--- title: 'Software Engineer, Deployments at Grotto AI' canonical: 'https://feeny.ai/job/software-engineer-deployments-grotto-ai-new-york-8a9qnhj27zr7' type: 'job' last_seen: '2026-09-11' --- # Software Engineer, Deployments 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/c09cb492-bb26-4b80-8e41-abc17f775fd3 ## Job description Software Engineer, Deployments Grotto AI | New York City (In-Person, with some travel to customer sites) ## What We Do 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. ## About This Role This is not a typical product engineering role. You won't be shipping features to a faceless user base and measuring success through dashboards. As a deployment-focused engineer, you'll work directly with our customers to make Grotto fit like a glove for each one. That means building atomic, customer-specific customizations—features, integrations, workflows—that solve real problems for real property managers. You'll partner with Deployment Leads to understand what each customer actually needs, and then you'll build it. In this specific role, you will be entirely responsible for the technical success of multiple customers. We're not scared of last-mile customization. We believe that's where the magic happens. If you're the kind of engineer who gets energy from seeing your work in action, from visiting a customer and watching someone use the thing you built yesterday, this role is for you. ## What You'll Do - Build customer-specific features, integrations, and customizations across our Python and VueJS/TypeScript stack - Work closely with Deployment Leads to translate customer needs into working software - Ship fast—we operate in short cycles - Occasionally travel to customer sites (a few days per month) to understand their world firsthand. It’s a lot fun, trust us. - Collaborate directly with design, product, and founders - Help define what "delivery engineering" looks like at Grotto—there's no playbook yet ## What We're Looking For - (Non-Negotiable) 3+ years of full-stack experience with Python and VueJS/TypeScript - (Non-Negotiable) 1+ year at an early-stage or growth-stage startup - Comfort with ambiguity—you thrive when there isn't a clear spec or established process - Genuine excitement about customer impact over technical elegance for its own sake - You build with AI tools (Claude, Copilot, etc.) as a default—you relish building, not the art of writing code - Strong communication skills—you'll interface with customers, Deployment Leads, designers, and founders - Based in NYC or willing to relocate What Makes You a Unicorn - Strong data analysis and statistics skills—being able to measure customer impact and dig into that data makes you a near-unicorn here - Experience with AI/ML, whether integrating LLM APIs, building AI-powered features, or working with ML pipelines (we love BAML here) - Background in property management, real estate, or other operationally complex industries - Experience in early-stage startups or high-ambiguity environments ## 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. [Jobs.ashbyhq.com](https://jobs.ashbyhq.com/grotto) ## Other roles at Grotto AI - [Product Marketing](https://feeny.ai/job/product-marketing-grotto-ai-new-york-v635d4vxzjqb) — New York, NY - [Product](https://feeny.ai/job/product-grotto-ai-new-york-82psdt2t78cc) — New York, NY - [Resume Drop](https://feeny.ai/job/resume-drop-grotto-ai-new-york-r74tncq1xpxa) — New York, NY - [Forward Deployed Engineer](https://feeny.ai/job/forward-deployed-engineer-grotto-ai-new-york-2y1fmnf8tqy5) — New York, NY - [Behavioral Scientist](https://feeny.ai/job/behavioral-scientist-grotto-ai-new-york-yszkkfz125yz) — New York, NY - [Deployments Lead](https://feeny.ai/job/deployments-lead-grotto-ai-new-york-77ytpn31kzt3) — New York, NY - [Client Strategist](https://feeny.ai/job/client-strategist-grotto-ai-new-york-tgmc99s28caq) — New York, NY