Sr Manger, Sales Strategy and Execution PMO

5 Minutes ago • 2-5 Years • $111,500 PA - $191,950 PA
Sales

Job Description

We're seeking a strategic and results-driven Manager to accelerate PayPal's Win Checkout initiative by optimizing our sales pipeline and driving cross-functional collaboration. This role requires a detail-oriented professional who can manage complex sales processes, conduct detailed analysis, track multiple processes/deals, analyze deal viability, and ensure seamless coordination between multiple stakeholders while maintaining the highest standards of execution.
Good To Have:
  • Previous experience in fintech or e-commerce.
Must Have:
  • Create comprehensive end-to-end process maps.
  • Identify and resolve complex problems within business processes.
  • Develop detailed business requirements and manage user acceptance testing.
  • Act as a subject matter expert in process improvement initiatives.
  • Collaborate with cross-functional teams to streamline workflows and enhance operational effectiveness.
  • Develop and track key performance metrics; document and standardize processes.
  • Own end-to-end management of the Win Checkout sales pipeline, ensuring accurate forecasting and deal progression.
  • Develop and maintain comprehensive pipeline reporting and analytics.
  • Create standardized processes for deal evaluation, approval workflows, and stage-gate progression.
  • Monitor deal velocity and identify bottlenecks impacting revenue targets.
  • Serve as the central point of coordination between Sales, Product, Engineering, Legal, and Finance.
  • Facilitate regular cross-functional meetings and ensure clear communication of priorities and dependencies.
  • Develop senior stakeholder reporting and materials for weekly steering committee meetings.
  • Drive accountability across teams by establishing clear ownership, deliverables, and deadlines.
  • Escalate blockers and resource constraints to leadership with proposed solutions.
  • Conduct comprehensive financial and strategic analysis of potential deals, including ROI and risk assessments.
  • Challenge assumptions and validate business cases presented by internal teams and external partners.
  • Develop frameworks for deal prioritization based on strategic value and implementation complexity.
  • Create deal recommendations to senior leadership with clear rationale and supporting data.
  • Proactively collate customer feedback to inform sales strategy.
  • Maintain up-to-date knowledge of Win Checkout capabilities, roadmap, and competitive differentiators.
  • Create and maintain comprehensive deal documentation and knowledge repository.
  • Ensure all stakeholders have access to accurate, timely information for decision-making.
  • Possess exceptional organizational skills to manage multiple complex projects simultaneously.
  • Demonstrate a strong analytical mindset with proven ability to challenge assumptions and validate business cases.
  • Exhibit outstanding communication skills, both written and verbal, with experience presenting to C-level executives.
  • Proven ability to influence and drive results in matrix organizations without direct authority.
  • Be self-directed with a strong sense of ownership and accountability for outcomes.
  • Hold a Bachelor’s degree or equivalent.
  • Have 2-5 years of experience in operations or strategic initiatives in consulting or technology companies.
  • Possess a proven track record managing complex, multi-stakeholder initiatives with revenue impact.
  • Experience working directly with cross-functional teams.
  • Advanced proficiency in data analysis tools (Excel, SQL, Tableau, or similar).
  • Strong financial modeling capabilities with experience in deal evaluation and ROI analysis.
  • Familiarity with CRM systems (Salesforce preferred) and sales pipeline management tools.
  • Experience with project management methodologies and tools.
Perks:
  • Flexible work environment
  • Employee shares options
  • Health insurance
  • Life insurance
  • Medical benefits
  • Dental benefits
  • Vision benefits
  • Resources for financial, physical, and mental health

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Job Summary:

We're seeking a strategic and results-driven Manager to accelerate PayPal's Win Checkout initiative by optimizing our sales pipeline and driving cross-functional collaboration. This role requires a detail-oriented professional who can manage complex sales processes, conduct detailed analysis, track multiple processes / deals, analyze deal viability, and ensure seamless coordination between multiple stakeholders while maintaining the highest standards of execution.

Job Description:

Essential Responsibilities:

  • Create comprehensive end-to-end process maps.
  • Identify and resolve complex problems within business processes to drive global improvements.
  • Develop detailed business requirements.
  • Manage and oversee user acceptance testing.
  • Act as a subject matter expert to guide teams in process improvement initiatives.
  • Establish and implement best practices for the function.
  • Collaborate with cross-functional teams to streamline workflows and enhance operational effectiveness.
  • Develop and track key performance metrics.
  • Document and standardize processes.

Expected Qualifications:

  • Minimum of 12 years of relevant work experience and a Bachelor's degree or equivalent experience.

Preferred Qualification:

Position Overview

We're seeking a strategic and results-driven Manager to accelerate PayPal's Win Checkout initiative by optimizing our sales pipeline and driving cross-functional collaboration. This role requires a detail-oriented professional who can manage complex sales processes, conduct detailed analysis, track multiple processes / deals, analyze deal viability, and ensure seamless coordination between multiple stakeholders while maintaining the highest standards of execution.

Key Responsibilities

Pipeline Management & Sales Operations

  • Own end-to-end management of the Win Checkout sales pipeline, ensuring accurate forecasting and deal progression tracking
  • Develop and maintain comprehensive pipeline reporting and analytics to provide visibility into sales performance and trends
  • Create standardized processes for deal evaluation, approval workflows, and stage-gate progression
  • Monitor deal velocity and identify bottlenecks that could impact revenue targets

Cross-Functional Coordination & Stakeholder Management

  • Serve as the central point of coordination between Sales, Product, Engineering, Legal, Finance, and other key teams
  • Facilitate regular cross-functional meetings and ensure clear communication of priorities, timelines, and dependencies
  • Develop senior stakeholder reporting and create materials for driving weekly steering committee meetings
  • Drive accountability across teams by establishing clear ownership, deliverables, and deadlines
  • Escalate blockers and resource constraints to leadership with proposed solutions

Deal Analysis & Strategic Assessment

  • Conduct comprehensive financial and strategic analysis of potential deals, including ROI calculations, risk assessments, and competitive positioning in conjunction with various finance teams, bringing challenge and a comprehensive view
  • Challenge assumptions and validate business cases presented by internal teams and external partners
  • Develop frameworks for deal prioritization based on strategic value, implementation complexity, and resource requirements – translate into pipeline
  • Create deal recommendations to senior leadership with clear rationale and supporting data, considering all levers available

Information Management & Intelligence Gathering

  • Proactively collate customer feedback to inform sales strategy
  • Maintain up-to-date knowledge of Win Checkout capabilities, roadmap, and competitive differentiators
  • Create and maintain comprehensive deal documentation and knowledge repository
  • Ensure all stakeholders have access to accurate, timely information needed for decision-making

Core Competencies

  • Exceptional organizational skills with ability to manage multiple complex projects simultaneously
  • Strong analytical mindset with proven ability to challenge assumptions and validate business cases
  • Outstanding communication skills, both written and verbal, with experience presenting to C-level executives
  • Demonstrated ability to influence and drive results in matrix organizations without direct authority
  • Self-directed with strong sense of ownership and accountability for outcomes

Required Experience & Qualifications

Professional Background

  • Bachelor’s degree or equivalent
  • 2-5 years of experience in operations or strategic initiatives a leading consulting firm or within technology companies
  • Previous experience in fintech or e-commerce preferred
  • Proven track record managing complex, multi-stakeholder initiatives with revenue impact
  • Experience working directly with cross-functional teams

Technical & Analytical Skills

  • Advanced proficiency in data analysis tools (Excel, SQL, Tableau, or similar)
  • Strong financial modeling capabilities with experience in deal evaluation and ROI analysis
  • Familiarity with CRM systems (Salesforce preferred) and sales pipeline management tools
  • Experience with project management methodologies and tools

Travel Percent:

0

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The US national annual pay range for this role is $111,500 to $191,950

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

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