Operations & Experience Lead – Artists, Guests

Vacation With An Artist (VAWAA)

. Lead and scale artist onboarding with speed, rigor, and editorial quality .

Posted 5/6/2026contractNew York City • New York • 🇺🇸 United StatesSenior💰 $65,000 - $85,000 per yearWebsite

About the role

Key responsibilities & impact

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 own the guest journey end-to-end
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

What you’ll need

Experience in early-stage, high-intensity environments where ownership, coordination, communication, and operations were core to your success.
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

Benefits

Comp & perks

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

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

editorial qualityprogram shapingexperience designasset gatheringimage curationworkflow automationAI tools usagehigh-volume communicationdecision guidanceproblem-solving

Soft Skills

ownershipcoordinationcommunicationoperational staminacross-cultural intelligenceemotional intelligenceproactive thinkingclaritywarmthprecision