Head of Community Experience

(Part-Time / Hourly) | Rate: $30/hour | Estimated Hours: 15–20 per week | Mix of weekday and weekend hours
Location: NYC. This is a heavily in-person role; some remote/hybrid hours permitted.

Overview
We’re looking for a thoughtful, strategic, and systems-minded person to lead the charge on how our community interacts with and experiences Drawing Room, from first visit to long-term engagement.

This role blends strategy, execution, and operations. You’ll drive the trajectory of our membership ecosystem, and support the quality and consistency of our guest experiences (Open Hours and beyond).

Your initial primary focus will be owning the daily operations of the space, managing our team of hosts and working closely with team members like our Operations Coordinator and Social Media Manager. You’ll then also be working on strategic initiatives with the Founder, Head of Programming, etc. to ensure our physical space, people systems, programming, and communications/marketing are aligned and evolving in thoughtful, scalable ways to serve and grow our community.

What You'll Do:

Hospitality & Guest Experience
You’ll own and shape the front-of-house and hospitality practices that define our community’s daily experience. This means ensuring guests feel welcomed and cared for from the moment they arrive, and members experience consistent warmth, professionalism, and attention to detail.
In this role, you’ll:

  • Build strong relationships with members of the community through in-person presence, and deeply understand their needs. This insight will shape strategic decisions and ideas.

  • Oversee standards and consistency for hosting, greetings, and daily flow of the space. You’ll design guest experience protocols, and turn recurring challenges into clear, actionable processes that support daily operations.

  • Improve on foundational systems and documentation that ensure smooth operations, such as inventory management.

  • Become an expert on our creative supplies to ensure that team members are equipped to provide excellent experiences

  • Become an expert on our programming to ensure that team members are equipped to drive awareness. You’ll partner with our Programming team to infuse our hospitality approach and design.

  • Brainstorm and design touchpoints (ex: seasonal events, workshops, open houses) that elevate the guest and member experience and drive growth

Management Foundations

You’ll manage the team of hosts, including hiring, training, and onboarding, and help build out frameworks that support their growth. You’ll implement foundational management systems that are eventually applied to the company as a whole.

Key responsibilities include:

  • Drafting role descriptions, evaluation frameworks, and onboarding guides

  • Supporting the rollout of performance check-ins and metrics

  • Partnering with the Founder to prototype a light-touch performance management system

Growth Strategy

You’ll strategize to drive revenue growth across our Membership and Guest programs. This can include everything from awareness, conversion, and retention strategies to marketing initiatives, newsletters, communications, and partnership opportunities.

You’ll also:

  • Strategize with team leads to drive sales and monitor growth progress

  • Conduct market and competitor research to guide pricing and other strategic decisions

  • Build and maintain forecasting tools and monthly performance reports

  • Partner with the team to optimize costs and improve efficiency

Strategic & Organizational Support

You’ll track and synthesize key metrics across teams, identify bottlenecks, and propose improvements. You may also occasionally support special projects related to scaling, such as team structure or new tools.

You Might Be a Fit If You…

  • Have 3–5+ years in business operations, strategy, or management—bonus if in creative, mission-driven, or startup environments

  • Are comfortable with spreadsheets, revenue models, and turning numbers into actionable insights

  • Love building systems and organizing information to make operations smoother

  • Are an excellent communicator who collaborates well across teams

  • Thrive when your ideas and problem-solving directly shape outcomes

  • Are excited to grow with a business and help build something from the ground up

What This Role Offers

  • A chance to shape a growing creative business from the inside out

  • Close collaboration with the Founder and creative team

  • Flexibility in hours and work style—perfect for freelancers or part-time professionals

  • Room to grow with the role and co-create future systems and strategies

This is a builder’s role, a good fit for someone who loves structure but isn’t afraid of a little chaos. We are a very new business and this role is the first of its kind so it will evolve based on what we discover as we go. If applying your business and operational expertise in a creative environment excites you, we’d love to hear from you.

Deadline to apply is Fri, September 12 at 11:59pm.