TeamOut AI Agent for Company Retreat Planning

What TeamOut AI Does

TeamOut AI is an agent that plans company retreats and events entirely through conversation. Similar to how Lovable helps build websites through chat, TeamOut applies that approach to event planning. The system handles venue sourcing, vendor coordination, flight cost estimation, itinerary building, and overall project management.

How It Works

The core agent relies on a combination of models including Gemini, Claude, and GPT. A central LLM-based agent maintains planning context across turns and decides which specialized tool to call next. Each tool has a specific responsibility:

• Venue search and filtering
• Cost estimations (accommodation + flights)
• Budget comparisons
• Quote and outreach flows
• Communication tool with the TeamOut team

For venue recommendations across more than 10,000 venues, the system does not rely purely on the language model. It embeds both user requirements and venues into vector representations and retrieves candidates using similarity search. Hard constraints such as capacity and dates are applied first, and results are ranked before being presented.

Interface and Workflow

The interface uses a split layout: conversation on the left and structured results on the right. As you refine the plan in chat, the event updates in real time, allowing an iterative workflow rather than a static search experience. The agent orchestrates tools, manages evolving constraints, and surfaces trade-offs explicitly.

Business Model and Limitations

TeamOut makes money from commissions on venue bookings. It's free for teams to explore options and plan. The agent does not invent venues or fabricate pricing, and it's not designed to replace human planners for very large or highly customized events.

Background

The company went through YC in 2022 but didn't launch on HN at the time. Back then, the product was more traditional, closer to an Airbnb-style search marketplace. Over the past two years, after helping organize more than 1,200 events, they rebuilt the core system around an agent architecture that directly manages the planning process.