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Taxwire

Chief of Staff / Strat Ops

NYC preferred / Remote-friendlyRemote · United States
Director+ · FullTime · Operations
POSTED 18 SEPTVERIFIED 1D AGO
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Role
52 days opentrue age
Posted 18 Sept
Payats field
$125k–175kposted
▼ −27% vs market median $205k
$125k$250k
Market p25–p75
$165k–$250k
New York · n=841 · 365d to 6 Nov
CompanyTaxwire →
11open roles
Opened · 30d
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Closed · 30d
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30d window
Market
25,402open · Director+ Other
Opened · 7d
+1,5016% of open
All other
624,610open
All tracked boards · live 9 Nov · n=25,402

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 sovle a massive, enduring problem with a team of people playing to win, Taxwire is the place to do it.

What you’ll do

Your job is simple: create leverage for the CEO and help Taxwire operate at a higher level as we scale.

You’ll work directly with Andrew, our CEO, on whatever problems are most important to the company at a given moment. Sometimes that means driving a strategic project from idea to completion. Sometimes it means standing up a new company process from scratch. Sometimes it means noticing something that isn’t working, figuring out why, and fixing it before anyone asks.

The scope will evolve as Taxwire grows, but initially you’ll:

Create leverage for the CEO → Help Andrew spend more of his time on the things only he can do. Take important problems off his plate, own follow-ups, prepare for key decisions, and make sure priorities actually move forward.

Drive high-priority special projects → Take ambiguous, cross-functional initiatives from “we should do this” to done. You’ll often work on problems that are important to the company but don’t fit neatly within any one function.

Support Taxwire’s business operations from zero to one → We’re at the stage where many of the systems required to run the company are being built for the first time. You’ll help build them—and own them until they deserve a dedicated owner. Initially, that will include things like:

Owning our company financial model, forecasts, and operating plan.

Helping run recruiting across the company: sourcing, pipeline management, process, coordination, and generally making sure we hire great people quickly.

Building company reporting and helping us understand how we’re performing against our goals.

Improving the basic systems and processes we use to run the company as we scale.

Own problems that don’t have an obvious owner → At a growing startup, important things constantly fall between functions. You’ll be one of the people we trust to pick them up, figure out what needs to happen, and drive them to completion.

Make the company more operationally rigorous → Find places where we’re relying on manual work, tribal knowledge, or duct-taped processes and turn them into scalable systems. Build the operating cadence and infrastructure that lets Taxwire grow without adding unnecessary complexity.

Over time, the role should evolve with the company. Done well, you’ll become one of the CEO’s most trusted operators, take on increasingly important problems, and have the opportunity to grow into a Chief of Staff role or ownership of a major function within Taxwire.

What you need

You’re a finisher. You take ownership of messy problems, figure out the right answer, and ship solutions without waiting for someone to tell you every step.

You have unusually high agency. When you encounter something you don’t know how to do, your instinct is to figure it out—not wait for instructions.

You’re comfortable with ambiguity. Startups don’t have perfect processes. You don’t need a manual. You write it.

You can go from strategy to execution. You’re comfortable thinking through a problem with the CEO at 10,000 feet and then opening a spreadsheet, writing the memo, making the calls, or building the process yourself.

Source · TaxwireFirst seen 7 NovOriginal ↗