P

PayPal

Runs a digital wallet for online payments

Director – Pilot - Aviation

Full-TimeUpdated on 10/23/2026
$218k - $323.9k/yr+ Annual performance bonus + Equity + Other incentive compensation
Expert
Bachelor's
San Jose, CA, USA
In PersonPrimary work location is San Jose, California; travel is 90%.
Vehicle Operation & DeliveryPassenger Transport Driving
Company Historically Provides H1B Sponsorship

About the job

Requirements
  • At least 10 years of relevant experience and a Bachelor's degree, or an equivalent combination of education and experience.
  • At least 5,000 hours of total flying time, including 2,000 hours of turbine or multi-engine time.
  • Airline Transport Pilot (ATP) certification.
  • A First-Class Medical Certificate from the U.S. Federal Aviation Administration (FAA).
Responsibilities
  • Operate aircraft safely and efficiently in accordance with aviation regulations and company policies.
  • Create and implement detailed flight plans that account for weather conditions, fuel requirements, and potential obstacles.
  • Conduct thorough pre-flight inspections of aircraft systems and equipment, including engines, landing gear, and navigation systems.
  • Coordinate with air traffic control personnel during take-off, flight, and landing.
  • Manage in-flight emergencies using problem-solving skills and knowledge of emergency procedures.
  • Ensure passenger comfort and safety by addressing passengers' needs and communicating flight details.

About the company

PayPal runs a digital wallet and checkout button that let people pay online stores and send money to friends and family, and merchants of every size add it to their websites and apps. Its peer-to-peer app Venmo became one of the most common ways for Americans to split bills and pay each other back. Shoppers link a bank account, card or balance once and then pay without retyping details, while PayPal charges merchants a fee on each sale and also earns from currency conversion, consumer loans and interest on customer balances. The company was founded in 1998, was owned by eBay from 2002 until a 2015 spin-off, and is based in San Jose, California.

Company Size

10,001+

Company Stage

IPO

Headquarters

San Jose, California

Founded

1998

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Simplify Jobs

Simplify's Take

What believers are saying

  • Every launch reaches a huge audience: PayPal had 439 million active accounts in June 2026.
  • Venmo drives growth: its payment volume rose 14% in the quarter ending June 2026, a seventh straight double-digit gain.
  • Leadership brings a turnaround playbook: Enrique Lores, HP's CEO for nearly seven years, took over PayPal in March 2026.

What critics are saying

  • Job security is shaky: in May 2026, PayPal announced plans to cut 20% of staff over two to three years.
  • Phone wallets squeeze its checkout button: Apple Pay and Google Pay compete for the same online checkout clicks.
  • Profit growth trails sales: transaction margin dollars, revenue left after processing costs, rose 1% in the quarter ending June 2026.

What makes PayPal unique

  • PayPal works both sides of checkout: its wallet serves shoppers while Braintree processes cards for other brands, unlike Apple Pay.
  • It has its own digital dollar: PYUSD, a stablecoin issued for PayPal by Paxos, works inside PayPal and Venmo.
  • Its reach is unusually global: PayPal serves consumers and businesses in nearly 200 markets, while Block's Cash App covers two.

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Benefits

  • A Stanford Navigator helps employees research providers and health conditions, and make informed decisions about health care
  • Advance Medical is available for all employees who are looking for a world-class specialist to provide an expert medical opinion for treatment plans
  • Stock Purchase Plans
  • Retirement Savings and Pension Plans
  • Stock Awards
  • Life Insurance and Disability Benefits
  • Paid Time Off
  • Four Weeks Paid Sabbatical for every Five Years of Service
  • Educational and Professional Development benefits
  • Matching Gifts & Volunteerism Opportunities
  • Matching Gifts
  • Skills-Based Volunteering

Growth & Insights and Company News

6 month growth

2%

1 year growth

2%

2 year growth

3%
Yahoo Finance
Oct 27th, 2026
PayPal raises 2026 earnings guidance to $5.60 a share as turnaround gains traction

PayPal Holdings Inc. raised its 2026 adjusted earnings guidance to about $5.60 a share, up from $5.38 given in July. The San Jose, California-based company cited growth in key business units. Third-quarter adjusted earnings were $1.45 a share, beating the $1.31 average analyst estimate. Revenue of $8.58 billion fell short of estimates. Transaction margin dollars reached $3.95 billion, above the $3.89 billion expected. Total payment volume rose 6.3% to $487.1 billion. "We are beginning to see our strategy translate into our financial results," chief executive officer Enrique Lores said. PayPal is diversifying beyond its checkout business and focusing on "high-value consumers." A consortium of Advent and Stripe abandoned its pursuit of PayPal after offering more than $50 billion. The company's market capitalisation is $47 billion.

Yahoo Finance
Oct 22nd, 2026
PayPal stock: $1.5B cost savings plan and $6B buybacks face two key earnings tests

PayPal's stock lost 16.4% over the past year, while the S&P 500 returned 16.5%. On its July 28, 2026 call, management raised full-year guidance and committed to at least $1.5 billion in yearly gross cost savings over the next two to three years. Two reports fall within six months. Fiscal Q3 results are due in October 2026, and management expects adjusted earnings per share to fall by a low single-digit percentage. Fiscal Q4 and full-year results follow in February 2027. Savings should become more meaningful in fiscal Q4, with actions that could bring about $400 million of yearly gross savings. PayPal also plans about $6 billion of share buybacks in 2026. Management expects 2026 adjusted earnings per share of $5.38 and transaction margin of about $15.6 billion.

Yahoo Finance
Oct 16th, 2026
PayPal's lending arm grows fast as Stripe's $60.50-a-share bid collapses

PayPal's lending arm may be its best shot at faster growth after a reported takeover bid fell through. Stripe and Advent offered $60.50 a share in July, according to Bloomberg, but walked away in late August without a deal. Branded checkout payment volume grew just 2% in the second quarter of fiscal 2026. Financial services, which covers credit and Buy Now Pay Later loans across PayPal and Venmo, is on pace to grow revenue at least twice as fast as the company in 2026. Buy Now Pay Later payment volume rose 26% in the quarter. PayPal reported $8.68 billion in revenue, up 4.8%, and expects total transaction margin of about $15.6 billion in 2026. It plans a consumer lending partnership with Amazon in Germany and Austria, and expects momentum from new investments to build in the second half of 2027.

SalesTech Star
Oct 16th, 2026
Glance and PayPal bring ai-powered shopping and checkout to tens of millions of U.S. Consumers.

Glance and PayPal bring ai-powered shopping and checkout to tens of millions of U.S. Consumers. PayPal brings its agentic commerce services to Glance, providing the commerce capabilities that turn AI-powered product discovery into trusted transactions. Glance, an AI-powered personal shopping platform backed by global technology company InMobi, announced an agentic commerce integration with PayPal, bringing real-time product data and native checkout directly to Glance for tens of millions of consumers in the United States. Now consumers can discover and visualize products, build a cart, and complete their purchase by leveraging PayPal's trusted offerings without leaving the experience. "The lines between where people discover, shop, and buy are disappearing," said Mike Edmonds, Vice President of Agentic Commerce at PayPal. "Our goal is to help prepare merchants for a future where commerce can happen anywhere. As emerging AI shopping agents like Glance change how people shop, PayPal gives a reliable way to buy with confidence." Pre-installed on millions of phones by telecom operators and device manufacturers, and available for download on additional devices, Glance brings AI-powered shopping directly into consumers' hands. From a single photo, shoppers using Glance can generate images of themselves to virtually try on clothes with an AI avatar and share looks with friends. When ready to purchase, shoppers can use PayPal to complete their purchase without being redirected to another site. As the only partner to provide native in-app checkout on Glance, PayPal is accelerating the path to purchase for consumers. For retailers, the integration provides a simple way to extend their storefronts into Glance's platform. PayPal's agentic commerce services allow merchants to easily connect to multiple AI-powered shopping experiences through a single integration, surface real-time product information such as availability and pricing, and complete transactions while maintaining control of their customer relationship - enabling trusted commerce between consumers, merchants and AI agents. "Glance meets consumers at the moment of inspiration, before they've even thought to search. Bringing native PayPal checkout into that experience means we can now carry consumers from the moment something catches their attention through purchase in the same flow," said Mansi Jain, Chief Operating Officer at Glance. "That makes Glance more valuable to merchants because they can reach consumers earlier, help them evaluate what to buy, and give them a direct way to complete the transaction. As AI takes on more of the shopping journey, connecting discovery with commerce in the same experience becomes increasingly important." Glance is already embedded across more than 60 million mobile and CTV devices, through relationships with leading device manufacturers, including Samsung, Motorola, DirecTV, Google's Android TV, and two of the top three U.S. mobile operators. With the addition of PayPal, Glance can bring full-stack agentic commerce to more merchants, connecting real-time product data, cart and checkout in one experience.

Yahoo Finance
Oct 15th, 2026
Glance adds PayPal checkout to AI shopping for tens of millions of US consumers

Glance, an AI-powered shopping platform backed by InMobi, has integrated PayPal's agentic commerce services. Tens of millions of US consumers can now discover products, build a cart, and pay with PayPal without leaving the app. Shoppers can upload a photo, create an AI avatar to try on clothes virtually, and share looks with friends. PayPal is the only partner offering native in-app checkout on Glance. Retailers can reach multiple AI shopping experiences through a single integration. They can show real-time availability and pricing, and keep control of their customer relationship. Glance is embedded in more than 60 million mobile and connected TV devices, including those from Samsung, Motorola, and DirecTV. Merchants can sign up at paypal.ai.