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.
More about TextNow
Our culture
We’re proud of the culture that we’ve built at TextNow, but one of the most common questions we hear is ‘how do you continue to sustain it as the world and the company continues to change?’ The reality is that we’re only able to keep up because each and every TextNovian contributes to our culture through being involved, by living our values, sharing feedback, embracing change and more!
Our values
Customer Obsessed
We strive to have a deep understanding of our customers.
Do Right By Our People
We treat each other with fairness, respect, and integrity.
Accept the Challenge
We adopt a "Yes, We Can" mindset to achieve ambitious goals.
Act Like an Owner
We treat this company like it's our own... because it is!
Give a Damn
We are deeply committed and passionate about our work and achieving results.
Our benefits and more
This is a brief overview of the benefits that TextNow offers its employees. More complete details can be found in TextNow’s Benefit Guide and legal plan documents, which are available to employees on or shortly after their start date with TextNow. The benefits listed herein are for illustrative purposes only and may change from time-to-time in TextNow’s sole discretion.
Free phone service
Strong work life blend
Flexible work arrangements (work-from-home, remote, or access to one of our office spaces)
Employee stock options
Unlimited vacation
12 paid holidays per year
Competitive pay
Health, dental, and vision benefits
Short-term & long-term disability
$750 annual wellness benefit or healthcare spending account
RRSP matching (Canada) | 401(K) (USA)
Parental leave for eligible employees
Learning & Development opportunities
We travel a few times a year for various team events, company-wide off-sites, and more
More information about our total rewards package will be available during the hiring process.
Dogfooding & Customer Obsession
At TextNow, every employee gets to actively use our app for calling and texting. Dogfooding helps us experience what customers do, to spot issues early, and drive better design, developer, and user experiences.
Diversity and Inclusion
Our aim is to make every person who joins TextNow feel like they belong, that they’re valued, and that they’re able to be their authentic selves at work.
We’re all accountable for creating an inclusive culture and a sense of belonging for one another. By doing this together, we’ll make TextNow better for everyone.
Equal opportunity
We are an equal opportunity employer and are committed to creating an inclusive environment for all employees. We consider all qualified applicants without regard to race, color, religion, sex, gender identity or expression, sexual orientation, age, disability, or any other protected characteristic.
Applicants who require reasonable accommodation during the hiring process may contact our Talent Team.
TextNow Candidate Policy
By submitting an application to TextNow, you agree to the collection, use, and disclosure of your personal information in accordance with the TextNow Candidate Policy
AI usage
We use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact our Talent Team.
