Founding Deployments Lead

About Taxwire

Taxwire is building an AI-native global sales tax engine & managed service for finance teams. We handle sales tax and VAT from end to end for hundreds of mid-market companies and dozens of accounting / tax firms. We’ve raised ~$25M in venture capital from firms like Headline, XYZ, Vinyl, and dozens of CFOs, founders, and tax practitioners.

Indirect tax is high-stakes, fragmented, and unforgiving. Rules change constantly, vary by product and location, and create real financial risk when companies get them wrong.

We hire people with high ownership, strong judgment, and low ego. Everyone at Taxwire is expected to understand the customer, solve messy problems end to end, and build systems that scale. We move quickly because our customers depend on us to get it right.

Death and taxes are forever. If you want to operate in one of the largest markets in the world and solve a massive, enduring problem with a team of people playing to win, Taxwire is the place to do it.

About the role

We're hiring a founding customer deployments lead to own delivering exceptional customer outcomes and service at scale.

Taxwire's isn't just a SaaS tool. Customers rely on us to do the work of executing tax compliance on their behalf. Growth breaks when customers get confused, onboarding stalls, or issues bounce between teams. Your job is to make that not happen.

That all starts with onboarding and implementation. It's the single most important moment in the customer journey. It's where we make our first impression, deploy our technology, and set them up for automation and successful outcomes for years to come.

You will own the customer experience from signed deal to ongoing usage. You’ll run onboardings, handle real problems when they occur, and then redesign the process so they don’t happen again. You'll also help make our product better by comming issues to the right teams and vibe coding changes yourself (everyone ships at Taxwire).

This role combines hands-on customer work with system building. You’ll spend a meaningful amount of time directly with customers — and the rest turning what you learn into repeatable workflows.

You will work directly with the heads of product, ops, growth, and our CEO (he gives a lot of f*cks about making our customers successful).

What you’ll do

Run customer onboarding

• Guide customers from closed deal to live

• Lead onboarding calls and training

• Collect required information and documentation

• Configure systems and verify readiness

• Identify blockers and get customers unstuck

• Drive accounts to go-live

Primary metric: Time to go live

Own the day-to-day customer experience

• Be the first responder when customers need help—and make sure issues don’t repeat

• Investigate and resolve customer issues

• Coordinate across teams when needed

• Communicate clearly during high-stakes situations

• Close feedback loops after resolution

Primary metric: Customer NPS

Build scalable processes

• Improve onboarding workflows, checkpoints, and readiness criteria

• Identify recurring issues and determine whether the root cause is people, process, or product

• Write clear, structured feedback and requirements engineers can act on

• Create playbooks, documentation, and reusable templates that prevent repeat work

• Design lightweight workflows, including AI-assisted workflows, to reduce manual effort

• Partner with Product to prioritize fixes that materially improve customer experience

Primary metric: Reduction in repeat questions and manual intervention per customer

What you need

• Exceptional communication skills: you can explain complex topics clearly in writing and conversation, and customers leave interactions confident rather than confused

• Client-facing experience in onboarding, implementation, solutions, customer success, or professional services

• Strong problem-solving judgment: you can break down messy situations, understand risk, and decide what matters now versus later

• Ability to work in structured data, including spreadsheets, checklists, and workflows, without losing the details

• A track record of owning real problems end to end, resolving the immediate issue, and improving the underlying system

• Calm execution and reliable follow-through when the stakes are high

• AI-pilled in how you approach the work

Nice to have

• Prior startup experience

• Good sense of enterprise software products and service workflows

Why work at Taxwire

• Accelerated learning across customers, product behavior, and operations

  • We think of deployments as the training ground for learning the product, the customer, and the business. People that succeed here have lots of growth opportunities to move up in the company.

• Real ownership and visible impact

• High standards, playing to win, but kind team

• Strong product-market fit signals and happy customers

• Meaningful equity and well-funded company

Why you shouldn’t work at Taxwire

• You want narrow responsibilities

• You prefer predictable environments

• You avoid accountability for outcomes

• You dislike working directly with customers

• You want heavily structured processes to follow

• You're intimidated by working extremely hard.

Benefits

• Company-covered benefits

• Meaningful equity

• Paid time off