Director of Sales
Goodwin Recruiting, Chicago, IL, United States
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 Bachelors 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
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 Bachelors 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