Senior Account Executive - Tax Operations

Ampliwork

Boston (MA)

On-site

USD 153,000 - 187,000

Full time

14 days+

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Benefits offered by this job

Base salary up to $170,000 USD

Uncapped variable compensation

Comprehensive medical, dental, and vision coverage

401(k) plan and generous PTO

Job summary

Ampliwork is hiring a Senior Account Executive - Tax Operations in Boston, MA. You will lead sales efforts for tax-focused AI agent solutions across mid-market and enterprise clients, overseeing the full sales cycle from prospecting to closing.

The ideal candidate has 5–10 years of experience in enterprise software sales, particularly in tax automation. The role promises significant opportunities for impact and growth in a high-trust, dynamic environment.

Qualifications

5–10 years of quota-carrying enterprise software sales experience.
Experience selling tax automation, tax compliance, or tax provision software.
Ability to demo software and engage with technical evaluators.

Responsibilities

Own the full sales cycle for tax-focused AI agent solutions.
Build pipeline through outbound, partner co-sell, and inbound.
Represent Ampliwork at industry events.

Skills

Quota-carrying enterprise software sales

Tax automation knowledge

Technical fluency

Relationship building

Understanding of corporate tax workflows

Job description

Senior Account Executive - Tax Operations

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 an enterprise AI agent platform headquartered in Boston, with operations across the US, Canada, and the UK. We design, deploy, and manage production-grade AI agents that take real work off the desks of finance, tax, operations, and shared-services teams at large corporations. We work alongside global consulting and advisory partners and serve enterprise customers across multiple sectors. We are now scaling our go-to-market team to take our agent platform deeper into two priority verticals: corporate tax operations and outsourced services.

Our Mission

Ampliwork exists to transform how work gets done — for us, and for our customers.

We are in an exciting Agentic age, where the next generation of enterprise performance will be built through Human + AI collaboration: combining the judgement, expertise, creativity, and trust of people with the speed, scale, and precision of AI agents (AI-colleagues). Our mission is to help organisations — our current and future customers — move beyond incremental improvement and unlock a step-change in productivity, capability, and customer value.

We design, deploy, and manage production-grade AI agents that take on real work inside complex enterprise environments, freeing people from repetitive, manual, and fragmented processes so they can focus on higher-value thinking, decision-making, relationships, and growth.

We are building Ampliwork for teams who want to be at the forefront of this shift: people who are bold enough to reimagine work, curious enough to understand the problems that matter, accountable enough to deliver in production, and caring enough to create meaningful outcomes for customers and colleagues.

Our ambition is simple: to help every customer unlock 10x value from their people, processes, and technology, and to build the trusted AI workforce platform that makes that future possible.

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 provision close, indirect tax determination, e-invoicing, transfer‑pricing data prep, and beyond. 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, and close. You will help shape our tax go-to-market motion, our 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

The indicative targets below describe what good looks like in the first 12 months. They are designed to set expectations and separate the strongest applicants. They are not contractual quotas, and final numbers will be agreed with the CEO at offer stage.

Pipeline build: qualified pipeline coverage of 3–4× quota by end of Q2 ramp, sourced through outbound, partner co‑sell, and inbound.
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: ≥30% of qualified pipeline sourced from or co‑sold with our 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 without hiding behind your SE.
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

We hire for behaviours as much as experience. These four behaviours define how we show up at Ampliwork — for our customers, our colleagues, and our work. We expect every Ampliworker to bring them to life every day.

Be Bold

Being bold means leading from the front, challenging assumptions, and having the confidence to push for better ways of working. We are building an AI and digital‑first business, so we expect our people to embrace change, experiment with new tools, and actively look for ways to make work more efficient, effective, and impactful. Being bold is not about being reckless; it is about being proactive, bringing ideas forward, making decisions with pace, and helping our customers see what is possible when technology is applied with purpose.

Be Curious

Curiosity is central to how we understand our customers, their challenges, and the opportunities we can unlock for them. We want our people to ask thoughtful questions, listen deeply, and seek to understand the real problems behind the brief. Being curious means exploring how AI, automation, and digital ways of working can improve outcomes, not just deliver outputs. It also means staying open to learning, testing new approaches, and continuously improving how we support our customers and each other.

Own It

Owning it means taking responsibility for outcomes, not just tasks. At Ampliwork, we do not pass blame or wait for someone else to solve a problem. We expect our people to be proactive, accountable, and solutions‑focused, especially when things are difficult or unclear. Ownership means following through, communicating clearly, learning from mistakes, and doing what is needed to deliver for the customer, the team, and the business.

Care

Care is about how we treat our customers, our work, and each other. We care enough to understand our customers' goals, support them through change, and deliver work that genuinely helps them succeed. We care about our colleagues by sharing knowledge, offering support, and working as one team rather than as individuals. At Ampliwork, success is collective: we look out for one another, take pride in the quality of what we do, and create an environment where people feel trusted, supported, and motivated to do their best 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. 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