Account Executive - Enterprise

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

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.

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

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

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

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!