Sr. Manager, Sales Specialist - Payouts

PayPal; Chicago (IL); Hybrid; USD 139,000 - 206,000; Full time

Job summary

PayPal is hiring a Senior Manager, Sales Specialist, Payouts in North America to partner with Account Management and grow adoption of Payouts solutions across new and existing accounts.

You will lead with discovery, diagnose merchant needs, and design winning solutions for global payouts across 200+ markets and 50+ currencies, targeting profitable activated volume. Requires 8+ years of experience and finance/tech acumen.

Qualifications

• 8+ years of relevant experience with a Bachelor’s degree or equivalent.
• Experience selling to senior executives at Fortune 1000 companies.
• Experience with Enterprise Payouts and PayPal Payouts is a bonus.
• MBA or advanced degree in Finance, Business, or related field.
• Strong analytical mindset; ability to build ROI-based business cases.

Responsibilities

• Lead complex projects requiring an understanding of current business trends.
• Collaborate with cross-functional teams to drive product sales strategies.
• Provide market insights to enhance sales efforts and solution design.
• Position PayPal capabilities against competitors with quantified value for merchants.
• Travel up to 10% of the time.

Skills

Strategic selling

Executive engagement

Cross-functional collaboration

Market insights

AI-enabled discovery

Education

MBA or related degree

Tools

Salesforce CRM

PowerPoint

Excel

Job description

Job Summary

The Senior Manager, Sales Specialist, Payouts is part of the North America Commercial sales team, partnering with Account Management to grow adoption and transaction margin for PayPal's Payouts solutions, including Enterprise Payouts and PayPal Payouts, across new and existing accounts. Enterprise Payouts gives platforms and marketplaces a configurable, enterprise-grade way to disburse funds globally, across 200+ markets and 50+ currencies, through bank transfers, cards, digital wallets, and other local payout methods, while PayPal Payouts offers a simpler, self-serve way to send batch payments directly to PayPal and Venmo accounts. This is a consultative sales role. The Specialist leads with discovery, not product pitch, diagnosing each merchant's specific needs before designing the right solution and positioning differentiated value against competitors, from opportunity through activation. Success is measured by profitable activated volume within assigned verticals.

Job Description

Essential Responsibilities

• Lead complex projects of diverse scope requiring an understanding of current business trends.
• Participate in complex problem resolution and determine methods for new assignments.
• Implement initiatives that result in global process improvements.
• Collaborate with cross-functional teams to drive product sales strategies.
• Provide expertise in product knowledge and market insights to enhance sales efforts.

Minimum Qualifications

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

Additional Responsibilities & Preferred Qualifications

• Extensive experience with domestic and cross-border payout and disbursement solutions, and the ability to deploy the right combination of solutions to optimize for a merchant’s unique needs.
• Experience with Enterprise Payouts and PayPal Payouts specifically is a bonus.
• Acts as a resource and force multiplier for other sellers, sharing knowledge of Payouts systems and operations, and ushering merchants from lead to live with a focus on discovery and solutioning.
• Ability to position Enterprise Payouts and PayPal Payouts against competitive and in-house alternatives, and translate payout economics, including disbursement speed and payout method flexibility, into a quantified, merchant‑specific business case.
• Expertise in getting the most out of AI, using AI tools to accelerate discovery, research, solutioning, and pipeline analysis, not just familiarity with them.
• 5+ years of experience solution selling to senior executives at Fortune 1000 companies, including experience engaging C-level decision makers across Product, Sales, and Finance.
• A consistent track record of exceeding quota targets.
• Familiarity with Salesforce CRM.
• MBA or other advanced degree in Finance, Business, or a related field.
• Financial analysis experience.
• A strong analytical mind, with the ability to build ROI‑based business cases and evidence‑based sales narratives.
• Strong negotiation skills, with the ability to collaborate across teams to structure win‑win commercial outcomes.
• Strong communication and interpersonal skills, with the ability to influence and engage stakeholders informally.
• Expert in PowerPoint, Excel, and the Microsoft suite.
• Skilled storyteller, with the ability to communicate a compelling, value‑based narrative to executive audiences.

Additional Responsibilities

• Partner with Account Managers to identify, shape, and advance product‑specific opportunities for new and existing accounts.
• Lead deeper discovery, solution design, competitive positioning, and pricing construction on qualified opportunities.
• Lead complex, multi‑stakeholder opportunities that require sound judgment and an understanding of current market and business trends.
• Carry the target for the opportunities you develop or advance.
• Leverage internal and external data to identify growth opportunities and build pipeline.
• Own and evolve the specialist team's playbook and selling process.
• Collect feedback and recommendations from Account Managers and customers, and channel them back to Product and GTM teams to help shape future product roadmaps.
• Designs and positions the right combination of PayPal capabilities, not a single product in isolation, and translates that combination into a client‑specific business case and quantified value against competitive alternatives.
• Uses sales pipeline, back‑book portfolio data, and product and merchant performance data to prioritize opportunities, build the commercial case, and support pricing decisions, treating data as the basis for prioritization, not a supporting exhibit.
• Builds credibility with and mobilizes Account Management, Solution Engineering, Integration Engineers, Finance, Legal, and Product without formal authority over those teams.
• Travel up to 10% of the time.

Fees and Communications

PayPal does not charge candidates any fees for courses, applications, resume reviews, interviews, background checks, or onboarding.

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.

Compensation

Primary Location | Pay Range: New York City, New York: Base Pay: ($152,400.00 - $226,380.00 Annually) Total Target Cash: ($254,000.00 - $377,300.00 Annually)

Additional Location(s) | Pay Range: Chicago, Illinois: Base Pay: ($138,600.00 - $205,920.00 Annually) Total Target Cash: ($231,000.00 - $343,200.00 Annually)

Austin, Texas: Base Pay: ($138,600.00 - $205,920.00 Annually) Total Target Cash: ($231,000.00 - $343,200.00 Annually)

San Jose, California: Base Pay: ($152,400.00 - $226,380.00 Annually) Total Target Cash: ($254,000.00 - $377,300.00 Annually)

Scottsdale, Arizona: Base Pay: ($131,400.00 - $195,360.00 Annually) Total Target Cash: ($219,000.00 - $325,600.00 Annually)

Omaha, Nebraska: Base Pay: ($131,400.00 - $195,360.00 Annually) Total Target Cash: ($219,000.00 - $325,600.00 Annually)

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

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.

Belonging

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.

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 [e-mail].

Who We Are

Click Here to learn more about our culture and community.

Notice

Notice to Applicants and Employees who reside within New York City. Click here to view the notice.

Mission

PayPal is on a mission to revolutionize commerce globally. We’re driving our company, industry, and society forward with vision and velocity. With our commitment to excellence, innovation, and talent, the possibilities are limitless.

Learn more at PayPal.com/Jobs

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