T

Taxwire

Managed platform for global tax compliance

Account Executive

Full-Time
$200k - $250k/yr+ Commission + Equity
Mid, Senior
New York, NY, USA
HybridRemote-friendly, with a strong preference for the first sellers to be in person in New York City.
Sales & Account ManagementAccount Executive

About the job

Requirements
  • The candidate must be comfortable conducting conversations with CFOs, Vice Presidents of Finance, and Controllers.
  • The candidate must have a minimum of 3–5 years of quota-carrying experience in B2B software as a service; selling to a CFO's office or finance team is a plus.
  • The candidate must have previous experience as part of an early go-to-market team, helping build the playbook, processes, and technology stack for a successful sales team.
  • The candidate must have experience selling to mid-market businesses, ideally with a complex or technical mission-critical product.
  • The candidate must have experience in a high-velocity small-business or mid-market sales environment.
  • The candidate must have a consistent track record of hitting or exceeding sales targets in a fast-paced environment.
  • The candidate must be able to adapt to change as a startup grows.
  • The candidate must have verbal and written communication skills.
  • The candidate must have experience conducting product demonstrations.
  • The candidate will be responsible for generating a portion of their own pipeline through targeted outbound campaigns; the remainder comes from inbound and partner channels.
Responsibilities
  • Own the full sales cycle, including prospecting, discovery, demonstrations, negotiation, and closing.
  • Run deep discovery calls to uncover customers' underlying pain points.
  • Build pipeline through targeted outbound prospecting using provided tools and targeting.
  • Work with accounting-firm partners to generate referrals and co-selling opportunities, activate existing relationships, and build new ones.
  • Develop expertise in sales tax to advise chief financial officers and Controllers credibly.
  • Help build the sales infrastructure by refining the ideal customer profile, documenting effective practices, and improving the sales process.
Desired Qualifications
  • Experience working with channel or partner sales motions alongside direct sales.
  • A finance background or quantitative mindset.
  • Selling to the office of the chief financial officer or a finance team.

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

-5%

1 year growth

-2%

2 year growth

-2%
Headline
Oct 7th, 2026
Cudio and Taxwire Partner to bring managed sales tax compliance into Odoo workflows.

Cudio and Taxwire Partner to bring managed sales tax compliance into Odoo workflows. Oct 7, 2026 The new partnership pairs Odoo implementation and testing with tax calculations, nexus monitoring, registrations, filings, and remittance. BOSTON, MA, October 7, 2026 - Cudio, an Odoo Gold Partner, and Taxwire, a sales tax platform and managed service, announced a partnership to help businesses manage sales tax through their Odoo order and invoicing workflows. Cudio will configure and test the Odoo connection, while Taxwire will provide tax calculations and an in-house tax team to assess obligations and manage ongoing compliance. The partnership addresses a challenge for growing businesses: connecting an ERP system to a tax engine is only one part of sales tax compliance. Product taxability, customer exemptions, obligations in new states, and filing requirements also need to be accounted for. Cudio will begin each implementation by reviewing how the customer uses Odoo to manage sales, invoices, products, and customer records. It will then configure the Taxwire connection around relevant workflows, such as exempt customers, business-to-business and consumer sales, and products with different tax treatment. Taxwire will review product information and assess where the business may be required to collect tax. Both teams will test relevant transactions before the connection goes live. After launch, Taxwire will calculate tax using data from Odoo orders and invoices, manage exemption certificates, and monitor for new obligations as the business expands. Its tax team will address questions involving complex products and jurisdictions and manage registrations, returns, and remittance where required. Cudio will remain responsible for Odoo-side configuration and support. "A sales tax connection has to reflect how a business actually sells. Product categories, exemptions and invoice workflows all matter when you configure and test Odoo," said Gordon Cummins, CEO of Cudio. "Cudio will handle that implementation work, while Taxwire brings the tax expertise and ongoing service needed after the system goes live." "Getting sales tax right takes both tax expertise and a deep understanding of the systems businesses use every day. For teams running on Odoo, we want handling that complexity to feel like part of their existing workflow. Cudio brings the Odoo expertise that makes this work in practice, and we're excited to give more Odoo businesses a simpler way to stay on top of sales tax," said Andrew Rea, CEO and founder of Taxwire. The partnership is designed for Odoo customers with all types of sales tax requirements, including SaaS companies, manufacturers, distributors, ecommerce businesses, and multistate sellers. About Taxwire Taxwire is a global sales tax compliance platform built by tax experts that combines frontier AI with a white-glove managed service. Taxwire handles monitoring, registrations, calculations, and filings across the US and 80+ countries. The company is backed by Headline Ventures, XYZ VC, Vinyl, Recall Capital, and Nomo Ventures. Taxwire is trusted by leading companies including Coder, Omni, Middesk, and Honeystack. Learn more at https://www.taxwire.com/. About Cudio Cudio is an Odoo implementation and ERP consulting company based in Boston, Massachusetts. The company helps complex and omnichannel businesses implement, migrate, customize, integrate, upgrade, and optimize Odoo across finance and operations. Cudio also specializes in rescuing failed or underperforming Odoo implementations and supporting businesses after launch. Contact Info: Name: Gordon Cummins Email: Send Email Organization: Cudio Address: 6 Liberty Square #2537, Boston, MA Phone: +1 (800) 604-9202 Website: https://www.cudio.com/ Release ID: 89205476 In the event of encountering any errors, concerns, or inconsistencies within the content shared in this press release, we kindly request that you immediately contact us at [email protected] (it is important to note that this email is the authorized channel for such matters, sending multiple emails to multiple addresses does not necessarily help expedite your request). Our dedicated team will be readily accessible to address your feedback within 8 hours and take appropriate measures to rectify any identified issues or facilitate press release takedowns. Ensuring accuracy and reliability are central to our commitment. Looking for Local Media Coverage in the United States of America? We have a place for all 50 States at the State News Network

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.