[Hiring] Senior Account Executive - Tax Operations @Ampliwork

Role Description

Ampliwork's tax operations agents take on the manual, rules-heavy work that has traditionally been split between in-house tax teams and legacy automation tools. Your mandate is to build and close a pipeline of mid-market and enterprise tax buyers who are ready to move beyond legacy automation and into a world of autonomous agents.

This is a builder's seat. You will own your territory end-to-end:

• Prospecting
• Discovery
• Demo orchestration
• POC scoping with our pre-sales and product teams
• Commercial structuring
• Close

You will help shape our tax go-to-market motion, partner co-sell with our global consulting partners, and the product roadmap itself.

What You Will Do

• Own the full sales cycle for tax-focused AI agent solutions, from outbound prospecting through closed-won.
• Build pipeline through outbound, partner co-sell with our global consulting partners, and qualified inbound.
• Run discovery and demos with tax leaders, surfacing the highest-impact agent use cases for each account.
• Partner with Pre-Sales and Product to scope agent deployments and POCs that win.
• Land and expand within named accounts — your first close is the start of the relationship, not the end.
• Feed market signal back into the tax agent roadmap so we ship what your buyers actually need.
• Represent Ampliwork at industry events such as TEI, COST, Avalara CRUSH, Bloomberg Tax, and TaxJar/Sovos events.

Year-One Outcomes

• Qualified pipeline coverage of 3–4× quota by end of Q2 ramp, sourced through outbound, partner co-sell, and inbound.
• $1.2M–$1.5M USD of net-new ACV in Year 1, with a 3-month ramp.
• 4–8 closed-won logos, average ACV in the $150K–$300K range, with at least one $400K+ enterprise win.
• ≥30% of qualified pipeline sourced from or co-sold with our global consulting partners.
• Monthly and quarterly forecast accuracy within ±10%; clean MEDDIC/MEDDPICC qualification across all deals above $100K.
• Structured market-signal contributions feeding the tax agent roadmap each quarter.

Qualifications

• 5–10 years of quota-carrying enterprise software sales, with at least three of those years selling tax-automation, tax-compliance, or tax-provision software.
• Background at companies such as Vertex, Avalara, Thomson Reuters ONESOURCE, Sovos, Wolters Kluwer CCH, Bloomberg Tax, Anrok, TaxJar, TaxBit, or Stripe Tax.
• Track record of closing six-figure ACV deals with corporate tax, finance, and IT buyers in mid-market and enterprise accounts.
• Deep familiarity with corporate tax workflows: direct tax, indirect tax/VAT, transfer pricing, provision, compliance, and e-invoicing.
• Technical fluency — you can demo software yourself, talk credibly about ERP and tax-engine integrations, and engage technical evaluators without hiding behind your SE.
• Sales discipline — MEDDIC/MEDDPICC, multi-threaded selling, executive-level deal shaping, clean forecasting.
• Energy and curiosity — you read about AI on weekends, you have opinions on agents, and you want to be on the front line of how the tax function gets re-imagined.
• Based in Boston, New York, or another top Northeast US city; willing to travel ~25% to customers, partners, and industry events.

Our Behaviours

• Be Bold: Lead from the front, challenge assumptions, and have the confidence to push for better ways of working.
• Be Curious: Understand customers, their challenges, and the opportunities we can unlock for them.
• Own It: Take responsibility for outcomes, not just tasks.
• Care: Treat customers, work, and each other with respect and support.

The Split We Are Hiring For

This role is roughly 60% sales and 40% technical. We are looking for a closer who is genuinely fluent in tax automation — not a sales engineer, but not a relationship-only seller either. You should be the kind of AE who can run a discovery call without an SE in the room and still leave the prospect smarter than they were.

Why Join Ampliwork

• A category-defining product at the intersection of AI agents and enterprise workflows — not a wrapper, not a chatbot.
• Direct access to the founder, the product team, and named enterprise logos from day one.
• A high-trust, low-bureaucracy operating model — you will own your number, your pipeline, and your playbook.
• Tier-one global consulting and advisory partnerships that materially accelerate your pipeline.
• Equity in a high-growth company building one of the most consequential platforms of this decade.

Compensation and Benefits

• Base salary up to $170,000 USD, commensurate with experience.
• Uncapped variable compensation with accelerators above quota.
• Meaningful equity grant in Ampliforce Inc.
• Comprehensive medical, dental, and vision coverage.
• 401(k) plan, generous PTO, and remote-flexible work within the Northeast US.