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Digital Sales Representative 2

Job Overview

Location

Remote - US

Job Type

Full-time

Category

Sales

Date Posted

February 24, 2026

Full Job Description

📋 Description

  • Join Twilio Inc. as a Digital Sales Representative 2 (Activate) and play a pivotal role in driving business growth through net new customer acquisition and solution selling within our Self Service accounts.
  • As a key contributor to our remote-first team, you will be instrumental in expanding Twilio's reach and revenue by identifying and engaging with potential customers, understanding their unique business challenges, and demonstrating how Twilio's innovative communication platform can address their needs.
  • This role demands a proactive and entrepreneurial spirit, where you will be empowered to own your territory, cultivate new business opportunities, and achieve ambitious sales targets while ensuring the highest levels of customer satisfaction.
  • You will immerse yourself in understanding the diverse needs of customers across various verticals, delving into both their business objectives and technical requirements.
  • A core aspect of this position involves becoming an expert on Twilio's powerful communications API platform, enabling you to collaboratively design tailored solutions that precisely match customer use cases and drive significant value.
  • Success in this role hinges on your ability to effectively communicate complex technical and financial concepts in a clear, concise, and compelling manner, making intricate details easily understandable for a wide range of stakeholders.
  • You will act as a trusted advisor, guiding customers through the process of adopting and leveraging the Twilio platform to enhance their customer experiences and achieve their business goals.
  • Collaboration is key; you will work closely with a dynamic network of internal teams, including Sales Development, Marketing, Product, Engineering, and Support.
  • This cross-functional partnership will be essential for addressing customer requirements, providing strategic guidance on digital communication best practices, and facilitating a seamless onboarding experience onto the Twilio platform.
  • We are looking for individuals who are not only passionate about sales but also possess a creative and innovative mindset, capable of thinking outside the box to overcome challenges and develop novel approaches.
  • The ability to thrive in a fast-paced, rapidly evolving environment is crucial, requiring a high degree of adaptability and a willingness to embrace new technologies and methodologies.
  • You will be expected to ruthlessly prioritize your workload, skillfully balancing competing demands and managing multiple deals and projects simultaneously to ensure timely and successful outcomes.
  • This role offers a unique opportunity to contribute to the development of our sales playbook, by identifying best practices, refining processes, and sharing your insights to help the team scale and improve.
  • You will be a problem-solver at heart, taking initiative, pitching in where needed, and consistently demonstrating a proactive approach to your responsibilities.
  • Twilio's commitment to remote-first work means you can contribute to global impact from the comfort of your home, while still being an integral part of a connected, inclusive, and diverse team.
  • Embrace the opportunity to continuously learn and grow, acquiring new skills and experiences that will make your career at Twilio truly rewarding.
  • Your career trajectory is in your hands, with ample opportunities for professional development and advancement within a company that is revolutionizing how the world interacts.
  • This position is ideal for someone who is excited by the prospect of selling to a technical audience, leveraging a solution-oriented approach, and making a tangible impact on businesses worldwide.
  • You will be at the forefront of digital communication innovation, helping businesses connect with their customers in more meaningful and effective ways.
  • The role requires a blend of strong interpersonal skills, technical aptitude, and a genuine desire to help customers succeed.
  • By joining Twilio, you become part of a company that values its employees, fosters a culture of empowerment, and is dedicated to making a positive difference.
  • You will be empowered to build positive change in your community through Twilio.org's initiatives, supporting your volunteering and donation efforts.
  • This is more than just a sales job; it's an opportunity to shape the future of communication and build a fulfilling career.

🎯 Requirements

  • At least 1 year of sales development/business development experience at a technology company or 1+ years of closing experience in another industry.
  • An understanding (or strong interest in understanding) the cloud computing/communications business model and excitement for selling to a technical audience utilizing a solution-oriented approach.
  • Strong written and verbal communication skills, with the ability to effortlessly make complex technical and financial details sound simple.
  • Technical solutions selling experience and enjoys working with real customers, listening to them and solving problems.
  • High adaptability, with comfort trying new things and building within a rapid-paced environment.

🏖️ Benefits

  • Competitive pay and commission structure.
  • Generous time off, ample parental and wellness leave.
  • Comprehensive healthcare insurance.
  • Retirement savings program (401k).
  • Opportunity to participate in Twilio's equity plan.

Skills & Technologies

Remote

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Twilio Inc.
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About Twilio Inc.

Twilio Inc. provides cloud-based communications platforms that enable developers to integrate voice, messaging, video, email, and authentication into applications via APIs. Founded in 2008, the company offers programmable services for SMS, voice calls, WhatsApp, email, and IoT connectivity, serving enterprises, startups, and communication service providers globally. Twilio operates a pay-as-you-go model, allowing customers to scale usage without managing underlying telecom infrastructure. The company is headquartered in San Francisco, California, and trades on the New York Stock Exchange under the symbol TWLO.

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