[Remote] Senior Manager, Tax & Regulatory Compliance at TextNow

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Not SpecifiedCompensation

N/AExperience Level

N/AJob Type

Not SpecifiedVisa

N/AIndustries

Requirements

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 — able to stay ahead of evolving regulation

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

TextNow

Provides free unlimited calling and texting

About TextNow

TextNow provides mobile communication services that allow users to make unlimited calls and send texts without a monthly fee. The service operates through a SIM card that offers unlimited nationwide talk and text over 5G, along with free essential data. Users can purchase additional data passes as needed, which is how TextNow generates revenue. Unlike many telecommunications companies, TextNow's model is designed to be budget-friendly, making it appealing to individuals, families, and small businesses. The company also offers premium features for users who want enhanced services. TextNow stands out from its competitors by focusing on inclusivity and accessibility, ensuring that its services are available to everyone, including people with disabilities. The goal of TextNow is to provide affordable and reliable communication solutions for all users.

Waterloo, CanadaHeadquarters

2009Year Founded

$3.3MTotal Funding

GRANTCompany Stage

Consumer Software, Social ImpactIndustries

201-500Employees

Benefits

Flexible Work Hours

Unlimited Paid Time Off

Employee Stock Options

Parental Leave

Wellness Program

Mental Health Support

Risks

TextNow faces reputational risks from misuse of its platform for harassment.

IPO potential could increase pressure on company operations and decisions.

Partnership with LiveOne may expose TextNow to market volatility risks.

Differentiation

TextNow offers free unlimited calling and texting, a unique value proposition.

The company provides a SIM card with 5G access at zero monthly cost.

TextNow's ad-supported model aligns with current tech industry trends.

Upsides

Growing demand for budget-friendly communication boosts TextNow's user base.

5G expansion enhances TextNow's service quality and user appeal.

Digital nomadism trend increases need for flexible communication solutions like TextNow.

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