Senior Manager, Sales Enablement

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:

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.

This is a high-impact builder role — not just running trainings, but architecting the enablement engine that powers predictable revenue growth.

What you’ll do:

• 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

What you’ll bring:

• 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

• 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:

• Experience in fintech, tax, compliance, or infrastructure software

• Experience scaling enablement at a high-growth startup

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!