Digital Sales Representative

Remote from
Ireland flag
Ireland
Annual salary
Undisclosed
Salary information is not provided for this position. Check our Salary Directory to estimate the average compensation for similar roles.
Department
Sales
Employment type
Full Time,
Job posted
Apply before
20 Jun 2026
Experience level
Midweight
Views / Applies
22 / 3

About Twilio

Build the future of communications.

Actively Hiring
Verified job posting
This job post has been manually reviewed for authenticity and compliance.

AI Summary

Twilio is hiring a Digital Sales Representative to manage and expand revenue within a strategic customer base, driving growth through value-based selling. The role involves working with customers across verticals to understand their needs and design solutions using Twilio's communications API platform. Remote position based in Ireland or UK, requiring 2+ years of full sales cycle experience in tech. The candidate should have strong communication skills and technical solutions selling experience.

Job Complexity

Easy Hard
AI Insight The role requires moderate experience (2+ years) and technical knowledge, but is not highly specialized or senior-level, placing it at a medium difficulty.

Salary Analysis

Median
$95,000
US Market
$60,000 – $130,000
AI Insight The offered salary is not specified, but for a Digital Sales Representative role in the US market, the typical range is $60,000 to $130,000 annually, with a median around $95,000. This role is based in Ireland/UK, so actual compensation may vary by location.

Key Skills

Sales Account Management Cloud Computing Communications API Technical Sales Customer Relationship Management Cross-selling Up-selling Solution Selling Remote Work

Dear Hiring Manager,

I am excited to apply for the Digital Sales Representative position at Twilio. With over 2 years of experience in full sales cycle roles within the tech industry, I have a proven track record of driving revenue growth and maintaining high customer satisfaction. I am particularly drawn to Twilio's innovative communications platform and its impact on businesses worldwide.

My background includes cross-selling and up-selling to strategic accounts, as well as collaborating with cross-functional teams to design tailored solutions. I possess strong communication skills and the ability to simplify complex technical concepts for customers. I am eager to bring my solution-oriented approach and adaptability to Twilio's remote-first team.

Thank you for considering my application. I look forward to the opportunity to discuss how I can contribute to Twilio's success.

Sincerely,
[Your Name]

Can you describe a time when you successfully up-sold or cross-sold a product to an existing customer?
In my previous role, I identified a customer using only our basic messaging API. I demonstrated how our voice API could enhance their customer support, resulting in a 20% increase in their monthly spend.
How do you approach understanding a customer's technical requirements?
I start by asking open-ended questions about their current challenges and goals. I then listen actively and ask clarifying questions to map their needs to our platform capabilities, often involving technical demos.
How do you handle a situation where a customer is hesitant to adopt a new technology?
I focus on building trust by sharing case studies and ROI examples. I also offer a proof of concept to demonstrate value with minimal risk, addressing their concerns step by step.
Describe a time you had to manage multiple deals simultaneously. How did you prioritize?
I use a CRM to track deal stages and prioritize based on deal size, close probability, and urgency. I allocate time blocks for each deal and regularly review progress with my manager.
Why do you want to work at Twilio specifically?
I admire Twilio's remote-first culture and its impact on communications. I am excited to sell a platform that empowers developers, and I value the company's focus on innovation and customer success.

Who we are 

At Twilio, we’re shaping the future of communications, all from the comfort of our homes. We deliver innovative solutions to hundreds of thousands of businesses and empower millions of developers worldwide to craft personalized customer experiences.

Our dedication to remote-first work, and strong culture of connection and global inclusion means that no matter your location, you’re part of a vibrant team with diverse experiences making a global impact each day. As we continue to revolutionize how the world interacts, we’re acquiring new skills and experiences that make work feel truly rewarding. Your career at Twilio is in your hands.
We use Artificial Intelligence (AI) to help make our hiring process efficient. That said, every hiring decision is made by real Twilions!

.

See yourself at Twilio

Join the team as Twilio’s next Expansion Digital Sales Representative.

About the job

This position is needed to manage and expand revenue within a strategic customer base, as well as driving net-new revenue through value-based selling across all segments. While also helping shape our presence in our most strategically important markets.

Responsibilities

In this role, you’ll:

  • Be responsible for managing existing customers and driving growth within the territory, while maintaining the highest levels of customer satisfaction
  • Work with customers across all verticals to understand their business and technical requirements. You will need to understand the capabilities of Twilio’s communications API platform so that, together, you can design a solution for their specific use case needs
  • Work diligently with cross-functional internal teams (Sales Development, Marketing, Product, Engineering, Support) to address customer requirements, advise on digital communication strategies, and help customers get started on the Twilio platform
  • Passionate about what you do, able to think outside of the box, and have world-class interpersonal and communication skills to make complex technical and financial details sound simple
  • Balance competing priorities and manage multiple projects/deals at the same time
  • Think outside the box, build out new processes, and help the team to build a playbook along the way

Qualifications 

Twilio values diverse experiences from all kinds of industries, and we encourage everyone who meets the required qualifications to apply. If your career is just starting or hasn’t followed a traditional path, don’t let that stop you from considering Twilio. We are always looking for people who will bring something new to the table!

Required:

  • At least 2 years of full sales cycle experience in a tech space, with a record of top performance. Ideally this should include experience as a Strategic AE with a focus on cross-sell and up-sell
  • An understanding of the cloud computing / communications business model and excitement for selling to a technical audience while utilising 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 

Location

 This role will be remote, and based in Ireland or UK.

Travel 

We prioritize connection and opportunities to build relationships with our customers and each other. For this role, you may be required to travel occasionally to participate in project or team in-person meetings.

What We Offer

Working at Twilio offers many benefits, including competitive pay, generous time off, ample parental and wellness leave, healthcare, a retirement savings program, and much more. Offerings vary by location.

Twilio thinks big. Do you?

We like to solve problems, take initiative, pitch in when needed, and are always up for trying new things. That’s why we seek out colleagues who embody our values — something we call Twilio Magic. Additionally, we empower employees to build positive change in their communities by supporting their volunteering and donation efforts.

So, if you’re ready to unleash your full potential, do your best work, and be the best version of yourself, apply now! If this role isn’t what you’re looking for, please consider other open positions.

Twilio is proud to be an equal opportunity employer. We do not discriminate based upon race, religion, color, national origin, sex (including pregnancy, childbirth, reproductive health decisions, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, genetic information, political views or activity, or other applicable legally protected characteristics. We also consider qualified applicants with criminal histories, consistent with applicable federal, state and local law. Qualified applicants with arrest or conviction records will be considered for employment in accordance with the Los Angeles County Fair Chance Ordinance for Employers and the California Fair Chance Act. Additionally, Twilio participates in the E-Verify program in certain locations, as required by law.

Apply now >

Annual salary information is not provided for this position. Explore salary ranges for similar roles in our Salary Directory ›

This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content.

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