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Taxwire

Taxwire

Managed platform for global tax compliance

Account Executive

Full-Time
$200k - $250k/yr

+ Commission + Equity

Junior, Mid, Senior
New York, NY, USA
Hybrid

Preference for in-office presence in New York City; remote work allowed as part of a hybrid arrangement.

About the job

Requirements
  • Minimum 3-5 years of quota-carrying experience in B2B SaaS, selling to office of the CFO or finance team is a plus
  • Previous experience as part of an early go-to-market team, having helped to build the playbook, processes and tech status to enable a Sales team to be successful
  • Experience selling to mid-market businesses, ideally with a complex or technical mission-critical product
  • Experience in a high-velocity SMB or mid-market sales environment
  • Consistent track record of hitting or exceeding sales targets in a fast-paced environment
  • High adaptability and understanding of change within the growth of a startup
  • Excellent verbal and written communication skills
  • Experience with doing product demos
  • You will be responsible for generating a portion of your own pipeline through targeted outbound campaigns (the rest will come from inbound and partner channels)
Responsibilities
  • Own the full sales cycle: prospecting, discovery, demos, negotiation, close
  • Run deep discovery calls that uncover the real pain, not just the stated need
  • Build pipeline through targeted outbound (we provide tools and targeting, you bring execution)
  • Work with accounting firm partners to generate referrals and co-sell opportunities, activating existing relationships and building new ones
  • Develop expertise in sales tax to credibly advise CFOs and Controllers
  • Help build the sales infrastructure: refine ICP, document what works, improve our process
Desired Qualifications
  • Experience working channel/partner motions alongside direct sales
  • Finance background or quantitative mindset

About the company

Taxwire provides a managed platform for global indirect tax compliance (sales tax, VAT, GST) targeting mid-market SaaS, e-commerce, and digital products. It combines an AI-native tax engine that classifies products and applies geocoded tax rates with a dedicated team of tax experts to handle nexus, registrations, filings, and remittance as a white-glove service. The platform offers no-code integrations with NetSuite, QuickBooks, Stripe, and Shopify, enabling end-to-end tax automation across 22,000 US jurisdictions and 100+ countries. Its goal is to help fast-growing companies achieve scalable, accurate, auditable global tax compliance while reducing administrative burden and risk, via a subscription model based on compliance outcomes.

Company Size

11-50

Company Stage

Series A

Total Funding

$25M

Headquarters

New York City, New York

Founded

2023

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Simplify's Take

What believers are saying

  • Taxwire raised $25 million in June 2026 from Headline, XYZ, Vinyl, and others.
  • The company says it serves Coder, Omni, Middesk, and Honeystack as customers.
  • Open roles in engineering and indirect tax signal active product buildout and expansion.

What critics are saying

  • Avalara and Vertex already own enterprise tax workflows and brand trust in 2026.
  • Managed filings demand accuracy; one misfiled jurisdiction creates penalties, audits, and churn.
  • Heavy service delivery can crush margins if customer volume scales faster than automation.

What makes Taxwire unique

  • Andrew Rea and Steven Schmatz pair finance pain with tax-engineering execution since 2023.
  • Taxwire combines AI-native calculation with white-glove managed compliance across 100+ countries.
  • Its team includes Stripe, TaxJar, Avalara, EY, and Big Four veterans.

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Benefits

Paid Vacation

Company Equity

Growth & Insights and Company News

Headcount

6 month growth

-3%

1 year growth

-3%

2 year growth

-3%
FinTech Global
Jul 2nd, 2026
Taxwire lands $25m to automate global sales tax.

Taxwire lands $25m to automate global sales tax. July 2, 2026 Taxwire, a sales tax platform and managed service that takes full ownership of a business's indirect tax obligations, has secured $25m in funding to expand its compliance infrastructure. The round was led by Headline, with XYZ, Vinyl, Recall Capital, Nomo Ventures and Analog Ventures also taking part. Hundreds of strategic angel investors joined the raise as well, among them CFOs, controllers, founders and tax specialists, a number of whom are already Taxwire customers. The scale of the challenge Taxwire is targeting is vast. American businesses hand over upwards of $600bn in sales tax annually, while VAT collected worldwide amounts to roughly $5tn each year. According to the company, the burden of managing this typically falls on finance leaders such as controllers and VPs of finance, who are rarely tax specialists and are already stretched across monthly closes, payroll, audits and board reporting. A typical business generating between $20m and $500m in revenue must handle filings in over 40 states and a dozen or more countries, where mistakes can trigger penalties and back taxes running into the millions, alongside legal costs to fight audits. Taxwire argues that existing solutions have failed these teams. It describes legacy providers as costly, opaque systems designed for a previous era, while newer self-serve tools built for small operations break down when faced with complexity such as mixed B2B and B2C sales, exemption certificates, shifting nexus obligations and cross-border VAT rules. Taxwire manages indirect tax from registration through to remittance in every jurisdiction globally. The platform is powered by an AI-native tax engine that learns from a customer's own invoices and applies taxability rules line by line, with every filed figure traceable to a source that can withstand auditor scrutiny. Enjoying the stories? Investors. The following investor(s) were tagged in this article.

Taxwire
Jul 1st, 2026
Automate Sales Tax, End to End

Automate compliance across your finance and commerce stack. Easy implementation from our tax experts and engineers. Save time, money, and headache on sales tax.

AIJourn
Jun 30th, 2026
Taxwire raises $25M to automate sales tax compliance across 22,000 US jurisdictions

Taxwire, a New York-based startup automating sales tax compliance, has raised $25 million in combined seed and Series A funding. The round was led by Headline Ventures, with participation from XYZ VC, Vinyl, Recall Capital and Nomo Ventures. The company addresses the complexity of managing sales taxes across over 22,000 US jurisdictions and 100-plus countries. Its AI-powered platform integrates with existing billing and accounting systems to automate product coding, tax calculations and filing processes. The service combines artificial intelligence with human tax experts accessible via Slack. Founded by Andrew Rea and Steven Schmatz, Taxwire has recruited specialists from Stripe, TaxJar, EY and Avalara. The platform serves companies including Coder, Omni and Middesk, positioning itself as an alternative to legacy providers like Avalara and TaxJar.