--- title: 'Product at Grotto AI' canonical: 'https://feeny.ai/job/product-grotto-ai-new-york-82psdt2t78cc' type: 'job' last_seen: '2026-09-11' --- # Product at Grotto AI - **Company:** Grotto AI - **Location:** New York, NY - **Employment:** full-time - **Work type:** onsite - **Posted:** 2026-02-19 - **Last confirmed live:** 2026-09-11 - **Apply:** https://jobs.ashbyhq.com/grotto/312af6d9-cdfb-46a6-955c-bea7e3cc350b ## Job description Product Grotto AI | New York City (In-Person) ## What We Do Grotto is the AI platform that supercharges multifamily real-estate 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 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. ## The Role The world is changing quickly, and you should be excited by a product role that changes in definition and responsibility just as fast. As an AI-native company with top-tier engineering talent, we execute impossibly fast. This makes Product that much more important. You'll need taste, judgment, and discretion to ensure our high-horsepower development abilities are always pointed in the right direction. - Relish in execution. This job does not operate at 30,000 feet. Much of your time will be spent turning vision into concrete reality—working with engineering, thinking deeply about the job to be done, and running projects meticulously. You know that project management is not a function to be delegated away at this stage, and you're excited by this fact. - Own the doing, share in setting the vision. Product direction comes from many inputs: customer feedback, front-line observations from deployments, rich usage data, and yes—sometimes hunches without hard data. You know that "owning product" doesn't mean singlehandedly defining the vision. - Go deep with customers. Sit on leasing calls. Shadow apartment tours. Watch training sessions. Understand what a Tuesday afternoon actually looks like for a leasing agent at a 300-unit property in Phoenix. The best product insights don’t come from dashboards—they come from the moment you hear an agent hesitate on a call and realize our UI caused it. ## What We're Looking For - (Non-Negotiable) You've spent at least 2 years in product, design or engineering at an early or growth-stage startup. You’ve been close enough to building that you know what it takes to ship when there's no playbook and few resources. - You have taste. You have strong, earned opinions about what makes a product good. You relish simplicity and removing unnecessary parts of products and processes. - You're technical enough to be dangerous. You don't write production code, but you can read a PR, sketch a data model, and argue about architecture tradeoffs without embarrassing yourself. You understand what AI is good at today, what it's bad at, and where the line is moving. - You're customer-obsessed. You'd rather spend an hour on a Zoom with a leasing manager than in a strategy meeting. - Ambiguity activates you. You don't ask for permission or resources or clarity. You just start. - You're a clear thinker and a crisp communicator. You can take a messy problem and find the structure in it. When you make a recommendation, people understand the "why" immediately. ## About Us GrottoAI’s mission is to help humans shine in the moments that matter most. We’re starting with the process of finding a home—one of life's most important moments—where we drive bottom-line impact by helping leasing teams shine in key prospect interactions and convert more leads to leases. GrottoAI was founded by Nick Deveau and Ben Epstein—we met at EvolutionIQ, an insurance AI company acquired for $730M in 2024. We've spent the last decade building vertical AI products in hiring, healthcare, and insurance. Now we're bringing that playbook to real estate. We just closed a $10M seed round led by ICONIQ. We're lean, we're moving fast, and we're building a world where, in life's most important moments, people leave every conversation feeling more connected. ## About Grotto AI ## Company Overview - **One-liner**: Grotto AI provides an AI-powered platform that supercharges leasing teams for multifamily operators by providing real-time guidance, call coaching, and prospect engagement tools to reduce vacancy loss and increase Net Operating Income (NOI). - **Entity Type**: Private (Seed Stage) - **Headquarters**: New York City, New York, United States - **Founded**: 2025 - **Founders**: Nick Deveau (CEO) and Ben Epstein (CTO) ## Core Business - **Primary industry**: Proptech / Multifamily Real Estate Technology / Vertical AI SaaS - **Target customers**: B2B, specifically multifamily property operators, leasing agents, and property management companies - **Mission / Purpose Statement**: "Help humans shine in the moments that matter most" — specifically, transforming the home-finding journey by using AI to enhance human-to-human interactions rather than replace them. ## Products & Services - **Tour & Call Coaching**: An AI-powered tool that analyzes leasing agent calls and tours, providing post-interaction coaching to reinforce best-practices and improve conversion rates. - **Call Guidance**: A real-time AI assistant that provides live guidance to agents during calls, helping them handle objections, ask the right questions, and book tours. - **Emails and Texts**: An AI layer that supercharges written prospect communications, helping agents respond faster and more effectively. - **Leasing Performance Platform**: A full-stack analytics platform that measures ROI and tracks performance improvement across every stage of the prospect lifecycle, with a focus on eliminating "avoidable vacancy loss." ## Market Standing - **Valuation / Market Cap**: Not publicly disclosed for a seed-stage company - **Total Funding**: USD $19.4M across two seed rounds - **Key Investors**: ICONIQ Capital (led the initial seed round); other undisclosed investors in subsequent rounds. - **Growth Signals**: - Employee headcount grew +500% year-over-year (from 2 to 9+ employees). - Founded in 2025 and already raised $19.4M, a very large seed round indicating strong investor confidence. - Co-founders have a track record from EvolutionIQ, which was acquired for $730M in late 2024. - Leadership team includes executives from Procore (PCOR), Bozzuto, Windsor Communities, Bilt Rewards, and Equity Residential, bringing deep domain expertise in both AI and real estate. - **Notable Team**: - Jamie Gorski: CRO, former CRO at Procore (PCOR). - David Dear: Former Sr. Director at Bilt Rewards and First Vice President at Equity Residential. - Dennis Lyandres: Former CMO at Bozzuto / CXO at Windsor Communities. ## Competitive Advantages - **Unique "Human + AI" Philosophy**: Unlike legacy chatbots that automate and depersonalize, Grotto focuses on supercharging human agents in the critical moments (calls, tours) that drive leasing decisions. - **Deep Vertical Expertise**: Built by a team with a proven track record in vertical AI (EvolutionIQ) and direct experience in the multifamily industry (Procore, Equity Residential, Bilt Rewards). - **Measurable ROI Focus**: The platform is built with ROI measurement as a core feature, helping operators directly track NOI and vacancy loss reduction — a critical differentiator in a conservative real estate industry. - **Strong Industry Credibility**: The advisory and leadership team includes C-suite veterans from the top multifamily operators and tech companies in the US. ## Strategic Focus - **Market Penetration**: Rapidly deploying the platform with major multifamily operators across the US. - **Product Expansion**: Likely expanding beyond leasing to cover the full resident lifecycle (renewals, service). - **Scaling the Team**: With $19M in the bank and early traction, Grotto is actively hiring for Deployments, Engineering, Product Marketing, and Client Strategy roles. - **Building the Category**: Establishing "AI-enabled leasing performance" as a must-have category for multifamily operators, moving beyond back-office efficiency to revenue generation. ## Why Work Here - **High-Impact, Small Team**: With <10 employees currently, new hires will have significant ownership and direct impact on product direction and company trajectory. - **Prestigious Backing**: Backed by top-tier VC ICONIQ Capital, providing strong financial stability and network. - **Mission-Driven**: The focus on improving the home-finding experience for renters is a tangible, emotionally resonant mission. - **Hybrid Workspace**: The company operates a hybrid model with an in-office presence in New York City (NYC) combined with remote flexibility. - **World-Class Founding Team**: Opportunity to learn from founders and executives who have previously scaled companies to unicorn status and successful exits (EvolutionIQ, Procore). - **Cutting-Edge Tech Stack**: The company is at the forefront of applying LLMs and generative AI to a real-world, high-value problem. ## Sources 1. [grotto.ai](https://grotto.ai/) 2. [grotto.ai/about-us](https://grotto.ai/about-us) 3. [LinkedIn Company Page](https://www.linkedin.com/company/grottoai) 4. [Built In](https://builtin.com/company/grotto-ai) 5. 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