Executive Assistant to CEO (Contract to Hire)

Seer Interactive•Philadelphia, PA

2d•Hybrid

About The Position

Seer Interactive is a digital marketing consultancy that harnesses compassion, data, and technology to make a mark on our communities. We believe in relentlessly pursuing and sharing the truth, using millions of data points to base our decisions. Our purpose is to unlock potential for our communities, and our vision is a world where it’s easy to do the right thing. Seer is a remote-first agency and a Certified B-Corp with team members across the country. This position can also be based in our Philadelphia HQ office. We can only consider candidates based in the US who are able to work continental US based hours. This is a hands-on, high-trust contract-to-hire role supporting Wil Reynolds, our Founder and CEO. It begins with supporting his calendar, inbox, and travel, and evolves as the individual earns more trust and responsibility. The first 90 days serve as a mutual trial period for learning and proving capabilities. This role is not for those seeking a fully defined scope from day one or a pre-set process; it requires resourcefulness, coachability, and a comfort with earning trust incrementally. Detail-heavy, repetitive tasks are seen as opportunities to prove oneself.

Requirements

Persistence: ability to keep pushing on something even after it doesn't work the first, second, or third time.
Coachability: ability to take direct feedback and visibly change approach quickly.
Resourcefulness: ability to find a way to solve a problem even without full context, authority, or experience.
Comfort earning trust incrementally, rather than expecting full access or autonomy on day one.
Curiosity about AI tools and ability to teach oneself how to use new ones without being told.
Energy for repetitive, detail-heavy work early on, seeing it as a way to prove oneself.
Comfort with direct, frank communication.
Ability to ask sharp, curious questions rather than just following instructions.
Candidates must be based in the US and able to work continental US based hours.

Nice To Haves

Experience in a fast-paced, quota-driven, or rejection-heavy environment (sales, recruiting, business development).
Experience teaching oneself to use an AI tool for something outside of school or work.
Genuine interest in eventually growing into full executive or business partner support.

Responsibilities

Support the full speaking pipeline for the Founder, from inquiry tracking through logistics through post-event follow-up.
Handle speaker-specific logistics: bio, headshot, W9, vendor forms, ground transport, expense tracking, deadline tracking with organizers.
Learn and maintain the shared presentation tracker.
As trust builds, begin owning direct communication with conference organizers and the annual re-engagement cadence.
Price, book, and monitor travel tied to speaking engagements and business travel.
Learn the Founder's preferences for airport timing, routing, and hotel standards, and build toward anticipating them.
Sit in on sales calls as access and trust grow, starting as note-taker and observer.
Practice turning what is heard into follow-up and next steps, with feedback and coaching.
Review call transcripts and project context to help synthesize what is happening on key accounts.
Support calendar management and scheduling.
Learn to produce a weekly briefing with context for upcoming meetings.
Catch and help resolve scheduling conflicts.
Support logistics for VIP contacts and relationship-building touchpoints.
Learn the goodwill and recognition cadence the Founder cares about, and help build it into a more repeatable, AI-supported system.
Support non-profit board logistics, including meeting coordination and materials.
Learn and use existing AI-powered systems that support this role.
Start proposing small improvements as understanding grows, with the goal of building own workflows.
Handle day-to-day logistics, meals, errands, home needs, that keep the Founder focused on high-leverage work.
Maintain inbox access for utility purposes, with growing responsibility as trust is established.
Support monthly expense tagging and categorization.