Account Executive - Enterprise

About this 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!

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