Account Executive

About Ampliwork, Inc

Ampliwork builds Enterprise-Grade AI Agents that amplify Human Potential to drive business productivity and growth since 2017. Ampliwork's AI Agents streamline complex multi-step workflows in highly regulated industries such as Financial Services. Ampliwork is headquartered in Boston, with operations across the US, Canada, and the UK.

The Mission for This Role

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 pre-sales and product teams, commercial structuring, and close.

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 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.
• Feed market signal back into the tax agent roadmap.
• Represent Ampliwork at industry events such as TEI, COST, Avalara CRUSH, Bloomberg Tax, and TaxJar/Sovos events.

Year-One Outcomes

• Pipeline build: qualified pipeline coverage of 3-4x quota by end of Q2 ramp.
• New ACV closed: $1.2M-$1.5M USD of net-new ACV in Year 1, with a 3-month ramp.
• Deal mix: 4-8 closed-won logos, average ACV in the $150K-$300K range, with at least one $400K+ enterprise win.
• Partner-sourced pipeline: at least 30% of qualified pipeline sourced from or co-sold with global consulting partners.
• Forecast discipline: monthly and quarterly forecast accuracy within 10%; clean MEDDIC/MEDDPICC qualification across all deals above $100K.
• Product feedback loop: structured market-signal contributions feeding the tax agent roadmap each quarter.

Who You Are

• 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.
• Sales discipline: MEDDIC/MEDDPICC, multi-threaded selling, executive-level deal shaping, clean forecasting.
• Energy and curiosity: 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 about 25% to customers, partners, and industry events.

Our Behaviours

• Be Bold: lead from the front, challenge assumptions, and make decisions with pace.
• Be Curious: ask thoughtful questions, listen deeply, and seek to understand the real problems behind the brief.
• Own It: take responsibility for outcomes, not just tasks.
• Care: care for customers, colleagues, and the quality of the work.

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.

Why Join Ampliwork

• A category-defining product at the intersection of AI agents and enterprise workflows.
• Direct access to the founder, the product team, and named enterprise logos from day one.
• A high-trust, low-bureaucracy operating model where you 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.