About NumeralHQ

Numeral is building the automation backbone for internet commerce — starting with the painful world of sales tax compliance. We handle everything from registration to remittance, delivering a white-glove service so e-commerce businesses can stay laser-focused on what they do best: growing their products, customers, and teams.

We’re one of the fastest-growing companies from Y Combinator’s W23 batch, backed by top-tier investors including Benchmark Capital. Our team has deep roots from the early days at Stripe, Airbnb, Notion, and other breakout companies — and now we’re bringing that same level of craft, speed, and ambition to a space that’s long overdue for reinvention.

Numeral is small but mighty. Growth is already borderline unmanageable — which means every hire we make now will directly shape the trajectory of the company. If you’re excited about joining as an early team member and want the kind of ownership that defines careers, we want to meet you.

Mission

Running an online business today means wearing a thousand hats — most of them not the reason founders started their company. Our mission is to eliminate the administrative and accounting burdens that distract businesses from doing what they love.

We’ve already helped hundreds of merchants avoid the headache of building giant finance teams just to manage tax compliance. Tomorrow, we’re scaling that impact even further: building the automation layer that lets internet businesses stay nimble, compliant, and future-proof.

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.

Responsibilities:

• 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

Qualifications:

• 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

Bonus Points For:

• 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

Why Join Us?

• Be a core builder in an ambitious, globally minded startup.

• Learn hands-on how to scale international compliance systems.

• Work across functions and with leadership early in your career.

• Make a visible impact immediately through enablement and operational design.

• Enjoy a flexible, remote-first culture with strong mentorship and ownership opportunities.