About Numeral: Numeral is transforming how taxes get done. Digital businesses are currently bogged down by a painful web of regulations across 47 states and 50+ countries. We’re eliminating this burden so teams can focus on their core mission. We’re the largest and fastest growing AI-native tax solution. Started in 2023, Numeral has raised over $57M from Benchmark, Mayfield, Y-Combinator, and many others. We now serve over 2,500 paying customers and have more than tripled our revenue every year in our history. We’re primarily hiring in our SF and NY offices, but do hire remotely in some cases About the role: As one of our first Enterprise Account Executives , you’ll be responsible for building relationships with our most strategic prospects: finance and operations leaders at enterprise organizations navigating complex, global tax needs. You’ll lead large, multi-threaded deal cycles, own a focused list of named accounts, and work closely with Product, Engineering, and Executive leadership to shape our upmarket motion. This is a rare opportunity to join a company solving a mission-critical problem at scale—and to define what world-class enterprise sales looks like at Numeral. What you’ll do: Full Deal cycle ownership of our largest Target Accounts Deep engagement with Founders, CEO’s, CFOs, CAOs, Controllers, Tax Directors, and cross-functional finance stakeholders Multi-threaded, complex sales cycles involving consensus decision-making and RFPs (6–12+ months) Collaboration with Solutions Engineering, Product, and Customer Success to scope and close technical solutions Leadership in refining our enterprise GTM playbook—pricing, proposals, enablement, and positioning Executive presence at industry events, conferences, and customer briefings What you’ll bring: 5+ years of experience in sales/quota carrying roles 3+ years of experience in enterprise SaaS sales, including both startup and large enterprise environments Proven track record of closing 6- and 7-figure deals in complex sales cycles Experience selling to the finance suite , ideally in industries like e-commerce, fintech, or compliance SaaS Strong strategic thinking and discovery skills—you know how to align pain points with platform value Confident executive presence with strong storytelling and solution mapping capabilities Discipline in managing pipeline, forecasting, and CRM hygiene Startup mindset: Not scared of ambiguity and hungry for rapid growth Intensity & Ownership: This is not a 9-5 — we’re scaling rapidly and have a massive opportunity ahead of us. Customer Obsession: You deeply care about the user experience and solving their problems Even better: Familiarity with sales tax compliance , ERP, tax tech, or enterprise finance infrastructure Mastery of sales methodologies such as MEDDPICC, Command of the Message, or Solution Selling Experience at both hypergrowth SaaS companies and large enterprises (you know how to scale and navigate) Use of tools like Salesforce, Gong, and enterprise engagement platforms Bring a hunter’s energy and a founder’s mindset to every opportunity What we offer: Competitive salary and equity - you’ll share directly in the company’s success Full medical, dental, and vision coverage Wellness perks like Headspace and the Peloton One App 401(k) to help you build long-term financial security Lunch and snacks when you’re in the office Regular team offsites and company events as we grow A culture built on ownership - your work matters and people will see it!