Hybrid SMB Account Executive - AI-Driven Agreements

UNAVAILABLE; Chicago (IL); Hybrid; USD 36,000 - 50,000; Full time

Benefits offered by this job

Paid Time Off

Parental Leave

Health Benefits

Retirement Plans

Learning & Development

Accommodations

Job summary

DocuSign is seeking an SMB Account Executive to drive revenue growth across small and medium-sized businesses, balancing high-velocity transactional sales with strategic, multi-threaded platform deals. The role reports to the RVP, SMB Sales and requires translating IAM and AI features into measurable business value for C-suite buyers.

This individual contributor position emphasizes prospecting, pipeline generation, and cross-functional collaboration with Solutions Engineers, Customer Success,

Qualifications

• 1+ years in a full-cycle, quota-carrying sales role within SaaS or technology
• Demonstrated history of consistent quota achievement (100%+ attainment)
• Proficiency with Salesforce (or HubSpot) and prospecting tools (e.g., Sales Navigator, Outreach)
• Bachelor’s degree or equivalent practical experience

Responsibilities

• Exceed quarterly quotas and target continuous double-digit growth through new customer acquisition and account expansion
• Build a healthy pipeline proactively using outbound prospecting strategies, modern sales tools, and multi-channel outreach
• Conduct deep discovery to understand customer pain points across HR, Legal Procurement, and Operations
• Simplify complex IAM and AI features into clear ROI and business outcomes
• Use structured sales methodologies (e.g., MEDDPICC) to manage deal velocity, navigate longer sales cycles, and maintain accurate forecasting
• Maintain real-time CRM integrity in Salesforce, manage daily workflow efficiency, and keep high deal volumes moving predictably
• Collaborate with Solutions Engineers, Customer Success, and Legal to ensure seamless deal execution and customer onboarding

Skills

Full-cycle SaaS sales

Quota attainment

CRM proficiency

Strong communication

Education

Bachelor’s degree or equivalent

Tools

Salesforce

HubSpot

Sales Navigator

Outreach

Job description

DocuSign is seeking an SMB Account Executive to drive revenue growth across small and medium-sized businesses, balancing high-velocity transactional sales with strategic, multi-threaded platform deals. The role reports to the RVP, SMB Sales and requires translating IAM and AI features into measurable business value for C-suite buyers.

This individual contributor position emphasizes prospecting, pipeline generation, and cross-functional collaboration with Solutions Engineers, Customer Success,