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    Digital Sales Representative - Expansion

    Twilio

    Remote
    Remote
    SaaS
    Hybrid
    See your match score
    Posted Today
    Work Type

    Remote

    Vertical

    SaaS

    Source

    jobscollider

    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.

    .

    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

    Bachelor's Degree·Required
    Solution Selling·Required skill

    Typical Day — Account Manager

    Volume check-ins15–20/week
    Churn risk monitoringDaily
    Automated touch-points20+/week

    Estimates based on role type and selling motion — actual may vary by company.

    Role Signals

    Green Flags

    ✓
    Remote Friendly

    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

    ARR / MRRNet Revenue Retention (NRR)CAC Payback PeriodLogo Churn vs Revenue ChurnACV (Avg Contract Value)Magic Number

    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

    sales
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    Why are you interested in this role?

    Template question
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    What motivates you in a sales environment?

    Template question
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    How do you handle rejection?

    Template question
    Research Twilio's product, recent news, and key competitors
    Prepare metrics: quota attainment %, average deal size, win rate
    Practice a 2-minute product demo pitch for a mock discovery call
    Prepare to discuss your home office setup and self-management discipline
    Review the job description and map your experience to each requirement
    Role Insights

    This 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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