Senior Enterprise Sales - New Logos, Large Enterprise Commercial

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:

As a Senior Enterprise Sales focused on new logos, you will directly shape PayPal’s growth by acquiring new medium and large enterprise merchants on the Italian market, positioning PayPal as their preferred payment platform. You’ll play a pivotal role in expanding our presence in the Italian enterprise space while ensuring our products and services are aligned with evolving market demands. Your strategic thinking and ability to tailor solutions to complex business needs will be key to driving revenue and long-term partnerships by working closely with merchants to understand their unique business needs and align them with PayPal’s best-in-class payment solutions. You’ll collaborate cross-functionally, influence product direction through merchant feedback, and act as a trusted advisor to clients at multiple levels.

Job Description:

Essential Responsibilities:

• Collaborate with internal teams to influence process quality.
• Determine appropriate actions for process improvements.
• Recommend solutions to enhance efficiency and effectiveness.
• Monitor and manage account health and performance.
• Provide analytical insights to support business decisions.

Minimum Qualifications:

• 3+ years relevant experience and a Bachelor’s degree OR Any equivalent combination of education and experience.

Responsibilities:

• • Identifying and driving new opportunities on the Italian market, conducting prospecting activities, delivering tailored presentations, and creating proposals.

  • Own and manage the full sales cycle: prospecting, outreach, qualification, pitching, and closing.

  • Negotiate complex commercial terms and agreements to deliver value for both PayPal and the merchant.

  • Build and maintain a healthy sales pipeline in Salesforce.com with accurate forecasting and record-keeping.

  • Collaborate internally to identify cross-sell opportunities and contribute to a positive, high-performing team culture.

Qualifications:

• • +5 years of related experience selling complex solutions to large enterprises on the Italian market, with a strong track record of meeting or exceeding quota.

  • Proven consultative selling skills, with the ability to navigate matrixed organizations and influence stakeholders at all levels.

  • Experience in sales, account management, or client success—ideally within payments, fintech, technology, or financial services.

  • Solid understanding of the payments landscape, e-commerce, and digital platforms, with the ability to translate market trends into strategic actions.

  • Strong communication, negotiation, and analytical skills, with the ability to collaborate cross-functionally and drive impactful outcomes.

  • Fluent Italian and English is essential

Subsidiary:

PayPal

Travel Percent:

0The pay for this role will depend on where you work and the relevant experience and expertise you bring. The expected range of pay, including base pay and total target cash (base pay plus sales incentive compensation), for this role by location is:

Primary Location | Pay Range:

Milan, Milano:
Base Pay: (€49,200.00 - €69,960.00 Annually)
Total Target Cash: (€82,000.00 - €116,600.00 Annually)

Additional Location(s) | Pay Range:

No other locations are assigned to this requisition currently.

Details about the sales incentive structure will be provided during the hiring process, consistent with applicable laws.​

Additional compensation for this role may include equity or other incentive compensation, as applicable.

PayPal does not charge candidates any fees for courses, applications, resume reviews, interviews, background checks, or onboarding. When making an application directly, we will never ask you to share passwords, one-time passcodes (OTP), or verification codes.  Any such request is a red flag and likely part of a scam. All communication regarding your application will come from official PayPal email domains. If you suspect fraudulent activity, please report it immediately.  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 comprehensive, choice-based programs, to support all aspects of personal wellbeing—physical, emotional, and financial—delivering meaningful value where it matters most. We strive to create a flexible, balanced work culture with a holistic approach to benefits, including generous paid time off, healthcare coverage for you and your family, and resources to create financial security and support your mental health.

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 [email protected].  

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.