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Vacation With An Artist (VAWAA)

Experience Operations Lead – Guests & Artists

Vacation With An Artist (VAWAA)

. Work closely with the founder and help scale the experience layer of VAWAA.

Posted 5/14/2026contractRemote • New York • 🇺🇸 United StatesSenior💰 $60,000 - $85,000 per yearWebsite

About the role

Key responsibilities & impact
  • Work closely with the founder and help scale the experience layer of VAWAA.
  • Improve booking conversions and optimize the funnel from inquiry to repeat guest.
  • Monitor key metrics representing bookings, guest & artist health.
  • Partner with guest experience manager to own the end-to-end guest journey managing bookings, decisions, experience issues, follow-ups, CRM hygiene, templates, workflows, and the SOPs that help scale care without losing soul.
  • Support artists with onboarding, gathering assets, offering guidance, co-designing, editing and support.
  • Oversee confusion areas for guests and support needed by artists.
  • Solve time-sensitive issues across time zones, cultures and contexts.
  • Maintain responsive communication wherever guests and artists reach out.

Requirements

What you’ll need
  • 2-4 years of digital customer experience
  • Strong writing, editorial, visual, and experience-design skills
  • Minimum 2 years experience working full-time in remote, computer-based roles requiring responsiveness and self-direction
  • Fluency in tools like Streak, Customer.io, Helpscout, Zendesk, Front, Notion, Slack, Google Workspace, AI tools

Benefits

Comp & perks
  • Health insurance
  • Free and discounted VAWAA experiences
  • 0.25%–0.5% equity or profit sharing options

ATS Keywords

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Applicant Tracking System Keywords

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

Hard Skills & Tools
digital customer experienceexperience designeditorial skillsvisual skills
Soft Skills
responsivenessself-directioncommunicationproblem-solving