{"id":263063,"date":"2026-06-03T11:02:00","date_gmt":"2026-06-03T15:02:00","guid":{"rendered":"https:\/\/news-you-need.com\/index.php\/2026\/06\/03\/robert-herjavec-on-ai-cybersecurity-and-dreaming-bigger\/"},"modified":"2026-06-03T11:20:13","modified_gmt":"2026-06-03T15:20:13","slug":"robert-herjavec-on-ai-cybersecurity-and-dreaming-bigger","status":"publish","type":"post","link":"https:\/\/news-you-need.com\/index.php\/2026\/06\/03\/robert-herjavec-on-ai-cybersecurity-and-dreaming-bigger\/","title":{"rendered":"Robert Herjavec on AI, Cybersecurity and Dreaming Bigger"},"content":{"rendered":"

Robert Herjavec on AI, Cybersecurity and Dreaming Bigger<\/a><\/p>\n

https:\/\/www.success.com\/dream-bigger-robert-herjavec<\/a><\/p>\n

Publish Date: 2026-06-03 11:02:00<\/a><\/p>\n

Source Domain: www.success.com<\/a><\/p>\n

Robert Herjavec was about to make a $100 million mistake. He\u2019d built a successful cybersecurity company, found a buyer and was ready to sell. Then, a dinner with fellow Shark Tank star Mark Cuban changed everything.<\/p>\n

\u201cI walked away from that conversation thinking, ‘What am I doing?\u2018\u201d Herjavec recalls. He decided not to sell at that time. A few years later, he sold for many times the original amount.<\/p>\n

Cuban had asked him three simple questions: Is the business dying? Do you not want to do it anymore? Will the money fundamentally change your life? When the answer to all three was no, the path forward became clear. But the real lesson went deeper than mechanics.<\/p>\n

\u201cWhat I learned out of that was: I wish I would\u2019ve approached every situation with an expectation to win,\u201d Herjavec says. \u201cI approached every situation not wanting to lose. Whereas somebody like Mark says, \u2018Every time I get into something, I expect it\u2019s going to be huge, and I\u2019m going to win.’ I wanted to win, but I wanted a backstop in case I lost.\u201d<\/p>\n

That mindset shift\u2014from playing defense to offense\u2014took decades to develop. And it began in circumstances about as far from Silicon Valley as possible.<\/p>\n

The Accidental Technologist<\/h2>\n

Herjavec was admittedly not destined for tech. Growing up in a household with a blue-collar father and a receptionist mother after immigrating to Canada from Croatia, technology wasn\u2019t part of the conversation. \u201cI never saw technology as a future for me until I was about 20,\u201d he recalls.<\/p>\n

The spark came unexpectedly. Living with a roommate who had a master\u2019s degree in math and computer science, Herjavec thought the field was \u201csuper boring\u201d and computer people were \u201csuper geeky.\u201d He wanted nothing to do with it. Then his roommate interviewed for a sales job with a former IBM Canada executive who had recently launched a startup. He didn\u2019t get it, but Herjavec, ever the opportunist, talked his way into an interview and landed the position instead.<\/p>\n

What…<\/p>\n

Source<\/a><\/p>\n","protected":false},"excerpt":{"rendered":"

Robert Herjavec on AI, Cybersecurity and Dreaming Bigger https:\/\/www.success.com\/dream-bigger-robert-herjavec Publish Date: 2026-06-03 11:02:00 Source Domain:…<\/p>\n","protected":false},"author":1,"featured_media":263064,"comment_status":"closed","ping_status":"","sticky":false,"template":"","format":"standard","meta":{"fifu_image_url":"https:\/\/www.success.com\/media\/images\/sm26-julyaug-robert-herjavec-lindy-lin-2048x1082-618fea7f.jpg","fifu_image_alt":"","footnotes":""},"categories":[15],"tags":[20],"class_list":["post-263063","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-cybersecurity","tag-artificial-intelligence"],"_links":{"self":[{"href":"https:\/\/news-you-need.com\/index.php\/wp-json\/wp\/v2\/posts\/263063"}],"collection":[{"href":"https:\/\/news-you-need.com\/index.php\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/news-you-need.com\/index.php\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/news-you-need.com\/index.php\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/news-you-need.com\/index.php\/wp-json\/wp\/v2\/comments?post=263063"}],"version-history":[{"count":1,"href":"https:\/\/news-you-need.com\/index.php\/wp-json\/wp\/v2\/posts\/263063\/revisions"}],"predecessor-version":[{"id":263065,"href":"https:\/\/news-you-need.com\/index.php\/wp-json\/wp\/v2\/posts\/263063\/revisions\/263065"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/news-you-need.com\/index.php\/wp-json\/wp\/v2\/media\/263064"}],"wp:attachment":[{"href":"https:\/\/news-you-need.com\/index.php\/wp-json\/wp\/v2\/media?parent=263063"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/news-you-need.com\/index.php\/wp-json\/wp\/v2\/categories?post=263063"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/news-you-need.com\/index.php\/wp-json\/wp\/v2\/tags?post=263063"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}