Senior Manager, Sales Enablement
About Numeral
Numeral is building the automation backbone for SaaS, ecommerce, wholesale and manufacturing — 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 hiring a Senior Manager, Sales Enablement to build and scale a best-in-class enablement function at Numeral.
This role is responsible for driving rep productivity, sales process rigor, messaging consistency, competitive readiness, and enterprise deal excellence across the GTM team. You’ll work cross-functionally with Sales, Product, Marketing, and RevOps to ensure our team has the structure, skills, and systems needed to win consistently.
This is a high-impact builder role — not just running trainings, but architecting the enablement engine that powers predictable revenue growth.
Responsibilities:
Own rep productivity, onboarding, and ongoing training programs
Drive sales methodology, qualification rigor, and pipeline discipline
Codify messaging, discovery frameworks, and value articulation
Build competitive enablement (vs. Avalara, Anrok, Vertex)
Enable pricing and packaging strategy to reinforce value-based selling
Develop vertical and enterprise playbooks to scale upmarket motion
Lead product release readiness and cross-functional GTM alignment
Drive Salesforce, Gong, and Outreach adoption and pipeline hygiene
Identify performance gaps and build targeted enablement to improve win rates
Equip managers with coaching frameworks to elevate team performance
Qualifications:
6+ years in Sales roles (Account Executive, Account Management, etc).
3+ years in Sales Enablement, Sales Leadership, or Revenue Operations roles in B2B SaaS
Experience supporting mid-market and enterprise sales teams
Strong background in sales methodology and pipeline discipline
Demonstrated success improving rep productivity and win rates
Experience building scalable playbooks and enablement programs
Strong analytical skills; ability to turn deal insights into action
Excellent cross-functional collaboration skills
Executive presence and ability to influence senior stakeholders
Nice to Have:
Experience in fintech, tax, compliance, or infrastructure software
Experience scaling enablement at a high-growth startup