[Hiring] Executive Assistant to CEO @Seer Interactive

Role Description

You're not coming into this role already knowing how to do it, you're coming in ready to figure it out. This is a hands-on, high-trust seat supporting Wil Reynolds, our Founder and CEO, and it starts with the fundamentals: his calendar, his inbox, his travel, the small stuff that keeps a busy person's day from falling apart. But it doesn't stay there. This role is built for someone who treats every task, big or small, as a chance to earn more trust and more responsibility, and who's hungry enough to keep pushing for that growth rather than waiting for it to be handed over.

This is a contract-to-hire position: your first 90 days are a real, mutual trial, for you to learn fast and prove what you're capable of, and for us to see where you land.

Qualifications

• You are persistent, you keep pushing on something even after it doesn't work the first, second, or third time.
• You are coachable, you take direct feedback and visibly change your approach quickly.
• You ask sharp, curious questions rather than just following instructions.
• You are resourceful, you find a way to solve a problem even without the full context, authority, or experience you'd normally want.
• You are comfortable earning trust incrementally, rather than expecting full access or autonomy on day one.
• You are curious about AI tools and teach yourself how to use new ones without being told to.
• You feel energized by repetitive, detail-heavy work early on, and see it as a way to prove yourself, not something beneath you.
• You feel comfortable with direct, frank communication.

Requirements

• Support the full speaking pipeline for our 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 that keeps our Founder invited back year over year.
• Price, book, and monitor travel tied to speaking engagements and business travel.
• Learn our Founder's preferences for airport timing, routing, and hotel standards, and build toward anticipating them without being asked.
• Sit in on sales calls as your access and trust grow, starting as note-taker and observer.
• Practice turning what you hear into follow-up and next steps, with feedback and coaching along the way.
• Review call transcripts and project context to help synthesize what's 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 as you learn the patterns behind them.
• Support logistics for VIP contacts and relationship-building touchpoints.
• Learn the goodwill and recognition cadence our Founder cares about, and help build it into a more repeatable, AI-supported system over time.
• Support non-profit board logistics, including meeting coordination and materials.
• Learn and use the existing AI-powered systems that support this role.
• Start proposing your own small improvements as you understand what's needed, with the goal of building your own workflows over time.
• Handle day-to-day logistics, meals, errands, home needs, that keep our 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.

Benefits

• $55,000 - $85,000 a year. Your final offered compensation will be determined by your skills and experience.
• This will be a 1 month contract to hire based on ability to complete the role.
• Evaluation of compensation at least once a year after that.
• Eligible for benefits after conversion.

30/60/90

• First 30 Days — Learn: Learn CEO’s calendar, preferences, and daily rhythms; Shadow the existing AI-supported workflows already in place; Complete your first fully independent task, however small.
• 60 Days — Build: Take ownership of a defined slice of the daily/personal support workload independently; Begin sitting in on select calls or meetings as trust builds; Propose one small improvement to an existing process.
• 90 Days — Decision Point: Demonstrate independent judgment on at least one ambiguous, unscripted situation; Reach a mutual decision point on converting to a full-time role.