Vacation With An Artist (VAWAA)

Operations & Experience Lead – Artists & Guests

Vacation With An Artist (VAWAA)

full-time

Posted on:

Location Type: Hybrid

Location: New York City • New York • 🇺🇸 United States

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Salary

💰 $55,000 - $85,000 per year

Job Level

Senior

About the role

  • Lead and scale artist onboarding with speed, rigor, and editorial quality
  • Manage all artist communications prompting submissions, gathering assets, offering guidance, co-designing, editing and support
  • Understand their work, shape programs, rewrite descriptions, curate images
  • Strengthen artist relationships & support their growth as hosts & teachers
  • Partner with guest experience manager to support and guide guests
  • Manage bookings, guide decisions, and increase conversions
  • Solve time-sensitive issues across time zones, cultures and contexts
  • Use AI tools to build systems, automate repeatable work, and increase leverage
  • Think proactively: identify bottlenecks, propose solutions, execute
  • Create clarity, calm and momentum across a fast-moving global community

Requirements

  • Experience in early-stage, high-intensity environments
  • Strong writing, editorial, visual, and experience-design judgment
  • A track record of high-volume communication done with clarity, warmth, and precision
  • Experience shaping programs, workshops, or learning journeys
  • Operational stamina: ability to move fast, juggle multiple priorities, and shift contexts
  • High cross-cultural and emotional intelligence
  • Experience using tools (including AI) to scale yourself and build workflows
  • A history of working full-time in remote, computer-based roles requiring responsiveness, self-direction, and sharp judgment.
  • Demonstrated ability to take ownership in evolving environments where no one tells you exactly what to do.
Benefits
  • Health insurance
  • 0.25%–0.5% equity or profit sharing options
  • Free and discounted VAWAA experiences
  • Work closely with our founder and community of artists and guests in 50+ countries
  • Growth path: In 2–3 years, this role could evolve into Head of Guest Experience, Head of Artist Onboarding and Experience, Head of Creative Operations or even COO, depending on your skills and ambition.

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills
writingeditorial judgmentvisual designexperience designprogram shapingworkshop designlearning journey designAI toolsworkflow automation
Soft skills
communicationclaritywarmthprecisionoperational staminacross-cultural intelligenceemotional intelligenceself-directionownershipproactive problem-solving