Sales Manager - Commercial

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:

• We’re looking for a Senior Sales Manager (Commercial / Mid-Market) to lead and grow our mid-market AE team. You’ll manage a team of 5+ AEs and own the mid-market revenue segment, helping us scale a velocity-based sales motion and unlock revenue from high-potential accounts.

• This role blends hands-on execution with strategic leadership — from coaching reps and building repeatable processes to forecasting, experimentation, and working cross-functionally with GTM and product. Ideal for someone with a startup mindset, a strong sense of ownership, and the ambition to scale into a Director role.

Responsibilities:

• Lead and scale a team of 5+ mid-market AEs responsible for new ARR generation.

• Own quarterly revenue targets and pipeline forecasts for the commercial segment.

• Coach and ramp AEs through structured onboarding, training, and real-time development.

• Build repeatable playbooks for outbound and inbound sales motions.

• Create structure in ambiguous environments and partner closely with RevOps to optimize systems.

• Drive sales execution excellence using tools like Salesforce, Outreach, and Nooks.

• Work cross-functionally with Product, Marketing, and Customer Success to close feedback loops and improve GTM alignment.

• Operate as a player-coach when needed, and eventually grow the team and scope.

Qualifications:

• 5+ years of SaaS sales management experience with strong IC background

• Proven experience in fast-paced, high-growth environments

• Deep familiarity with velocity / transactional sales cycles (30–60 day deals, multiple touchpoints)

• Track record managing SMB to Mid-Market AEs with strong results

• Experience building structure, process, and onboarding/training systems from scratch

• Excellent coaching, 1:1 development, and hiring instincts

• Familiar with sales methodologies (e.g., MEDDPICC, SPIN, Challenger)

Bonus Points For:

• Experience selling to finance personas (CFOs, Controllers, FP&A, etc.)

• Fluency with tools: Salesforce, Outreach, Nooks

• Start-up experience at companies

• Fintech or e-commerce GTM background

• Previous Tax related experience

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.