The Company

PayPal has been revolutionizing commerce globally for more than 25 years. Creating innovative experiences that make moving money, selling, and shopping simple, personalized, and secure, PayPal empowers consumers and businesses in approximately 200 markets to join and thrive in the global economy. 

We operate a global, two-sided network at scale that connects hundreds of millions of merchants and consumers. We help merchants and consumers connect, transact, and complete payments, whether they are online or in person. PayPal is more than a connection to third-party payment networks. We provide proprietary payment solutions accepted by merchants that enable the completion of payments on our platform on behalf of our customers.

We offer our customers the flexibility to use their accounts to purchase and receive payments for goods and services, as well as the ability to transfer and withdraw funds. We enable consumers to exchange funds more safely with merchants using a variety of funding sources, which may include a bank account, a PayPal or Venmo account balance, PayPal and Venmo branded credit products, a credit card, a debit card, certain cryptocurrencies, or other stored value products such as gift cards, and eligible credit card rewards.  Our PayPal, Venmo, and Xoom products also make it safer and simpler for friends and family to transfer funds to each other. We offer merchants an end-to-end payments solution that provides authorization and settlement capabilities, as well as instant access to funds and payouts. We also help merchants connect with their customers, process exchanges and returns, and manage risk. We enable consumers to engage in cross-border shopping and merchants to extend their global reach while reducing the complexity and friction involved in enabling cross-border trade. 

Our beliefs are the foundation for how we conduct business every day.  We live each day guided by our core values of Inclusion, Innovation, Collaboration, and Wellness. Together, our values ensure that we work together as one global team with our customers at the center of everything we do – and they push us to ensure we take care of ourselves, each other, and our communities.

Job Description Summary:

The Senior Director, Canada Portfolio Sales is responsible for leading a team that develops growth strategies and drives revenue and profit from within PayPal’s Canada Enterprise and Small Business sector. Reporting to the Senior Vice President who leading PayPal’s North American Enterprise group, this role requires a significant track record of driving incremental commercial growth via strategic account leadership and successful executive engagement in a complex solution selling and competitive environment. It also demands strong portfolio management leadership, limiting account decline, reducing churn, and growing both revenue and margin volumes through contract renegotiations and renewals. Ultimately, this high-level performer is expected to serve as a player/coach to increase PayPal’s relevance with influential companies in Canada.
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.

Job Description:

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 requirementsOwn 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.12+ years of experience in business development or enterprise account management, focusing 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.Exceptional relationship-building and 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:

Subsidiary:

PayPal

Travel Percent:

25

For the majority of employees, PayPal's balanced hybrid work model offers 3 days in the office for effective in-person collaboration and 2 days at your choice of either the PayPal office or your home workspace, ensuring that you equally have the benefits and conveniences of both locations.

Our Benefits:

At PayPal, we’re committed to building an equitable and inclusive global economy. And we can’t do this without our most important asset—you. That’s why we offer benefits to help you thrive in every stage of life. We champion your financial, physical, and mental health by offering valuable benefits and resources to help you care for the whole you.

We have great benefits including a flexible work environment, employee shares options, health and life insurance and more. To learn more about our benefits please visit https://www.paypalbenefits.com.

Who We Are:

Click Here to learn more about our culture and community.

Commitment to Diversity and Inclusion 

PayPal provides equal employment opportunity (EEO) to all persons regardless of age, color, national origin, citizenship status, physical or mental disability, race, religion, creed, gender, sex, pregnancy, sexual orientation, gender identity and/or expression, genetic information, marital status, status with regard to public assistance, veteran status, or any other characteristic protected by federal, state, or local law.  In addition, PayPal will provide reasonable accommodations for qualified individuals with disabilities.  If you are unable to submit an application because of incompatible assistive technology or a disability, please contact us at talentaccommodations@paypal.com.  

Belonging at PayPal: 

Our employees are central to advancing our mission, and we strive to create an environment where everyone can do their best work with a sense of purpose and belonging. Belonging at PayPal means creating a workplace with a sense of acceptance and security where all employees feel included and valued. We are proud to have a diverse workforce reflective of the merchants, consumers, and communities that we serve, and we continue to take tangible actions to cultivate inclusivity and belonging at PayPal.

Any general requests for consideration of your skills, please Join our Talent Community.

We know the confidence gap and imposter syndrome can get in the way of meeting spectacular candidates. Please don’t hesitate to apply.