Account Executive - Enterprise

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 70+ 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 3,000 paying customers and have more than tripled our revenue every year in our history.

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!