Account Executive, to Medium Business
Toronto, Ontario, C6A, Canada
Listed on 2026-10-19
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Sales
SaaS Sales, B2B Sales, Account Manager, Business Development
Company Overview
Docusign brings agreements to life. Over 1.5 million customers and more than a billion people in over 180 countries use Docusign solutions to accelerate the process of doing business and simplify people’s lives. With intelligent agreement management, Docusign unleashes business-critical data that is trapped inside of documents. Until now, these were disconnected from business systems of record, costing businesses time, money, and opportunity.
Using Docusign’s Intelligent Agreement Management platform, companies can create, commit, and manage agreements with solutions created by the #1 company in e-signature and contract lifecycle management (CLM).
As a SMB Account Executive at Docusign, you will drive revenue growth and market expansion across small and medium-sized businesses. This role requires a dynamic, adaptable sales professional who can seamlessly balance high-velocity transactional sales with strategic, multi-threaded platform deals.
As Docusign expands into Intelligent Agreement Management (IAM) and AI-driven agreement solutions, you will translate complex capabilities into measurable business value for C-suite buyers.
This position is an individual contributor role reporting to the RVP, SMB Sales.
Responsibility- 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 (phone, email, Linked In, Whats App)
- 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
Hybrid:
Employee divides their time between in-office and remote work. Access to an office location is required. (Frequency: Minimum 2 days per week; may vary by team but will be weekly in-office expectation)
Positions at Docusign are assigned a job designation of either In Office, Hybrid or Remote and are specific to the role/job. Preferred job designations are not guaranteed when changing positions within Docusign. Docusign reserves the right to change a position's job designation depending on business needs and as permitted by local law.
What you bringBasic
- 1+ years in a full-cycle, quota-carrying sales role within SaaS or technology
- Demonstrated history of consistent quota achievement (100%+ attainment)
- Experience with Salesforce (or Hub Spot) and prospecting tools (e.g., Sales Navigator, Outreach)
- Experience balancing high-velocity transactional selling with broader platform deals
- Formal training in recognized sales methodologies (e.g., MEDDPICC, SPIN Selling)
- Exceptional communication skills with the ability to quickly establish trust with business leaders
- Adaptable, resilient, and eager to leverage new AI and agreement management tools
- Knowledge of legal and regulatory frameworks surrounding digital agreements
- Bachelor’s degree in a relevant field or equivalent practical experience
Working here
Docusign is committed to building trust and making the world more agreeable for our employees, customers and the communities in which we live and work. You can count on us to listen, be honest, and try our best to do what’s right, every day. At Docusign, everything is equal.
We each have…
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