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Director, Product Sales Specialist

PayPal

PayPal

Product, Sales & Business Development
New York, NY, USA · New York, NY, USA · Remote
USD 186,200-405,900 / year + Equity
Posted on May 9, 2025
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 Branded Checkout Product Sales Specialist – LE Lead is an important part of the PayPal sales org, whose overall goal is to grow and strengthen PayPal merchant partnerships, drive increased revenue for PayPal, and support overall adoption of PayPal’s revenue and payments solutions across LE Americas. The specific focus of the Branded Checkout Product Sales Specialist – LE Lead is the value-driven sale of our suite of Branded Checkout solutions, with emphasis on upstream messaging before checkout. The Product Sales Specialist will be expected to have a deep understanding of their specific portfolio of named existing accounts and prospects to drive desired outcomes for PayPal, while simultaneously anticipating and managing against competitor moves. This will require active prospecting and a hunter/defender mentality to defend against or unseat competitors. For these as well as portfolio named accounts, the Product Sales Specialist will assist in formulating strategic partnerships, which may include creative commercial and structural elements.

Job Description:
Key Experience

  • 10+ years of experience product solutioning or selling to senior executives at Fortune 1000 companies.
  • Skilled storyteller with proven experience communicating and selling from a values-based platform
  • Deep experience working with C-level executives and decision makers in the following functional areas: product, sales, marketing, finance
  • Exceptional communication and presentation skills, with an emphasis on translating insights, product information and data into client value.
  • Strong negotiation skills, with the ability to collaborate with cross-functional teams to achieve win-win outcomes
  • Proven consultative sales abilities and the ability to work well in a matrixed environment, collaborate across multiple departments and influence all levels within an organization.
  • Strong analytical skills with ability to develop value-driven narratives and ROI-based proposals.
  • Strong industry knowledge of payments including credit , eCommerce and Omni acceptance solutions
  • A consistent track record of exceeding quota targets.
  • Familiarity with Salesforce CRM is a plus.
  • Bachelor’s degree required; MBA preferred.


Duties and Responsibilities

  • Drive revenue growth for Branded business (PwPP, PwV, BNPL) by understanding the merchant’s business needs and aligning their needs with our branded checkout solutions.
  • Partner with front book Account Executives on net new business deals and also targeted co-selling into a portfolio of named existing accounts with back book AEs.
  • Support team to grow and maintain the US branded checkout pipeline, with accurate forecasting and associated account plans.
  • Collaborates with internal stakeholders to identify and propel cross-sell opportunities.
  • Supports the US Product Sales Specialist team, responsible for co-managing entire sales cycle with AE by identifying potential sales, conducting pre-sales calls, delivering customized presentations, delivering ROI-based proposals and support negotiating complex contracts.
  • Typically will lead most key prospecting and opportunity-driving activities, as well as winning the deal and ensuring a successful LTS and post-live experience
  • Leads: discovery, product fit consulting, sales pitch, pre-sales demo, pricing, negotiation, Compliance/UW, KYC/AML, Risk, Contract generation, account training/demos, LTS and post-live support, and sales closing
  • Supports in partnership with AE/SE/Product Success: prospecting, account creation, integration, and win/loss analysis
  • Selling the following key products: Upstream messaging (primary), button placement (secondary) for: Pay with PayPal, Pay with Venmo, BNPL, All new product / feature enhancements
  • Ideally drives the following outcomes as part of a structured deal: Co-marketing, Case studies/testimonials, Exclusivity (ideal), Co-existence in situations where exclusivity is not possible – for short term only/phased approaches, A/B testing, Data sharing – even outside of A/B testing, Builds a measurable value proposition that resonates with multiple stakeholders.
  • Regularly provides feedback and assists in establishing priorities for the following based on customer experience: Product development, Finance, Legal, Marketing: PayLater, Marketing: Consumer, GTM, Sales Enablement
  • Makes a highly positive impact on culture and team through sharing learnings, building trust and leading by example.
  • Proficient in Microsoft Word, Excel, and PowerPoint, Saleforce
  • Travel up to 40% of time


Key attributes

  • Operates as a hunter aka offense – proactively identifying opportunities and building strategic account plans
  • Fiercely competitive with strong sense of urgency to accomplish goals
  • Can remain focused and unfazed during periods of ambiguity
  • Team-centric and client-first mentality, able to direct and influence key internal stakeholders and build key working relationships
  • Unwavering focus on the merchant – especially including white-glove pre- and post-sale support
  • Enthusiastic student of the art of sales
  • Intellectual curiosity a must
  • Project management skills a must
  • Flexible, decisive and fun to work with


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 U.S. national annual pay range for this role is 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 U.S. national annual pay range for this role is $186200 to $405900

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:

To learn more about our culture and community visit https://about.pypl.com/who-we-are/default.aspx

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.

Notice to Applicants and Employees who reside within New York city. Click https://careers.pypl.com/Contact-Us/default.aspx

to view the notice.

REQ ID R0126699