Business Development Representative

About Grotto

Grotto's mission is to help humans shine in life's most important moments. To do this, we're building the performance layer for frontline work.


We're starting in housing, where our AI coaching & intelligence guides leasing agents in real time during tours and calls, driving results that show up in our customers' bottom line. It's AI that supercharges people instead of replacing them. Some info on us:

• $10M seed led by ICONIQ, one of the firm's earliest checks ever.
• Best-in-class revenue growth for vertical AI.
• Customers include top-10 largest apartment owners, developers and managers.
• Led by a team of vertical AI veterans.
• Team in New York, in office.

The role

You are one of Grotto's earliest BDRs, and you'll report directly to seasoned enterprise sellers. You'll get to write the playbook for AI-native business development in a way that's aligned with our humans-first ethos (emphasizing creative, human-to-human outreach).

What you'll do

• Own outbound. Build and run targeted outreach across phone, email and LinkedIn to open first conversations with owners, operators and asset managers.
• Qualify hard. Run structured discovery and judge fit against our ICP. We would rather you disqualify fast than pad the calendar.
• Nurture. Follow up with something worth reading and a clear next step.
• Hand off clean. Partner with our AEs so nothing drops between the first conversation and the deal.
• Keep the pipeline honest and log activity and notes accurately in our CRM.
• Surface market insight. You hear the objections before anyone else, and you bring them back so we sharpen messaging and targeting.
• Work the conferences. Multifamily runs on events. Engage leads before and after so they turn into real pipeline.
• Get 10x as much done as you could have before AI.
• Earn the AE seat.

What you bring

• Hunger: you want to be first-in and last-out, learning the ropes of one of life's most important skills: selling.
• A love for winning. You have likely competed at a high level before, in sports or something similar.
• Resilience with a short memory. You learn from losses, then shrug them off.
• You've been described as charismatic, a ball of energy, or similar.
• Coachable.
• 0 to 2 years of experience.
• New York, in office.

How we'll evaluate

• A story of how you mastered something when the odds were against you.
• A live call where you cold-call Grotto's co-founders.
• A written prospecting exercise where you walk us through your sequence.
• References, including one person who has managed you.

What you get

• Early sales hire at a company where go-to-market is being built in real time, with the CEO and GTM leaders coaching you directly.
• Competitive base and OTE, plus meaningful equity.
• The clearest possible path to an AE seat at an inflecting vertical AI company. We would rather promote you than hire above you.