Enterprise Account Executive - Legal Sector Sales

Sightful · Remote, US-based (NYC metro preferred) · Full-time The short version Sightful makes Spacetop, the software that turns a pair of AR glasses and any Windows laptop into a private 100-inch multi-monitor workspace. Law firms, financial institutions, and consultancies are buying it because their people work everywhere and their data can't be seen by the person in the next seat. We're hiring an Enterprise Account Executive to own a territory of named accounts, run full-cycle deals from first meeting to signed order form, and help define how a brand-new category gets sold. About Sightful At Sightful, we believe the screen shouldn't be a limitation of your hardware. We created Spacetop, the world's first AR laptop experience: an immersive, private, mobile 100-inch virtual workspace professionals can use on a plane, in a client's office, or at the kitchen table, and carry in a backpack. In the age of agentic AI, when knowledge workers are supervising multiple agents and windows at once, a 13-inch screen has become the bottleneck. Spacetop removes it. We were founded by veterans of the AR industry (Magic Leap, PrimeSense). We're a team of dreamers and builders focused on productivity and privacy. Our culture is fast-paced, collaborative, and fun, because we take our work seriously, but not ourselves. Where we are right now This is not a \"help us find product-market fit\" role. It's a \"help us pour fuel on what's working\" role: • Paying enterprise customers across legal, financial services, insurance, and consulting, on both sides of the Atlantic. • A live channel motion, with resellers actively trained and selling Spacetop and delivering sourced opportunities. What you'll do • Own a named-account territory. A focused book of enterprise \"whale\" accounts plus an active mid-market list, with a clear qualification gate so you spend your time where deals actually close. • Run full-cycle deals. Prospect, run discovery, demo, structure the pilot, navigate procurement and security review, and close. • Sell the problem, not the gadget. Our buyers care about visual data privacy (a lawyer's duty of confidentiality, a banker's MNPI exposure), about productivity for people who work outside the office, and about giving their teams the screen real estate AI-era work demands. You'll lead with those, and let the glasses be the surprise. • Work the channel. Co-sell with our reseller partners' reps, run joint demos, and turn partner-sourced leads into closed business. • Shape the playbook. You'll be one of the first sellers in this category. What you learn about objections, buying committees, and what makes a pilot convert goes straight into how we sell, price, and build. • Feed the product. Work closely with product and engineering to bring back what customers need next. What you bring • 5+ years of B2B sales , with at least a few of those closing enterprise or upper-mid-market deals in SaaS, enterprise hardware, or emerging tech. You've carried a quota and beaten it. • Experience selling to legal, financial services, or professional services buyers is a strong plus. So is experience selling anything that required a live demo to be believed. • A hunter's instincts. You build your own pipeline and don't wait for inbound. • A consultative, executive-level presence. You can make a spatial computing concept feel simple and obvious to a managing partner, a CIO, or a COO, and you build trust quickly. • Comfort with ambiguity and speed. You want to define a category, not inherit a playbook. Startup experience is a plus. • Real curiosity about AR, spatial computing, and AI. You'll put the glasses on in your first week and won't want to take them off. • Based in the US, ideally the New York metro , where many of our target accounts are headquartered. Willing to travel for on-site demos and customer visits. Compensation & benefits • Base salary: $130,000 – $150,000 , depending on experience • Uncapped commission with accelerators above quota • Equity in an early-stage company defining a new category • Your own Spacetop setup, obviously Why Sightful • Timing. You're joining at the moment the enterprise motion is working and being scaled, not before it exists and not after the interesting part is over. • A product people react to. Most enterprise software gets a polite nod in a demo. Spacetop gets a \"wait, what?\" That is a very good feeling to sell with. • Access. You'll work directly with the founding team. Decisions happen fast. • Culture. A diverse, inclusive, and witty team where GenAI is part of the daily workflow, not a slide in a deck. How to apply Email daniel (at) sightful.com with your resume and a 2-minute video introducing yourself . Tell us about the hardest deal you ever closed and what it taught you. We read and watch every one. Sightful is an equal opportunity employer. We welcome applicants of every background.