Executive Assistant II

The Founders Playground LLC is seeking an Alabama-based part-time Executive Assistant to join our team remotely, with some travel required (<25%). This temporary position runs from September 2025 to February 2026, with the potential for extension based on future contracts. This role is ideal for a detail-oriented professional with a passion for program design, marketing, and community and economic development.

🧾 General Administrative Support

• Assist with general administrative tasks such as organizing files, tracking progress, preparing summaries, or following up on action items

• Provide backup support across operations as needed to ensure smooth workflow

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🔍 Research & Project Assistance

• Conduct research on leads, potential clients, and strategic partners

• Assist in managing and updating project timelines using ClickUp

• Track time using Toggl and support follow-up on project deliverables

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⚙️ Process & Automation Support

• Maintain and improve internal automations

• Help document standard operating procedures (SOPs)

• Support the implementation of tools and workflows that increase team efficiency

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📈 Light Marketing & Content Creation

• Draft and edit blog posts, LinkedIn content, and internal communications

• Assist with bulk content creation in Canva

• Help with social media scheduling and occasional website updates

💡 Skills & Qualities

• Comfort using new platforms and a passion for tech-enabled solutions

• Strong organizational and critical thinking skills

• Excellent written communication and attention to detail

• Ability to work independently, ask questions early, and communicate needs before deadlines

• Interest in entrepreneurship and systems thinking

• Bonus: Experience working with or in support of startups or founders

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🛠 Tools & Tech (Preferred)

• Comfort using new platforms and a passion for tech-enabled solutions

• Familiarity with: Google Workspace, HubSpot, ClickUp, Canva

• Quick learner who adapts rapidly to new technologies
   

💼 Experience

• Minimum 2 years in an administrative, marketing, operations, or project/product support role (doesn’t need to have “admin” in the title)

• 🎯 Mindset & Interests

• Interest in entrepreneurship and systems thinking

• Desire to grow into greater responsibility over time

• Value-aligned with equity, transparency, and creative problem-solving

• Hourly Pay: $15/hour

• Schedule: 10–15 hours/week (flexible)

• Growth: Opportunity to grow into more senior roles in marketing, operations, or project management

We are a remote-first, flexible workplace that values:

• Boundaries and balance

• Neurodiverse-friendly processes

• Transparent communication

• Ongoing learning and development
   

🧑‍💻 We hold weekly office hours via Zoom (typically 2–3 hours/week) to collaborate in real-time. While times can occasionally shift, we aim to keep them consistent week-to-week to support team rhythm.

The Founders Playground is guided by our Belonging, Equity, Accessibility, and Diversity (BEAD) statement, ensuring that entrepreneurship and economic opportunity are accessible to all. We encourage candidates from diverse backgrounds to apply.

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The Founders Playground is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

We strongly encourage applications from people of color, LGBTQ+ individuals, people with disabilities, and individuals from non-traditional educational or career paths.

Please send your resume to katherine@foundersplayground.co with the subject Executive Assistant Application - Your Name

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Applications will be accepted through Wednesday, August 27 at 12:00 PM CT.

Interviews will be hosted on August 28–29, and the selected candidate will start on Monday, September 8th.