Remote
SaaS
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About this role
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.
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Hiring and how we work
We use Artificial Intelligence (AI) to help make our hiring process efficient. That said, every hiring decision is made by real Twilions!
Also, while we are a remote-first company, you may be asked to report in person on an ad-hoc basis for team gatherings, functional off-sites or customer meetings.
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See yourself at Twilio
Join the team as Twilio’s next Digital Sales Representative - Expansion.
About the job
This position is needed to lead relationships within our Self Service customer base and Communications platform customers who consume our messaging, voice and email services. As our new Digital Sales Representative, you will be responsible for net new customer activations, transactional and solution selling, and closing deals within our Self Service account base.
Responsibilities
In this role, you’ll:
Manage and expand customer accounts within the Self Service segment. Own a book of business with the goal of protecting revenue and driving upsell and cross-sells Execute programmable sales plays to consistently deliver strong revenue, gross margin, and gross profit results.
Work cross-functionally with representatives from product, finance, support, and services teams to execute renewals and drive DBNE Generate and maintain an accurate sales pipeline and forecast utilizing our CRM, S
Selling Motion
Sales Cycle
SMB / Transactional
Under 1 month, high-velocity closing
Buyer Persona
C-Suite
Selling to executive decision-makers
Territory
Greenfield
Build territory from scratch — net-new logos
Requirements at a Glance
Typical Day — Account Manager
Estimates based on role type and selling motion — actual may vary by company.
Role Signals
Green Flags
Location flexibility
SaaS — Interview Intel
Typical Sales Cycle
30–90 days (SMB) · 3–9 months (Mid-Market) · 6–18 months (Enterprise)
Common Buyer Objections
- "We're locked into a contract with [competitor]"
- "We built something in-house already"
- "We don't have budget until next quarter"
- "Our team won't adopt another tool"
Key Industry Metrics
Hot Topics to Reference
- • AI-native product disruption
- • PLG vs sales-led motion debate
- • Vertical SaaS consolidation
- • Usage-based pricing models
Use these insights to speak the buyer's language in interviews.
Tags
Why are you interested in this role?
Template questionWhat motivates you in a sales environment?
Template questionHow do you handle rejection?
Template questionThis digital sales representative - expansion position with Twilio offers an opportunity to develop your sales career in a competitive market.
Top SaaS reps often earn significant upside through accelerators once quota is exceeded.
Remote positions in sales offer flexibility but require strong self-discipline and proactive communication with distributed teams.
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