At a recent corporate conference in Boston hosted by Pellera, Drawing Booth was brought in to create a more engaging experience between sessions for attendees working in the AI space.
With a highly informed and design-conscious audience, the goal was to introduce something interactive that felt aligned with the forward-thinking nature of the event — while also encouraging natural guest movement and connection.

The Challenge: Engaging Guests Between Sessions
Like many corporate conferences, the event needed a way to activate the time between programming.
The client was looking to:
- Keep energy high between sessions
- Encourage attendees to move through the cocktail and vendor showcase space
- Offer an experience that felt elevated and relevant to a tech-driven audience
Traditional entertainment options didn’t quite fit the tone of the event.

The Experience: Digital Sketching Meets Real-Time Interaction
Drawing Booth artists mingled throughout the cocktail room, approaching guests directly and creating quick, sophisticated digital portraits on iPad.
Each portrait was:
- Drawn live in just a few minutes
- Delivered digitally and printed on-site
- Customized with Pellera’s event branding
The experience integrated seamlessly into the flow of the event — no lines, no fixed setup — allowing guests to engage organically while moving between conversations and activations.

The Result: Movement, Engagement, and Brand Alignment
The sketching experience became a natural point of interaction within the room.
It helped:
- Increase guest movement throughout the vendor showcase
- Create moments of connection between attendees
- Offer a branded takeaway guests chose to keep and share
The client especially valued the digital component, which felt aligned with the AI-focused theme while still delivering something personal and human.

Why It Works for Boston Conferences
For conferences in Boston — particularly in industries like technology, AI, and innovation — experiences need to feel thoughtful and relevant.
Drawing Booth works in these environments because it:
- Blends digital tools with human interaction
- Appeals to educated, design-aware audiences
- Enhances engagement without disrupting the program
- Provides a high-quality, branded takeaway

Planning a Conference in Boston?
Drawing Booth regularly brings top-tier artists from New York City to support events in Boston, delivering a refined, professional experience suited to conferences, corporate gatherings, and brand activations.
If you’re looking for live event sketch artists in Boston who can engage your audience while staying aligned with a sophisticated, forward-thinking environment, we’d love to collaborate.