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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
✓ Tailor your resumeApplicant 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