Goodwin Recruiting
Director of Sales
Job Description
We are seeking a high-performing, results-driven fintech sales hunter to drive net-new revenue within the payments and retail technology space. Join a high-performing team where your ability to build pipeline, close complex deals, and generate new business will directly impact revenue and long-term success. If you are a true hunter with experience in the POS fintech space and thrive on winning new logos — we want to hear from you!
Director of Sales Benefits and Compensation:
• Remote
• Competitive base salary with uncapped commission potential
• Performance-based incentives tied to revenue and profitability goals
• Comprehensive medical, dental, and vision insurance
• Paid time off and holidays
• 401k
• Mileage reimbursement and travel expense coverage
• Ongoing professional development and industry training opportunities
• Flexible, results-driven work environment
Director of Sales Requirements & Qualifications:
• Minimum 5 years of quota-carrying sales experience within the payments or point-of-sale industry
• Proven track record of generating pipeline and closing net-new business (hunter mentality required)
• Strong experience selling payment terminals, merchant services, or POS solutions
• Experience working with or through payment processors, ISVs, VARs, or enterprise retail clients
• Established network within payment processors, ISOs, or retail organizations
• Ability to prospect, qualify, and close complex deals in a long sales cycle environment
• Maintain accurate sales forecasts, pipeline tracking, and reporting to support business planning and performance visibility
• Actively identify and pursue high-value POS opportunities, focusing on accounts that deliver strong ROI
• Develop and execute territory and pipeline strategies aligned with revenue targets
• Build and maintain long-term client relationships while driving new business acquisition
• Collaborate cross-functionally with internal teams including operations, product, and customer support to successfully close and deliver business
• Bachelor’s degree in business, marketing, or related field (or equivalent experience)
Director of Sales Preferred Background & Skills:
• Strong communication, negotiation, and problem-solving skills with the ability to navigate complex sales environments
• Experience selling through channel ecosystems (ISV, VAR, ISO)
• Demonstrated ability to manage long sales cycles and multi-stakeholder deals
• Highly motivated, self-directed, and comfortable operating as a pure individual contributor