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Director, Enterprise Sales in Remote Connecticut at PayPal

Date Posted: 3/7/2020

Job Snapshot

Job Description

Fueled by a fundamental belief that having access to financial services creates opportunity, PayPal (NASDAQ: PYPL) is committed to democratizing financial services and empowering people and businesses to join and thrive in the global economy. Our open digital payments platform gives PayPal’s 305 million active account holders the confidence to connect and transact in new and powerful ways, whether they are online, on a mobile device, in an app, or in person. Through a combination of technological innovation and strategic partnerships, PayPal creates better ways to manage and move money, and offers choice and flexibility when sending payments, paying or getting paid. Available in more than 200 markets around the world, the PayPal platform, including Braintree, Venmo and Xoom enables consumers and merchants to receive money in more than 100 currencies, withdraw funds in 56 currencies and hold balances in their PayPal accounts in 25 currencies.

Director, Enterprise Sales The Director of North America Sales is responsible for driving execution to meet or exceed sales and customer objectives through creation and leadership of an outbound (hunting) and installed (cross-sell) focused Field Sales Team. This role requires a clear track record of sales leadership within large and small organizations and ability to champion the sales strategy, implement and contribute to change initiatives to exceed quota, accelerate growth and improve the merchant’s experience. Your success coaching sales reps, and hiring exceptional sales talent while creating a positive, results-driven, professional culture will improve the performance of an already strong team. The ideal candidate will be a hands-on, high energy individual who thrives in ambiguity and enjoys a challenge. This an excellent opportunity for someone who is passionate about driving sales strategy in a dynamic environment and has proven ability to take ideas to execution. This leader will need to have fluency with technology trends shaping the fintech market and be able to interact productively with leaders across PayPal to drive customer led innovation. The leader must be focused on exceeding pipeline, sales, revenue, operational and strategic goals as well as the professional growth, development and success of their team members.  

About US:

PayPal builds products that make payments easier—so easy that they fade into the background, making entirely new kinds of interactions possible. Interactions like seamlessly paying for your ride share -- or the condo you rented this weekend -- without presenting a card or pressing a button or buying a lamp on Pinterest...right from Pinterest. The Braintree full-stack payment platform lets companies build their own experiences and then scale their businesses around the globe. We're known for our technology but we're also known for our support, with internal risk and underwriting, account management and technical support teams who ensure a frictionless payments experience. 

PayPal continues redefining the meaning of fintech with an expanding array of solutions from its acquisition in 2013 of Braintree to Jetlore for Marketing and now Hyperwallet, we are transforming the way people pay. PayPal has offices has offices in San Francisco, Chicago, Austin, New York, Sydney, Singapore and London with employees stationed around the world. 

Primary Responsibilities:

  • Develops and defines the strategy and execution of plans to achieve annual sales targets and key business results. Implements new sales models to drive incremental growth via new customer acquisition.  
  • Continuously drives the building of pipeline and effectively manages the stages of such pipeline; owns sales forecast accuracy, demand generation, deal strategy development and trend analysis. Monitors all sales and other key performance metrics.
  • Leads from strategy to execution on sales initiatives. Works with marketing, risk, legal and product development teams to implement initiatives. Ensures initiatives are reflective of the goals, priorities of other company divisions as appropriate.  
  • Builds, develops and manages a high performing sales team that competes and wins together.
  • Enforces and evolves sales process to lead an accountable sales force. Defines and ensures execution of sales policies and practices for managing sales performance.
  • Serves as a catalyst for change and continuous improvement. Recommends improvements to sales strategies based on data and competitor analysis.
  • Manages budgeted headcount and related expenses to deliver against goals.
  • Demonstrated ability to deliver results under pressure and adapt to changing business requirements; ability to plan, organize and manage multiple priorities.


  • 10 + years of relevant field management sales experience, including exposure to significant growth oriented businesses with a globally dispersed structure.
  • An understanding of Field Sales processes and Sales Development metrics and the ability to execute in new markets from scratch.
  • Must have a proven track record of success in meeting sales targets, familiarity with consultative selling methodologies and experience driving customer led innovation.
  • Drive for results; bias towards action. Able to work in fast-paced, self-directed ambiguous environment. Think like an owner. Open to personal change and continuous improvement.
  • Proven leadership in building, developing, and retaining high performing teams.
  • Bachelor’s Degree in a related field; MBA preferred
  • Travel up to 50% of time

We know the confidence gap and imposter syndrome can get in the way of meeting spectacular candidates. Please don't hesitate to apply. You can also check out our FAQ!

We're a purpose-driven company whose beliefs are the foundation for how we conduct business every day. We hold ourselves to our One Team Behaviors which demand that we hold the highest ethical standards, to empower an open and diverse workplace, and strive to treat everyone who is touched by our business with dignity and respect. Our employees challenge the status quo, ask questions, and find solutions. We want to break down barriers to financial empowerment. Join us as we change the way the world defines financial freedom.

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



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