Deployments Lead
Taxwire · Taxwire (Remote)
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