• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
CommentaryCyber Saturday

And the Winner of Trump’s ‘President’s Cup’ Cyber Contest Is…America

Robert Hackett
By
Robert Hackett
Robert Hackett
Down Arrow Button Icon
Robert Hackett
By
Robert Hackett
Robert Hackett
Down Arrow Button Icon
May 5, 2019, 2:00 PM ET
President Trump Meets with Treasury Secretary Mnuchin at Treasury Department
WASHINGTON, DC - APRIL 21: (AFP OUT) United States President Donald J. Trump looks over the first of three Executive Orders concerning financial services at the Department of the Treasury on April 21, 2017 in Washington, DC. President Trump is making his first visit to the Treasury Department for a memorandum signing ceremony with Secretary Mnuchin. (Photo by Ron Sachs - Pool/Getty Images)Ron Sachs—Pool Getty Images

President Donald Trump signed an executive order on Thursday that aims to strengthen the country’s cybersecurity workforce.

The order laid a number of sorely needed federal initiatives. Among them: standardizing job listings to help cybersecurity workers more easily move around government, creating a rotational employment program between the Department of Homeland Security and other agencies, establishing awards for elementary and secondary school educators who foster cybersecurity talent, and incentivizing people to learn and master hacking skills through new “awards and decorations.”

Perhaps the most interesting part of the document called for a “president’s cup cybersecurity competition.” The goal, the directive states, “shall be to identify, challenge, and reward the United States Government’s best cybersecurity practitioners and teams across offensive and defensive cybersecurity disciplines.” The order mandates that such a contest, intended for both military and civilians, will take place before the end of the year. Winners are set to earn a minimum cash prize of $25,000.

The order won kudos around the Hill. Rep. Bennie G. Thompson (D-MS), chairman of the committee on homeland security, and Rep. Cedric Richmond (D-LA), chairman of the committee’s cybersecurity, infrastructure protection and innovation subcommittee, said in a joint statement that the order “signals the start of a real national effort to grow and diversify the cyber talent pipeline.” Congressman Jim Langevin (D-RI), cofounder and cochair of the congressional cybersecurity caucus, praised the order for recognizing people who “too often [do] unheralded work keeping us safe.”

Games can be a highly effective way to develop, retain, and reward talent. For proof, look no further than another cybersecurity contest, the 2019 National Collegiate Cyber Defense Competition. Jake Smith and Daniel Chen, both members of this year’s winning team, interns at Raytheon (a sponsor of the event), and students at the University of Virginia, said the reason they became interested in cybersecurity in the first place was due to CyberPatriot, a similar contest sponsored by the Air Force Association and aimed at high school-level participants.

“I didn’t know much about cybersecurity before [CyberPatriot], but I found my passion and I definitely want to go work in the industry,” Smith told me shortly after concluding the final round of the tournament. Contests such as these help people break into the industry by offering hands on experience, he said.

Of course, the government still needs to figure out some of the details for its own cup. It remains to be seen how the contest will handle people who deal in classified areas, for instance, as they are often restricted from participating in such public affairs.

Surely, The Cyber Apprentice’s show-runners will find a solution.

A version of this article first appeared in Cyber Saturday, the weekend edition of Fortune’s tech newsletter Data Sheet. Sign up here.

About the Author
Robert Hackett
By Robert Hackett
Instagram iconLinkedIn iconTwitter icon
See full bioRight Arrow Button Icon

Latest in Commentary

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • World's Most Admired Companies
  • See All Rankings
  • Lists Calendar
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
  • Group Subscriptions
About Us
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Commentary

anis
CommentaryVenture Capital
AI, robotics, climate tech: How VCaaS helps corporations enter deep tech safely
By Anis UzzamanMay 6, 2026
14 hours ago
mckinsey
CommentaryProductivity
The U.S. leads in 14 of 18 industries shaping the future economy — but the lead isn’t guaranteed
By Kevin Russell, Chris Bradley and Kweilin EllingrudMay 6, 2026
15 hours ago
EQ
CommentaryPsychology
EQ training is failing leaders in the AI era. Here’s the brain science concept that can replace it
By David RockMay 6, 2026
16 hours ago
melania
CommentaryEducation
Teachers union chief: Melania Trump’s robot reveals what this administration really thinks of children
By Randi WeingartenMay 6, 2026
18 hours ago
ludwig
CommentaryInflation
Former Comptroller: the cost of living has risen 106% since 2001. Government inflation data doesn’t show it
By Gene LudwigMay 6, 2026
18 hours ago
theo
CommentaryManufacturing
The hidden bottleneck holding back American manufacturing isn’t machines — it’s knowledge
By Theo SavilleMay 6, 2026
21 hours ago

Most Popular

A Michigan farm town voted down plans for a giant OpenAI-Oracle data center. Weeks later, construction began
Magazine
A Michigan farm town voted down plans for a giant OpenAI-Oracle data center. Weeks later, construction began
By Sharon GoldmanMay 6, 2026
21 hours ago
Tokyo is throwing out its strict office dress code and asking workers to wear shorts amid the war in Iran energy crisis
Success
Tokyo is throwing out its strict office dress code and asking workers to wear shorts amid the war in Iran energy crisis
By Emma BurleighMay 5, 2026
1 day ago
Economists have found an answer to slowing cognitive decline: avoid retiring early, study finds
Economy
Economists have found an answer to slowing cognitive decline: avoid retiring early, study finds
By Sasha RogelbergMay 5, 2026
1 day ago
Mark Zuckerberg once gave a Facebook engineer startup advice at 2 a.m. while 'hanging out with all the interns'—she quit and raised millions after
Success
Mark Zuckerberg once gave a Facebook engineer startup advice at 2 a.m. while 'hanging out with all the interns'—she quit and raised millions after
By Orianna Rosa RoyleMay 6, 2026
10 hours ago
Dario Amodei spent last year warning of an AI white-collar bloodbath. Now he's changing the narrative
Economy
Dario Amodei spent last year warning of an AI white-collar bloodbath. Now he's changing the narrative
By Nick LichtenbergMay 5, 2026
1 day ago
Current price of silver as of Tuesday, May 5, 2026
Personal Finance
Current price of silver as of Tuesday, May 5, 2026
By Joseph HostetlerMay 5, 2026
2 days ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.