍 Research Before Applying
To stand out, make sure you've researched:
- → Explore Scale to Win's products (Scale to Win Text and Dialer) and their impact on progressive campaigns.
- → Learn about their clients (e.g., Biden-Harris, DNC, AFL-CIO) to understand the political landscape they operate in.
- → Review the backgrounds of the founders and executives to grasp the company's culture and values.
- → Check recent news or blog posts about Scale to Win's growth, such as their transition to in-house accounting.
💬 Prepare for These Interview Topics
Based on this role, you may be asked about:
⚠️ Common Mistakes to Avoid
- Failing to tailor your application to a political tech company—generic executive assistant resumes won't stand out.
- Not demonstrating remote work proficiency, as this role is fully remote and requires self-discipline.
- Overlooking the part-time nature of the role and not addressing how you'll manage availability and workload.
📅 Application Timeline
This position is open until filled. However, we recommend applying as soon as possible as roles at mission-driven organizations tend to fill quickly.
Typical hiring timeline:
Application Review
1-2 weeks
Initial Screening
Phone call or written assessment
Interviews
1-2 rounds, usually virtual
Offer
Congratulations!