Senior Manager, Tax & Regulatory Compliance

We believe communication belongs to everyone. We exist to democratize phone service.  TextNow is evolving the way the world connects and that's because we're made up of people with curious minds who bring an optimistic, yet critical lens into the work we do.   We're the largest provider of free phone service in the nation. And we're just getting started. Join us in our mission to break down barriers to communication and free the flow of conversation for people everywhere. About the Role We’re looking for a senior leader to own all tax and regulatory compliance across TextNow’s business and product ecosystem. This role sits at the intersection of telecom regulation and corporate tax, ensuring our offerings remain compliant across the U.S. and Canada while enabling innovation, transparency, and customer trust. From product pricing to tax strategy, to audit-ready documentation and compliant billing experiences — you’ll partner closely with Product, Engineering, Finance, Legal, and CX to ensure TextNow continues to operate with integrity and clarity for our customers. What You’ll Do Product & Pricing Compliance 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. Telecom Tax Calculation, Reporting & Compliance 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. Corporate Tax (U.S. & Canada) 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. Customer-Facing Compliance 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. Data Governance & Privacy 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. Who You Are 5+ years experience in U.S. & Canadian telecom tax compliance and regulatory filings. Deep knowledge of FCC/state and CRTC/provincial telecom requirements. Skilled at partnering with cross-functional teams in a fast-moving environment. Analytical mindset with strong documentation and methodology-building strengths. Hands-on experience with Avalara, NetSuite, and supporting tax/financial systems. Able to simplify complexity and build scalable, repeatable processes. Detail-oriented and proactive — you stay ahead of evolving regulation. Excellent communicator with comfort engaging technical and non-technical audiences. Committed to strong privacy, security, and data governance practices. Canada (CAD) Salary Range: $156,000 - $224,000  US– National (USD): $154,000 - $220,000 Final compensation will be determined based on a number of factors, including skills, experience, location and on-the-job performance. We’re committed to paying competitively to hire and retain high-caliber talent. We recognize that exceptional talent may fall outside of these ranges; we encourage all qualified candidates to apply even if their compensation expectations are outside of the listed range.