Sales Representative

Job Description

Job Description

Docufree ( is a unified, cloud-based platform that combines SaaS software, AI, and certified human-in-the-loop services to capture, manage, and automate the document-driven workflows that regulated enterprises cannot get wrong. Leading organizations in financial services, insurance, government, healthcare, and legal rely on Docufree to digitize their information, manage it securely, and automate mission-critical processes with the accuracy and compliance those industries demand.

We are looking for an experienced, results-driven Sales Representative to own the full sales cycle, from prospecting and qualification through negotiation and close. You will carry a quota and be responsible for generating new business, expanding existing accounts, and closing opportunities across Docufree's priority industries. Because we sell a sophisticated software platform across three solution areas — ScanCloud for capture, DocumentCloud for content management, and AutomateCloud for intelligent automation — this role requires someone who can prospect relentlessly, run a disciplined sales process, speak credibly to business and technical buyers in regulated industries, and consistently convert pipeline into closed revenue. The role reports to sales leadership.

• Own the full sales cycle from prospecting through close, consistently meeting or exceeding an assigned revenue quota.
• Proactively build pipeline through outbound prospecting by phone, email, and social, in addition to qualifying inbound leads, across Docufree's priority industries (financial services, insurance, government and education, healthcare, and legal).
• Uncover prospect requirements, pain points, and document-driven process challenges, and map them to the right Docufree solution — capture (ScanCloud), management (DocumentCloud), or automation (AutomateCloud).
• Lead discovery, product demonstrations, and solution presentations, coordinating sales engineering and subject-matter experts as needed.
• Develop and manage account and opportunity plans for complex, multi-stakeholder buying groups, identifying key decision makers, influencers, and economic buyers.
• Prepare proposals, pricing, and statements of work, and lead negotiations to a signed agreement in partnership with leadership, legal, and finance.
• Expand revenue within existing accounts through renewals, cross-sell, and up-sell in coordination with customer success.
• Maintain accurate, disciplined records of all opportunities, stages, close dates, and next steps in the CRM (SalesFlow), and keep the forecast current.
• Provide accurate weekly forecasts and updates on pipeline, activity, and closed business.
• Represent Docufree at industry events, trade shows, and customer meetings, including travel as required.
• Partner closely with marketing and customer success on campaigns and account strategies that build pipeline and drive revenue growth.

Qualifications and Education Requirements

• Five or more years of experience in a quota-carrying, full-cycle sales role, with a consistent, demonstrable history of prospecting and closing opportunities.
• A proven track record of meeting or exceeding revenue targets and closing new business.
• Demonstrated ability to generate pipeline through disciplined outbound prospecting, not solely inbound or marketing-sourced leads.
• Strong discovery, negotiation, and closing skills, with the ability to manage complex, multi-stakeholder sales cycles from first contact to signature.
• Excellent listening, verbal, written, and presentation skills, with the ability to converse confidently and credibly with business and technical decision makers.
• Ability to learn a sophisticated software platform and clearly articulate its products, solution sets, and business value to prospective buyers.
• Strong organizational skills and discipline around CRM data accuracy, pipeline hygiene, and forecasting.
• Self-motivated, goal-oriented, and comfortable working in a fast-paced, metrics-driven environment.
• Bachelor's degree or equivalent professional experience.

Preferred Skills

• Experience selling B2B SaaS, software, or technology solutions, ideally in a full-cycle closing role.
• Experience selling into regulated industries (financial services, insurance, government and education, healthcare, or legal) or to enterprise, multi-stakeholder buyers.
• Experience with CRM and sales engagement tools (such as SalesFlow, Salesforce, Outreach, Salesloft, ZoomInfo, or LinkedIn Sales Navigator).
• Working understanding of document management, content management, or business process automation concepts.
• Familiarity with consultative, outcome-based, or value-selling methodologies (such as MEDDIC, Challenger, or Sandler).

Additional Notes

• Compensation includes a competitive base salary plus an uncapped variable incentive tied to bookings and quota attainment.
• This is a quota-carrying role with a clear path to senior and strategic account executive positions for strong performers.

Docufree Corporation is an equal opportunity employer. All qualified applicants will receive consideration without regard to race, color, religion, sex, national origin, disability, protected veteran status, or any other protected characteristic.