Manager, SMB Outbound Sales, Canada

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 Summary:

PayPal is seeking a results-driven Sales Manager to lead a high-performing outbound team focused on Canadian SMB growth. This leader will drive sales, enhance the merchant experience, and champion Canadian market needs across PayPal’s global teams. Ideal for someone passionate about empowering small businesses and navigating a dynamic, global environment.

Job Description:

Essential Responsibilities:

• Lead functional projects and programs that drive business or process improvements.
• Identify issues and recommend best practices based on specialized expertise.
• Partner with cross-functional teams to analyze business trends and implement solutions.
• Contribute to the development and execution of strategic initiatives within the sales function.
• Monitor and evaluate the effectiveness of sales processes and make recommendations for enhancements.

Minimum Qualifications:

• Minimum of 8 years of relevant work experience and a Bachelor's degree or equivalent experience.

Primary Responsibilities:

• Lead and grow a high-performing Canadian-focused outbound sales team, cultivating a culture of collaboration, accountability, and customer-centricity.
• Lead with optimism and strategic thinking to navigate the fast-evolving fintech industry.
• Serve as the internal voice of the Canadian SMB market, providing insights and recommendations to influence product development, operational improvements, and sales strategy across the PayPal organization.
• Develop and execute territory-specific sales strategies to achieve and exceed Canadian market sales targets and key business objectives.
• Actively collaborate with cross-functional partners—including product, marketing, compliance, and operations—to optimize processes, tailor solutions, and remove friction for Canadian sellers.
• Empower team members through coaching, skill development, and mentorship to foster a growth mindset and consistently deliver strong results.
• Ensure the team consistently follows best-in-class sales practices and maintains high standards of operational excellence.
• Conduct regular performance reviews, training sessions, and pipeline assessments to reinforce strategic alignment and strengthen team capabilities.

Requirements:

• 3–5 years of experience in inside sales management, ideally within growth-focused businesses with globally dispersed teams.
• Proven track record of meeting and exceeding individual and team sales targets, with a strong understanding of solution selling methodologies.
• Proven ability to serve as a cross-functional advocate, with strong influencing skills and a collaborative approach to aligning product and sales goals.
• An understanding of the Canadian small business ecosystem, including regulatory environment, regional differences, and customer pain points.
• A business-owner mentality, with a passion for continuous improvement and team development.
• Strong critical thinking and communication skills, with the ability to identify and present opportunities for team-wide improvements.
• Bilingualism in English and French is considered an asset.

Subsidiary:

PayPal

Travel Percent:

0

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PayPal is committed to fair and equitable compensation practices.

Actual Compensation is based on various factors including but not limited to work location, and relevant skills and experience.

The total compensation for this practice may include an annual performance bonus (or other incentive compensation, as applicable), equity, and medical, dental, vision, and other benefits. For more information, visit https://www.paypalbenefits.com.

The US national annual pay range for this role is $123,000 to $224,400

PayPal does not charge candidates any fees for courses, applications, resume reviews, interviews, background checks, or onboarding. Any such request is a red flag and likely part of a scam. To learn more about how to identify and avoid recruitment fraud please visit https://careers.pypl.com/contact-us.

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 paypalglobaltalentacquisition@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.