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TextNow · 21 hours ago

Senior Manager, Tax & Regulatory Compliance

United States

Full-time

Remote

Senior Level

CAD$156K/yr - CAD$224K/yr

5+ years exp

TextNow is the largest provider of free phone service in the nation, dedicated to democratizing communication. They are seeking a senior leader to oversee all tax and regulatory compliance across their business and product ecosystem, ensuring compliance with telecom regulations and corporate tax in the U.S. and Canada while fostering innovation and customer trust.

MessagingMobileSocial NetworkTelecommunications

Comp. & Benefits

Responsibilities

Establish structured processes to track and communicate pricing, product, and feature changes

Ensure accurate SKU mapping and taxability settings in Avalara for U.S. & Canada

Assess tax implications of new products, bundles, and promos with Product & Engineering

Maintain standardized disclosures and ensure FCC/CRTC compliance for billing and communications

Advise on pricing decisions and tax-related go-to-market strategy

Oversee automated data flows to Avalara to ensure accurate real-time tax calculation and remittance

Ensure accurate tax integration into NetSuite for reporting and audit readiness

Build and maintain defensible tax allocation and apportionment methodologies

Prepare, review, and file U.S. telecom tax returns (USF, FCC fees, 911 fees, utility/gross receipts taxes)

Prepare, review, and file Canadian federal and provincial telecom tax filings

Own telecom tax reconciliations, approvals, and filing calendars

Monitor U.S. & Canadian legislative changes and implement required updates

Prepare and review corporate tax returns (U.S. federal/state/local + Canadian T2 and schedules)

Support quarterly and annual tax provisions under U.S. GAAP & Canadian standards

Assist with IRS, state, CRA, and provincial audits, ensuring robust supporting documentation

Partner on cross-border tax planning, entity structure, and transfer pricing strategies

Support SR&ED claims and tax planning initiatives with telecom-specific inputs

Maintain strong internal controls and complete tax-position documentation

Maintain compliant customer-facing legal verbiage and disclosures across platforms

Ensure accurate jurisdictional assignment and validation for telecom tax billing

Partner with CX & Product to design compliant billing flows and notifications

Provide SME support for tax-related escalations and inquiries

Ensure data retention policies meet regulatory and audit requirements

Maintain accurate jurisdictional reporting of access lines and customer attribution

Ensure secure handling of PII/KYC data related to billing and taxation

Establish audit trails and documentation for regulatory reviews

Qualification

Telecom tax complianceRegulatory filingsAvalaraNetSuiteCross-border tax planningU.S. GAAPCanadian tax standardsAnalytical mindsetProactiveDocumentation skillsCommunication skillsDetail-oriented