Oleary Net Worth (Updated 2025).
O’Leary, born in Dublin, Ireland, began his career in the airline industry in the 1970s. He started as a flight attendant with Aer Lingus, the Irish national airline, where he worked his way up to become a pilot. It was during his time as a pilot that O’Leary’s charismatic personality and no-nonsense approach began to gain attention.
In 1991, O’Leary took a significant leap in his career when he was appointed as the Chief Executive Officer of Ryanair, a small Irish airline at the time. He was tasked with turning around the struggling company’s fortunes. O’Leary’s innovative strategies, such as focusing on low-cost fares and point-to-point routes, began to make waves in the industry, gradually increasing Ryanair’s popularity and profitability.
O’Leary’s Current Net Worth
As of 2025, Ryan O’Leary’s net worth is estimated to be around $100 million.
Career
Ryan O’Leary, born in 1976, is a renowned American businessman and co-founder of the successful e-commerce platform, Shopify. He served as the company’s CEO from 2006 to 2009, steering it through its early growth stages. After stepping down, he remained on the board of directors and continues to be a significant shareholder.
Other Ventures
Beyond Shopify, O’Leary has invested in and advised numerous tech startups. He is a venture partner at the venture capital firm, Felicis Ventures, and has made personal investments in companies like Uber, Pinterest, and Instagram. Additionally, he is an active angel investor, mentoring and supporting early-stage entrepreneurs.
Assets
O’Leary’s assets include a significant stake in Shopify, valued at over $70 million as of 2021. He also owns several properties, including a home in Ottawa, Canada, and a cottage in Muskoka, Ontario. His investment portfolio spans tech stocks, real estate, and other venture capital funds.
Annual Income
As of 2021, Ryan O’Leary’s annual income is estimated to be around $5 million. This includes his salary as a director at Shopify, dividends from his investments, and his personal venture capital activities. However, his income can fluctuate significantly from year to year due to changes in the stock market and his investment portfolio.
Frequently Asked Questions about Oleary
**1. What is Jim O’Heir’s net worth?**
Jim O’Heir’s net worth is estimated to be around $4 million.
**2. How did Jim O’Heir make his money?**
Jim O’Heir made his money primarily through his acting career. He is best known for his role as Jerry/Garry/Larry/Larry Gerguson in the TV show “Parks and Recreation”.
**3. What is Jim O’Heir’s most famous role?**
Jim O’Heir is best known for playing Jerry/Garry/Larry/Larry Gerguson in the NBC sitcom “Parks and Recreation” (2009-2015).
**4. What other TV shows has Jim O’Heir been in?**
Jim O’Heir has appeared in several TV shows, including “NYPD Blue”, “Curb Your Enthusiasm”, “The West Wing”, “How I Met Your Mother”, and “Modern Family”.
**5. Has Jim O’Heir done any movies?**
Yes, Jim O’Heir has appeared in several movies. Some of his film credits include “The 40-Year-Old Virgin”, “Forgetting Sarah Marshall”, “The Campaign”, and “The Layover”.
**6. What is Jim O’Heir’s height?**
Jim O’Heir is 6 feet 5 inches (1.96 meters) tall.
**7. Where was Jim O’Heir born?**
Jim O’Heir was born in Chicago, Illinois, USA.
**8. Is Jim O’Heir married?**
Yes, Jim O’Heir is married. He married his wife, Adrienne O’Heir, in 1991.
**9. Does Jim O’Heir have any children?**
Yes, Jim O’Heir has two children with his wife Adrienne.
**10. What is Jim O’Heir’s Instagram handle?**
Jim O’Heir’s Instagram handle is @jim_ohair.
