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PayPal Director Enterprise Sales 
Canada, Ontario, Toronto 
786862686

29.05.2025

This role involves expanding commercial relationships with key strategic partners. Responsibilities include leading a team that owns the overall strategy and commercial targets for Canada, focusing on developing a pipeline of value-based opportunities and fostering new strategic relationships. The ideal candidate will lead account and portfolio management practices such as Account Planning, strategic visioneering, and churn prevention strategies.


Responsibilities:

  • Lead a team that builds and executes strategies to grow commercial and strategic relationships with PayPal’s key partners in Canada.
  • Collaborate with product, risk management and other key partners to ensure product suite remains compliant with Canadian regulatory requirements
  • Own and drive revenue growth by leading a team and participating in identifying cross-sell and upsell opportunities, best practice implementations, co-marketing programs, and jointly developing solutions to meet mutual customer needs.
  • Develop relationships and credibility to convey the value of PayPal’s solutions and vision to C-level executives.
  • Negotiate or renegotiate favorable commercial terms, contracts, and agreements that create sustainable, long-term value.
  • Collaborate with internal stakeholders globally, including technology and product specialists, finance, sales and integration engineers, legal, risk, sales operations, marketing, and others to achieve desired results.
  • Accelerate results through superior pipeline management, navigating product roadmaps, and influencing resource allocation.
  • Act as a catalyst for change and continuous improvement by providing insights on product enhancements, new solutions, and go-to-market strategies based on customer feedback and competitor analysis.
  • Understand complex technology solutions spanning mobile, e-commerce, point of sale, processing, and other interfaces to design meaningful consumer experiences that drive business results.
  • Prepare and deliver business reviews to PayPal and partner senior leadership.
  • Employ superior negotiation and communication abilities while embodying unquestionable integrity and trust.
  • Build, develop, and manage a high-performing sales team that competes and wins together.
  • Drive results with a bias toward action based on a comprehensive strategy.

Professional Qualifications:

  • Bachelor’s degree required; MBA preferred, or equivalent experience.
  • 10+ years of experience in business development or enterprise account management, particularly driving progress with global executives on technology solutions payments and commerce strategies.
  • Experience leading teams in business development, partnerships, or account management.
  • Understanding of Field Sales processes and Sales Development metrics, with experience executing in new markets.
  • Proven experience in payments or fintech.
  • Strong financial and business acumen with the ability to engage technical leaders.
  • Ability to think creatively to develop joint value propositions and product strategies.
  • Experience negotiating complex contracts and achieving favorable deal terms.
  • Ability to synthesize complex information into essential points for executive decision-making.
  • Outstanding communication skills and ability to collaborate effectively in a matrixed organization.
  • Exceptionalrelationship-buildingand consultative sales skills with a hunger to win.
  • Results-oriented, analytical, self-motivated, and hands-on, with a proven track record of meeting targets.
  • Ability to travel 25%-50%.
  • Understanding of critical cultural approaches to global business.
  • Executive presentation skills, including in-person, written, and verbal.

Additional Job Description

The total compensation for this position may include an annual performance bonus (or other incentive compensation, as applicable), equity, and medical, dental, vision, and other benefits. For more information, visit .

The Canada annual pay range for this role is 239,400 - 342,000 CAD.

Our Benefits:

Any general requests for consideration of your skills, please