Remote Digital Sales Rep – Self-Service SaaS

Twilio; Northern (KY); Hybrid; USD 41,000 - 58,000; Full time

Benefits offered by this job

Health care insurance

401(k) retirement plan

Paid sick time

Paid personal time off

Paid parental leave

Job summary

Twilio’s Self-Service Business, serves more than 300,000 active customers and generates nearly $1B annually. This position is needed to grow and retain high-value self-service accounts by engaging customers at the right moment, guiding product adoption, preventing churn, and helping customers reach scale across Twilio Communications, SendGrid, or Segment products.

As a Digital Sales Representative - Activate, you will engage high-value self-service customers, qualify opportunities, and

Qualifications

• At least 1 year of sales development or business development experience at a technology company, or 2-3+ years of closing experience in another industry.
• Ability to qualify inbound and outbound opportunities, uncover customer needs, and guide customers toward relevant solutions.
• Strong communication skills with the ability to engage technical and business stakeholders.
• Comfort using data, product usage signals, and sales plays to prioritize outreach and identify growth or retention opportunities.
• Ability to manage a high-volume book of accounts, prioritize effectively, and follow through on customer commitments.
• Curiosity about cloud communications, customer engagement, email, data, or SaaS products.
• Experience selling SaaS, cloud communications, email, customer data, or developer-focused products.
• Familiarity with product-led growth, self-service customer motions, or usage-based sales models.
• Ability to interpret customer usage trends and translate insights into relevant sales conversations.
• Experience working with Salesforce, Outreach, Gong, or similar sales engagement and CRM tools.
• Interest in helping customers adopt and scale solutions across Twilio Communications, SendGrid, or Segment products.

Responsibilities

• Engage high-value self-service customers through programmatically assigned inbound and outbound leads.
• Identify growth opportunities by assessing product usage signals, customer needs, and readiness to scale.
• Guide customers through adoption of Twilio Communications, SendGrid, or Segment products to accelerate business outcomes.
• Retain priority accounts by proactively addressing risks, removing blockers, and supporting continued product value.
• Collaborate with Sales, Solutions Engineering, Marketing, and Product teams to improve sales plays and customer engagement strategies.

Skills

Sales experience

Communication skills

Data-driven selling

Account management

Tools

Salesforce

Outreach

Gong

Job description

Twilio’s Self-Service Business, serves more than 300,000 active customers and generates nearly $1B annually. This position is needed to grow and retain high-value self-service accounts by engaging customers at the right moment, guiding product adoption, preventing churn, and helping customers reach scale across Twilio Communications, SendGrid, or Segment products.

As a Digital Sales Representative - Activate, you will engage high-value self-service customers, qualify opportunities, and