Resume Drop

Grotto AI•New York City, NY

3d•Onsite

About The Position

Grotto is the AI platform that supercharges multifamily apartment teams during the moments that matter most. We're starting with leasing conversations—one of the most important decisions most of us make every year. Our data from millions of prospect interactions shows that the #1 predictor of whether someone signs a lease isn't product knowledge or perfect scripts. It's agents who are genuinely curious and who laugh—things that AI alone struggles at today. So we built a platform that guides leasing agents in real-time during calls and tours—helping them build rapport, handle objections, and convert more prospects into signed leases. It's working. We've driven massive increases in conversion with some of the largest apartment owners in the country. We've been told by customers that we're "the best vendor they've ever worked with." And this is just the start. Our vision is a world where life's most important conversations leave people feeling more connected. Square Peg, Round hole? Drop Your Resume We're a small, fast-moving team and we don't always have a role posted for every type of person we'd love to meet. If you're excited about what we're building and think you'd be a great fit—even if there's no open role that matches—we want to hear from you.

Requirements

2+ years at an early-stage or growth-stage startup
You build with AI tools (Claude, Copilot, etc.) as a default
Comfort with ambiguity—you thrive when there isn't a clear spec or established process
Excited by prospect of traveling to customers
Strong communication skills
Deeply organized
Based in NYC or willing to relocate