Please note that this site has updated features that do not run on older versions of Internet Explorer. For an optimal experience, please use another browser or the most recent version of IE.

Executive Assistant in Chicago - Merchandise Mart Plaza at PayPal

Date Posted: 9/26/2021

Job Snapshot

Job Description

At PayPal (NASDAQ: PYPL), we believe that every person has the right to participate fully in the global economy. Our mission is to democratize financial services to ensure that everyone, regardless of background or economic standing, has access to affordable, convenient, and secure products and services to take control of their financial lives. We’re a purpose-driven company, and our beliefs are the foundation of how we conduct business every day. We’re guided by our core values of Inclusion, Innovation, Collaboration, and Wellness. Collectively, these values inspire us to work together as One Team with our customers at the center of everything we do, and to take care of ourselves, each other, and the communities in which we live and work. We challenge the status quo, ask questions, and find solutions. Join us as we enable the hopes, dreams, and ambitions of millions of people around the world.

Our Customer Success team is seeking a highly competent Executive Assistant to provide sophisticated administrative and operational support for our Vice President, Customer Success, and their immediate management team. In this role you must be comfortable working in a fast-pace, high-intensity environment and be extraordinarily capable of juggling diverse responsibilities with tact, flexibility and humor. Additionally, you will need to be a masterful problem-solver, exceptional communicator, and an organizational force. Day to day you are expected to understand business priorities, provide complex calendar management, deliver operational excellence, and proactively anticipate and support the needs of our VP. You will also work in collaboration with the Executive Assistant supporting the Senior Vice President of the group and key partners across the PayPal business.

Primary Job Responsibilities

  • Complex calendar management via Outlook. Provide proactive support including vetting, prioritizing, and providing recommendations
  • Strategic approach to coordinating and scheduling meetings. Ensuring requests have a clearly defined purpose and time zone sensitivities considered
  • React with appropriate urgency to requests/situations that require a quick turnaround and take effective action without having to know the whole picture
  • Align with VP on weekly priorities. Understand and help to execute our people and business priorities and processes
  • Send quality org-wide communications on VP’s behalf and help maintain email distribution lists
  • Help manage cadence of meeting forums and provide logistical support to run presentations through MS Teams and handle Q&As through tools like
  • Event organization and management of roadshows, team on and off-sites and fun activities.
  • Manage expenses and travel arrangements (domestic & international) expeditiously and accurately
  • Process system approvals in a timely manner
  • Foster strong relationships and trust with Executive Assistants, Business Operations and key business partners across PayPal

Experience and Skills

  • 8+ years’ EA experience supporting VP+ executives in a fast-paced, dynamic work environment.
  • Strong proficiency in Microsoft Outlook, PowerPoint, Word and Excel
  • Demonstrated ability to think strategically and prioritize leaders’ calendar based on rapidly shifting priorities
  • Strong calendar management skills, including coordination of complex executive meetings across multiple time zones.
  • Ability to take initiative and ownership over sometimes ambiguous tasks and situations with little oversight
  • Hands on experience handling tight deadlines, last-minute changes and ability to pivot quickly.
  • Execute with a high level of confidentiality, integrity, and discretion
  • Exceptional planning and organisational skills
  • Excellent problem-solving skills and high attention to detail capabilities
  • Communicate clearly, succinctly, and effectively.
  • Team player with strong collaboration skills

Qualities and Behaviours

  • Approachable and helpful, knowing when and how to block and tackle for your executive.
  • High EQ, act with empathy and compassion.
  • Motivated by driving improvement and making a difference
  • Excellent executive presence and are entirely trustworthy
  • Patient and mature, can manage ambiguity and constant change
  • Outcomes/results focused
  • Passionate about being an Executive Assistant
  • Can-do attitude and enjoy working with cross-functional teams
  • Enthusiastic team player who is motivated by being part of, and succeeding as a team
  • Have sense of humour and can deal with challenging situations in a positive way

For more than 20 years, PayPal has remained at the forefront of the digital payment revolution. By leveraging technology to make financial services and commerce more convenient, affordable, and secure, our open digital payments platform gives PayPal’s 400 million active account holders the confidence to connect and transact in new and powerful ways. 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.

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