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.

TextNow is looking for a dynamic Head of Advertising Sales to lead, inspire, and scale a high-performing sales team. This role is not just about hitting numbers—it’s about building the culture, systems, and leadership needed to drive sustainable, ambitious growth.

You’ll be responsible for setting bold sales strategies, achieving ambitious sales goals, coaching and developing a dynamic team and driving alignment around shared goals. We’re looking for someone who leads from the front: strategic, hands-on, and committed to fostering a winning environment.

If you’re passionate about leadership, building teams, and achieving transformational sales growth, we want to hear from you.

What You’ll Do

Lead & Inspire
Build, manage and lead a sales team to consistently exceed targets
Establish a high-performance, feedback-driven culture that celebrates wins and learns from challenges
Attract, hire, and develop top sales talent
Drive Strategy & Execution
Define and execute an ambitious sales strategy aligned with company objectives
Forecast accurately, manage pipelines and deliver predictable growth
Collaborate cross-functionally with product, revenue operations, business analytics and other teams to drive revenue
Champion Leadership Development
Serve as a coach and role model to team members
Build leadership capability within the sales organization for scalable growth
Create accountability through clear metrics, goals and regular coaching
Elevate the Sales Function
Implement best-in-class sales processes, tools, and technologies
Set clear expectations for performance, customer experience, and ethical selling
Establish operational excellence across every stage of the sales funnel

What We’re Looking For

Proven Leadership – You’ve led sales teams with documented success consistently achieving revenue targets. You know how to inspire, coach and scale a team, while maintaining a strong culture.
Strong Sales Acumen – Deep understanding of sales methodologies, operations and best practices to drive repeatable sales success.
Strategic & Hands-On – You balance big-picture strategy with a willingness to get into the trenches to solve problems and unblock your team.

More about TextNow...

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 commited and passionate about our work and achieving results)

Benefits, Culture, & More:

· Strong work life blend

· Flexible work arrangements (wfh, remote, or access to one of our office spaces)

· Employee Stock Options

· Unlimited vacation

· Competitive pay and benefits

· Parental leave

· Benefits for both physical and mental well being (wellness credit and L&D credit)

· We travel a few times a year for various team events, company wide off-sites, and more

Diversity and Inclusion:

At TextNow, our mission is built around inclusion and offering a service for EVERYONE, in an industry that traditionally only caters to the few who have the means to afford it. We believe that diversity of thought and inclusion of others promotes a greater feeling of belonging and higher levels of engagement. We know that if we work together, we can do amazing things, and that our differences are what make our product and company great.

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

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Head of Advertising Sales