Application Guide

How to Apply for Executive Assistant to CEO (Contract to Hire)

at Seerinteractive

🏢 About Seerinteractive

Seer Interactive is a B-Corp certified digital marketing agency known for its commitment to transparency, community, and employee growth. Founded by Wil Reynolds, Seer emphasizes a people-first culture where continuous learning and authenticity are valued. Working here means joining a team that prioritizes making a positive impact on clients, communities, and the environment.

About This Role

As the Executive Assistant to the CEO, you will be the right hand to Wil Reynolds, managing his calendar, inbox, and travel while proactively taking on more responsibility over time. This contract-to-hire role is a high-trust position that serves as a trial period for both you and the company to ensure mutual fit. Your impact will be direct: you'll enable the CEO to focus on strategic initiatives by handling the details that keep his day running smoothly.

💡 A Day in the Life

A typical day might start with reviewing Wil's calendar, prioritizing emails, and coordinating travel arrangements. You'll proactively identify tasks that need attention, from scheduling meetings to handling last-minute requests, all while looking for opportunities to take on more responsibility. Throughout the day, you'll communicate with internal teams and external partners, ensuring Wil's time is optimized and his day runs smoothly.

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🎯 Who Seerinteractive Is Looking For

  • You thrive in ambiguity and are eager to figure things out rather than waiting for instructions.
  • You have a track record of earning trust quickly and taking on increasing responsibility in previous roles.
  • You are highly organized, detail-oriented, and can juggle multiple priorities in a fast-paced environment.
  • You are proactive, resourceful, and have a 'no task too small' mentality, understanding that small details matter.

📝 Tips for Applying to Seerinteractive

1

Use Seer's Custom GPT 'Guide to Talent Acquisition at Seer' to ask specific questions about the hiring process and demonstrate your initiative.

2

Highlight any experience supporting C-level executives or founders, especially in a contract or trial-to-hire capacity.

3

Show your personality and authenticity in your application—Seer values culture fit and transparency.

4

Research Wil Reynolds and Seer Interactive's core values, and reference them in your materials to show alignment.

5

Emphasize your ability to learn quickly and adapt, as the role explicitly states you won't know everything coming in.

✉️ What to Emphasize in Your Cover Letter

["Your ability to earn trust and take ownership, with examples of how you've grown in previous roles.", 'Your proactive approach to problem-solving and comfort with ambiguity.', "Your understanding of Seer's culture and why you're drawn to supporting Wil Reynolds specifically.", 'Your willingness to start with fundamentals and your hunger to take on more responsibility over time.']

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🔍 Research Before Applying

To stand out, make sure you've researched:

  • → Learn about Wil Reynolds' leadership style and public talks or interviews he's given.
  • → Understand Seer Interactive's B-Corp status and what that means for their culture and operations.
  • → Explore Seer's website, blog, and social media to get a sense of their voice and recent projects.
  • → Look into Seer's 'Custom GPT' and other hiring resources to understand their recruitment process.

💬 Prepare for These Interview Topics

Based on this role, you may be asked about:

1 How you've handled confidential information and maintained discretion in past roles.
2 Examples of times you had to figure out tasks without clear instructions.
3 Your approach to managing a busy executive's calendar and inbox, including prioritization.
4 How you've earned trust and taken on more responsibility in previous positions.
5 Your familiarity with Seer Interactive's values and how you align with them.
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⚠️ Common Mistakes to Avoid

  • Avoid sounding rigid or overly reliant on instructions; Seer wants someone who can figure things out independently.
  • Don't focus only on administrative tasks—show you're eager to grow and take on more.
  • Avoid generic cover letters; tailor everything to Seer's culture and Wil Reynolds' role as CEO.

📅 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:

1

Application Review

1-2 weeks

2

Initial Screening

Phone call or written assessment

3

Interviews

1-2 rounds, usually virtual

✓

Offer

Congratulations!

Ready to Apply?

Good luck with your application to Seerinteractive!

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