Executive Assistant

About Stay22

At Stay22, we’re revolutionizing how people convert online. Our AI-powered affiliate platform helps publishers, ticketing platforms, and content creators unlock new revenue streams while levelling up their audience's user experience. At Stay22, our partners don’t just earn more, they deliver more. Join us and be part of something big that's shaking up the affiliate world.

Position overview

We’re looking for someone who thrives on getting things done. This role is all about enabling leaders to move faster, stay focused, and make better decisions by taking care of everything else that would slow them down. You’ll support our CEO directly while also reporting to our Chief of Staff. In this hybrid role, you’ll take on high-impact operational tasks across Finance, People Operations, and Office Management playing a critical role in keeping the company running smoothly and enabling our leadership to operate at their best. This is a high-growth role with direct exposure to business operations at the leadership level.If you're someone who notices problems and quietly fixes them before anyone else sees them, you'll thrive here.

Key responsibilities

• Manage CEO’s calendar to protect time for focus, travel, and priorities.

• Ensure meetings are purposeful with agendas, context, and clear outcomes.

• Take notes and track follow-ups when needed.

• Book meeting rooms, venues, catering, and restaurant reservations.

• Serve as the primary point of contact and gatekeeper for the CEO’s communications.

• Draft, edit, and send correspondence on behalf of the CEO with accuracy, clarity, and appropriate tone.

• Triage incoming messages and requests, ensuring timely follow-up and thoughtful prioritization.

• Build strong relationships with internal teams and external stakeholders.

• Plan and coordinate complex travel itineraries, ensuring seamless logistics.

• Support the C-Suite participation in events, lunches, conferences, and speaking engagements.

• Coordinate logistics for leadership offsites, board meetings, and strategic planning sessions

• Anticipate needs and take initiative to make the CEO’s day-to-day more effective.

• Act as a trusted sounding board, providing context, follow-through, and operational support.

• Maintain confidentiality and handle sensitive information with professionalism.

• Help identify areas where processes can be improved to increase executive efficiency
  

Requirements

• 4+ years of experience as an Executive Assistant or in a similar high-level support role.
  Proven ability to manage complex schedules and multiple priorities simultaneously.

• Exceptional written and verbal communication skills.

• High emotional intelligence, discretion, and professionalism.

• Strong problem-solving abilities and a proactive mindset.

• Experience supporting C-suite executives is strongly preferred.

What to Expect from our Hiring Process

​We know your time’s valuable, so here’s the quick rundown of what to expect.

1. Screening call with our Talent Acquisition Partner (30-45 minutes)

2. Interview with the Chief of Staff (30 minutes)

3. Interview with the CEO (30 minutes)

4. Offer & onboarding 🎉

Please note that this process is subject to change at any point, based on additional requirements from the team.

Why join Stay22?

• Support Travel Creators: Be part of a team that empowers travel creators to explore the world by increasing their passive income potential.

• Empower Your Growth: We hire champions and give them the opportunity to excel, skipping levels and honing their superpowers.

• Lead with Impact: We empower our team members to take charge and make a real impact in the Stay22 universe.

• Location, Location, Location: Enjoy our bright and vibrant office in the heart of Little Italy, surrounded by great shops and restaurants

• Be Yourself: Embrace a come-as-you-are dress code and a flexible work schedule.

• Comprehensive Benefits: We offer health & dental benefits, retirement plans, learning & development opportunities, and social & team-building activities, including exciting retreats.

(Stay22 is an equal-opportunity employer. All qualified applicants are given consideration. If you have a disability or particular need that requires accommodation, please contact us at careers at stay22.com)