Sales Director at PayPal

PayPal has an open Sales Director position — a chance to work with a talented team on meaningful work. This position is based in Chicago, offering a collaborative in-person work environment.

About PayPal

PayPal provides digital payment solutions, enabling individuals and businesses to send and receive money online securely.

About the Role

As a Sales Director at PayPal, you will identify and prospect new business opportunities through research and outreach while contributing to the team's objectives and broader company goals.

PayPal is based in Chicago, and this role is expected to work from the office. This provides opportunities for face-to-face collaboration, mentorship, and team building. Specific work arrangements are discussed during the interview process.

About the Team

You will join a team of 20 professionals working on sales projects. The team collaborates with cross-functional partners to deliver projects on time and maintain high standards of work.

Key Responsibilities

• Identify and prospect new business opportunities through research and outreach
• Manage the full sales cycle from lead qualification to close
• Build and maintain relationships with key decision-makers and stakeholders
• Deliver product demonstrations and presentations to prospective clients
• Maintain accurate pipeline data in the CRM and forecast revenue
• Collaborate with marketing to align on lead generation and campaign strategy

Requirements

• Proven track record in B2B sales with measurable quota achievement
• Experience with CRM platforms (Salesforce, HubSpot, or similar)
• Strong negotiation, presentation, and closing skills
• Excellent verbal and written communication skills
• Ability to work independently and manage a territory effectively
• Understanding of sales methodologies (MEDDIC, Challenger, or similar)

What We Offer

• $79,076 – $127,373 per year


• Health and wellness benefits


• Retirement savings plans


• Paid time off and holiday schedule


• Learning and development opportunities


• Flexible working arrangements


• Employee wellness programs


• Team building activities

Benefits vary by location, employment type, and individual circumstances. Review the full job posting for complete details.

Career Growth

PayPal supports professional growth through mentorship, learning budgets, and defined career paths. Team members are encouraged to develop new skills and take on increasing responsibility over time.

Location

This position is based in Chicago. Candidates should be based in or willing to relocate to the specified location. Our office provides a collaborative environment with modern amenities.

How to Apply

If you are ready to make an impact at PayPal, we encourage you to apply. Submit your application through the link below and a member of the recruitment team will be in touch. We review applications on a rolling basis and aim to respond within 5 business days.

Apply for this position

Frequently Asked Questions

Is the Sales Director position at PayPal remote?

This Sales Director role at PayPal is based on-site in Chicago.

What is the salary range for this Sales Director role?

The salary range for this position is USD 79,076 - 127,373 per year, depending on experience.

What qualifications are needed for this role?

PayPal is looking for candidates with relevant experience and skills matching the requirements listed above. Entry-level and experienced candidates are both encouraged to apply where indicated.