FedEx vs Twilio: Founders, CEOs and History
FedEx was founded in 1971 by Frederick W. Smith and is led by Raj Subramaniam. Twilio was founded in 2008 by Jeff Lawson, John Wolthuis, Evan Cooke and is led by Khozema Shipchandler.
Company facts
Founders
FedEx
Frederick W. Smith
Frederick W. Smith founded Federal Express in 1971 and ran it for more than 50 years, building the hub-and-spoke overnight delivery model now used across the express industry.
Twilio
Jeff Lawson
Jeff Lawson co-founded Twilio in 2008 and was CEO until January 2024, leading it through its 2016 IPO and the SendGrid and Segment acquisitions. He wrote Ask Your Developer (2021) about developer-led software.
John Wolthuis
John Wolthuis co-founded Twilio in 2008. He architected the initial telephony backend that allowed developers to send text messages and make phone calls using a simple web API.
Evan Cooke
Evan Cooke co-founded Twilio and served as its first CTO. He was instrumental in designing the company's highly reliable cloud architecture, ensuring the API could scale to handle massive, instantaneous spikes in SMS traffic (such as during Uber surges or Airb…
CEOs and their tenures
FedEx
- Frederick W. Smith1971–2025
Founder, Chief Executive Officer (1971-2022) and Executive Chairman (2022-2025)
He invented the modern overnight express delivery industry, building FedEx from a Yale University term paper into a massive global logistics empire before retiring as CEO in 2022.
Source - Raj Subramaniam2022–present
President and Chief Executive Officer
Under Subramaniam, FedEx revenue rose from $87.693 billion in FY2024 to $94.720 billion in FY2026, the company merged its operating companies into Federal Express, rolled out Network 2.0, and completed the June 2026 FedEx Freight spin-off.
Source - R. Brad Martin2025–present
Executive Chairman and Chairman of the Board
As Chairman of the Board, he oversees the ongoing multi-billion dollar cost-cutting initiatives designed to close the operating margin gap with rival UPS.
Source
Twilio
- Jeff Lawson2008–2024
Co-founder and CEO
As the long-time CEO, he aggressively scaled the company into a $60 billion behemoth before intense pressure from activist investors forced him to resign in 2024 following growth stagnation.
Source - Aidan Viggiano2023–present
Chief Financial Officer
As CFO, she strictly enforces the new profitability mandates, cutting massive amounts of real estate and software expenses across the enterprise.
Source - Khozema Shipchandler2024–present
Chief Executive Officer
Taking over as CEO in 2024, he shifted the company's focus away from unprofitable hyper-growth toward heavily optimizing the highly lucrative core communications platform.
Source
Timeline: FedEx and Twilio side by side
1971FedEx
Federal Express Founded
Frederick W. Smith incorporates Federal Express Corporation, planning to build an overnight air-delivery network around a central Memphis hub.
1973FedEx
Commercial Operations Begin
Federal Express begins commercial service from Memphis using a hub-and-spoke overnight model, surviving early near-bankruptcy on fuel costs.
1978FedEx
FedEx Goes Public
The company completes its initial public offering to finance network expansion.
1998FedEx
Caliber System Acquisition
FedEx acquires Caliber System for about $2.4 billion, adding the assets that become FedEx Ground and FedEx Freight.
2004FedEx
Acquired Kinko's
FedEx acquired Kinko's for $2.4 billion. FedEx bought Kinko's for about $2.4 billion and rebranded the stores as FedEx Office.
2008Twilio
Company Founded
Jeff Lawson, Evan Cooke, and John Wolthuis founded Twilio and launched its first voice API for developers.
2010Twilio
SMS API Launched
Twilio added programmable SMS, which became its largest product line.
2015Twilio
Authy Acquired
Twilio acquired the two-factor authentication company Authy in 2015.
2016FedEx
TNT Express Acquisition
FedEx acquires TNT Express for about $4.4 billion to expand its European and international express network.
2016Twilio
NYSE IPO
Twilio listed on the NYSE under the ticker TWLO in June 2016, pricing shares at $15.
2019Twilio
SendGrid Acquisition
Twilio completed its all-stock acquisition of email platform SendGrid, announced at about $2 billion.
2020Twilio
Segment Acquisition
Twilio acquired customer data platform Segment for about $3.2 billion, its largest deal.
2021Twilio
Revenue Passes $2.8 Billion
Twilio reported FY2021 revenue of $2.842 billion, up 61% year over year, with a net loss of $949.9 million.
2022FedEx
Raj Subramaniam Becomes CEO
Raj Subramaniam succeeds founder Frederick W. Smith as CEO, becoming only the second CEO in FedEx history, and launches the DRIVE and Network 2.0 transformation programs.
2023Twilio
Restructuring
Twilio cut about 17% of its workforce in February 2023 and made further reductions later in the year as it shifted toward profitability.
2024Twilio
CEO Transition
Co-founder Jeff Lawson stepped down as CEO in January 2024 and Khozema Shipchandler succeeded him.
2025FedEx
Founder Fred Smith Dies
Frederick W. Smith dies on June 21, 2025. Longtime director R. Brad Martin becomes chairman and later executive chairman.
2025Twilio
First Full-Year GAAP Profit and Stytch Deal
Twilio reported FY2025 revenue of $5.067 billion and net income of $33.8 million, and completed its acquisition of identity platform Stytch on November 14, 2025.
2026FedEx
FedEx Freight Spin-Off Completed
On June 1, 2026 FedEx completes the spin-off of FedEx Freight Holding Company, which begins trading on the NYSE as FDXF.
2026FedEx
FY2026 Revenue Reaches $94.7B
FedEx reports $94.720 billion in FY2026 revenue, $4.433 billion in net income, and capex of 4.0% of revenue, a record low ratio.
2026Twilio
Growth Re-accelerates
Twilio reported Q2 2026 revenue of $1.50 billion, up 22%, and raised its 2026 revenue growth outlook to 18%-18.5%.
Acquisitions
FedEx
- ShopRunner2020Undisclosed
- TNT Express2016$4.4B
- Kinko's2004$2.4B
- Parcel Direct2004Undisclosed
- American Freightways2001Undisclosed
- Caliber System1998$2.4B
Questions about FedEx vs Twilio
Who is the CEO of FedEx Corporation and Twilio Inc.?
FedEx Corporation is led by Raj Subramaniam and Twilio Inc. is led by Khozema Shipchandler. Both serve as the top executive responsible for the company's strategy, operations, and financial performance.
When was FedEx Corporation founded vs Twilio Inc.?
FedEx Corporation was founded in 1971 — 37 years before Twilio Inc., which was founded in 2008. FedEx Corporation's longer operating history gives it a deeper track record but also potentially more institutional inertia compared to the younger Twilio Inc..
How many employees does FedEx Corporation have compared to Twilio Inc.?
FedEx Corporation employs approximately 529,000 people, while Twilio Inc. employs approximately 5,492. FedEx Corporation has the larger workforce at 529,000 employees, compared to Twilio Inc.'s 5,492. A higher headcount does not necessarily imply greater efficiency — it often reflects differences in business model (e.g., manufacturing vs. software).
Where are FedEx Corporation and Twilio Inc. headquartered?
Both FedEx Corporation and Twilio Inc. are headquartered in United States, meaning they operate under the same primary regulatory and tax environment.
Who founded FedEx Corporation and Twilio Inc.?
FedEx Corporation was founded by Frederick W. Smith. Twilio Inc. was founded by Jeff Lawson, John Wolthuis, Evan Cooke.
Which company has a longer operating history — FedEx Corporation or Twilio Inc.?
FedEx Corporation has been operating for approximately 55 years, making it the more established of the two companies. Twilio Inc. has been in operation for around 18 years. A longer operating history often signals greater institutional resilience and brand recognition, though it can also mean slower adaptation to new market conditions.
Figures come from each company's filings and the sources linked beside them. Amounts reported in another currency are shown in US dollars at an approximate rate and marked with ~. Back to the FedEx vs Twilio overview