About the role

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!