--- title: 'Enterprise Account Executive at Probook' canonical: 'https://feeny.ai/job/enterprise-account-executive-probook-manhattan-ycz56n4vypyc' type: 'job' last_seen: '2026-09-09' --- # Enterprise Account Executive at Probook - **Company:** Probook - **Location:** Manhattan, NY - **Employment:** full-time - **Work type:** onsite - **Posted:** 2026-06-03 - **Last confirmed live:** 2026-09-09 - **Apply:** https://jobs.ashbyhq.com/probook/a54815d3-1062-4d02-9d87-ebc6feb892e2 ## Job description ## ABOUT PROBOOK Probook is the AI Operating System for the home services industry, transforming how plumbing, HVAC, and electrical businesses operate. Our impact is real. Dispatching the right technician to the right job can mean the difference between a $300 "band-aid" fix and a $20,000 system replacement. By automating previously high-touch workflows around-the-clock, Probook ensures a consistent customer experience without the need for 24/7 live staffing. We unify our customers' processes into a single, scalable platform, giving businesses one place to run their entire dispatch operation. ## The Role Enterprise Account Executives at Probook close deals by understanding the customer and the product and making both connect. You own the full sales cycle: discovery, evaluation, negotiation, and close. You are not a demo jockey. You are a problem solver who builds trust fast and earns the right to move fast with it. You will have SDR support generating pipeline and marketing backing you in the field. In exchange, you are expected to manage your patch with precision, keep your process airtight, and hit your number. You will never sell what you would not buy. If you care about the craft of sales and want to sell a product customers actually love, this is the role. ## Who You Are - You own the full sales cycle without needing to be managed through it. You are self-directed and process-driven by instinct, not instruction. - You understand complex workflow technology and can translate that into business value for operators who are not technical. - You build trust quickly. Your EQ is a competitive advantage in sales situations, not an afterthought. - You have operated in early-stage environments before. You know how to close with limited resources and incomplete information. - You are a deal-team player, not a lone wolf. You work closely with SDRs, Sales Engineers, and leadership to advance opportunities. - You are high-energy, gritty, and entrepreneurial. You take initiative and do not wait for permission. ## What You Will Own - Account Planning: Know your patch better than anyone at the company. Map accounts that fit the ICP, identify key contacts, and develop and iterate your value hypothesis throughout each evaluation. - Pipeline Management: Use Probook's sales process to manage your pipeline with rigor. Understand the reality and risk of each deal based on stage exit criteria. When stuck, ask for help proactively. - Collaboration: Work closely with SDRs, Sales Engineers, Professional Services, and leadership to build, advance, and close opportunities. Deal team culture is central here. - Client Relationships: Own the relationship from initial engagement through close, renewal, and expansion. You are the constant. ## Requirements - NYC Based: Excited to work in-office 5 days/week in our high-collaboration culture. - 5+ years of software sales closing experience, with demonstrated success selling complex workflow technology solutions. - No less than 1 year of enterprise sales experience. - Demonstrated intellectual capacity to understand underlying technology and articulate how it fits a customer's specific business needs. - Demonstrated EQ and relationship-building skills: the ability to get to trust quickly. - Proven grit and entrepreneurial spirit in early-stage or resource-constrained environments. - Comfortable with up to 10 to 20% domestic travel. WHY JOIN PROBOOK? - The Tailwinds: $700B industry with clear tailwinds: AI adoption, labor shortages, and generational transitions creating demand for operational modernization. We are defining the category, not fighting for share. - The Traction: $XXM ARR in 18 months. Product-market fit proven; now we're scaling. - Funding: $40M raised from Sequoia and Andreessen Horowitz - The Team: >60 people, our founding team comes from the space and has spent thousands of days onsite with our customers. We live the space. We're also becoming one of the most talent-dense start-ups in NYC (MIT, Harvard, UPenn M&T, Waterloo, Citadel, Palantir, ICPC world finalists, IMO Gold Medalists). ## Compensation & Benefits - Equity: Meaningful equity. - Salary: $300K OTE (base + commission). - Health: Comprehensive medical, dental, and vision. - Perks: $500 Monthly stipend (food, gym, Uber, etc), plus $25 in nightly meal delivery credit and really good office snacks. - Access: Direct access to world-class investors and advisors. ## About Probook ## Company Overview - **One-liner**: Probook builds an AI-powered operating system for home services companies, automating dispatch, lead management, and customer communication to help trades businesses scale. - **Entity Type**: Private (raised $40M Series A) - **Headquarters**: New York, NY, United States - **Founded**: 2022 - **Founders**: Ben Cervantez (Co-Founder), George Eliadis (Co-Founder & CEO), Lewis Zhang (Co-Founder & CTO) ## Core Business - **Primary industry**: Home Services Software / AI / Vertical SaaS - **Target customers**: Home services companies (HVAC, plumbing, electrical, pressure washing, etc.) — primarily mid-market and enterprise operators with multiple locations and large dispatch teams - **Mission or purpose statement**: Built by the trades, for the trades — to solve the hardest operational problems in home services with AI. ## Products & Services - **Probook AI Operating System**: An all-in-one platform that automates dispatch, lead capture, outbound booking, and customer communication. Key features include: - **AI Dispatch**: Automatically matches technicians to jobs based on skills, location, and history; forecasts ETAs. - **Lead Capture & Chat Automation**: Handles 90% of customer chats automatically, capturing every lead from voice calls and web. - **Outbound Booking**: Automatically fills the board by working unsold estimates and outbounding to past customers. - **Full Context CRM**: All customer interactions in one place, with full history checks before jobs hit the board. - **Integrations**: Works natively with ServiceTitan and other industry tools. ## Market Standing - **Valuation/Market Cap**: Not publicly disclosed (private company) - **Key Metric**: Raised **$40M** in funding from Sequoia Capital and Andreessen Horowitz (a16z) — announced on their homepage. - **Notable Investors/Partners**: Sequoia Capital, Andreessen Horowitz (a16z) - **Growth Signals**: - 3,518 LinkedIn followers (+2.8% monthly growth) - Website traffic: ~10,906 monthly visits (+5.2% monthly, +202.9% yearly) - Customer results cited: 20%+ increase in average ticket, 82% true booking rate, 22 → 10 dispatchers, 15,000+ calls/month handled - Describes itself as "the fastest-growing AI startup in New York" - Backed by two of the most prestigious VC firms in the world ## Competitive Advantages - **Domain expertise**: Founders grew up in the trades; CEO George Eliadis ran a pressure washing business for 6 years. The team "came up in the trades" and deploys in person, configuring alongside customers. - **Talent density**: Engineering team includes multiple ICPC World Finalists and IMO Gold Medalists — described as "more talent-dense than early Ramp." - **GTM/CS expertise**: Leadership from Procore, Zocdoc, and other vertical SaaS leaders. - **Focus on dispatch as the core**: Unlike other AI vendors, Probook is built around dispatch — the operational heart of home services — making it uniquely sticky. ## Strategic Focus - **Category creation**: Building the "AI operating system for home services" — a new category-defining product. - **Vertical depth**: Deep integration with existing tools (ServiceTitan) and workflows, rather than a horizontal AI play. - **Scaling the team**: Actively hiring across engineering, sales, customer success, and operations to fuel rapid growth. - **In-person deployment**: Hands-on, high-touch implementation to ensure outcomes — "stay on the hook for the results we sell." ## Why Work Here - **Culture**: Described as a "small, cracked team" with diverse professional backgrounds. The company emphasizes working on "harder and more real" problems than quant or big tech. - **Talent density**: Opportunity to work alongside world-class engineers (ICPC finalists, IMO gold medalists) and operators from top vertical SaaS companies. - **Impact**: Early-stage startup with a clear product-market fit and massive market opportunity — employees can have outsized influence. - **Location**: Based in New York City (office in NYC). Roles are listed as full-time and in-office (New York). - **Perks/Notable**: Backed by Sequoia and a16z; strong engineering culture; focus on solving real problems for real businesses. - **Open roles** (as of latest data): Founding Design Engineer, Senior Software Engineer, Staff Software Engineer, Sales Development Representative, Head of Implementation, Enterprise Customer Success Manager, FDE, Founders Associate, Business Operations Lead, Founding GTM Recruiter, Enterprise Account Executive, Solutions Consultant, Executive Assistant, Head of Talent. ## Sources 1. [probook.ai](https://www.probook.ai/) 2. [probook.ai/company](https://www.probook.ai/company) 3. [probook.ai/careers](https://www.probook.ai/careers) 4. [jobs.ashbyhq.com/probook](https://jobs.ashbyhq.com/probook) 5. [linkedin.com/company/probook-ai](https://www.linkedin.com/company/probook-ai) ## Other roles at Probook - [Deployment Strategist](https://feeny.ai/job/deployment-strategist-probook-manhattan-5cp16xgr8v3s) — Manhattan, NY - [Forward Deployed Engineer](https://feeny.ai/job/forward-deployed-engineer-probook-manhattan-h6kmde34y0qz) — Manhattan, NY - [Events Marketing Specialist](https://feeny.ai/job/events-marketing-specialist-probook-manhattan-8sbbkwpw2g8k) — Manhattan, NY - [Senior Product Marketing Manager](https://feeny.ai/job/senior-product-marketing-manager-probook-manhattan-4qab6c8d49gr) — Manhattan, NY - [Enterprise Customer Success Manager](https://feeny.ai/job/enterprise-customer-success-manager-probook-manhattan-6zvabj1xgfzk) — Manhattan, NY - [Strategic Account Executive](https://feeny.ai/job/strategic-account-executive-probook-manhattan-qbgpn949f7h9) — Manhattan, NY - [Head of Talent](https://feeny.ai/job/head-of-talent-probook-manhattan-7hynck42xfdr) — Manhattan, NY - [Solutions Consultant](https://feeny.ai/job/solutions-consultant-probook-manhattan-3emeceqwh1s4) — Manhattan, NY - [Founding Design Engineer](https://feeny.ai/job/founding-design-engineer-probook-manhattan-4rrs7zp1rdst) — Manhattan, NY - [Sales Development Representative](https://feeny.ai/job/sales-development-representative-probook-manhattan-5ktxcmqwrpr7) — Manhattan, NY