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Director of Strategic Sales, Chicago

Corpay
Chicago, IL Full Time
POSTED ON 5/2/2026 CLOSED ON 6/4/2026

What are the responsibilities and job description for the Director of Strategic Sales, Chicago position at Corpay?

What We Need

Corpay is currently looking to hire a Director of Strategic Sales within our Corporate Payments division. This position falls under our Corporate Payments line of business and is a remote-based role. In this role, you will act as a hunter, focused on prospecting and closing new B2B clients through outbound efforts. You will report directly to the VP of Sales and regularly collaborate with the Inside Sales, Marketing, and Channel Partner teams.

This position is remote. However, we would like this person to sit in or around Chicago-area.

How We Work

As a Director of Strategic Sales, Corpay will set you up for success by providing:

  • Company-issued equipment remote access
  • Formal, hands-on training
  • Monthly home internet stipend

Role Responsibilities

The responsibilities of the role will include:

  • Prospecting, cold-calling, and qualifying new business opportunities
  • Building and maintaining strong relationships with prospects, clients, and channel partners
  • Managing opportunities through Salesforce to track pipeline and optimize activities
  • Attending trade shows, conducting webinars, and engaging in thought leadership activities to generate leads
  • Creating and delivering customized sales presentations and collateral in collaboration with Marketing
  • Studying market trends and company metrics to adapt sales strategies and identify new client segments
  • Executing proposals, meetings, and diligent follow-up to close new business

Qualifications & Skills

  • 4 years of demonstrated success in B2B sales
  • 4 years of experience selling financial products (SaaS experience a plus)
  • Undergraduate degree in Business or related field required
  • Strong persistence, self-confidence, and comfort with cold calling
  • High-impact communication and presentation skills
  • Strong organizational skills with ability to prioritize opportunities
  • Ability to simplify complex financial products into clear, compelling value propositions
  • Exceptional negotiation and closing skills

Benefits & Perks

  • Medical, Dental & Vision benefits available the 1st month after hire
  • Automatic enrollment into our 401k plan (subject to eligibility requirements)
  • Virtual fitness classes offered company-wide
  • Robust PTO offerings including: major holidays, vacation, sick, personal, & volunteer time
  • Employee discounts with major providers (i.e. wireless, gym, car rental, etc.)
  • Philanthropic support with both local and national organizations
  • Fun culture with company-wide contests and prizes

Equal Opportunity/Affirmative Action Employer

  • Corpay is an Equal Opportunity Employer. Corpay provides equal employment opportunities to all qualified applicants without regard to race, color, gender (including pregnancy), religion, national origin, ancestry, disability, age, sexual orientation, gender identity or expression, marital status, language, ancestry, genetic information and/or military status or any other group status protected by federal or local law. If you require reasonable accommodation for the application and/or interview process, please notify a representative of the Human Resources Department.

Pay Transparency

  • This salary range is provided for locations which require such disclosure. Where a position or applicant may fall in a particular wage range depends on a number of factors including but not limited to skill sets, experience, training, licenses and certifications (if applicable), and other business and organization needs. The disclosed range has not been adjusted for the applicable geographic markets. At Corpay it is not typical for an individual to be hired at or near the top of the range for their role and compensation decisions depend on the facts and circumstances of each case. Base range is $90,000 - $100,000. A realistic estimate of year 1 on-target earnings would be $180,000 – $220,000 OTE (though commissions are uncapped).
  • For more information about our commitment to equal employment opportunity and pay transparency, please click the following links: EEOC and Pay Transparency.

Salary : $90,000 - $100,000

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