DIVERSIFIED GAME
FAILURE IS AN OPTION: Silicon Valley CEO Mike Grossman Reveals the Truth About Success
FAILURE IS AN OPTION: Silicon Valley CEO Mike Grossman Reveals the Truth About Success What does entrepreneurship really look like when you remove the highlight reel? On this episode of Diversified Game , Kellen Coleman, M.A. sits down with Silicon Valley entrepreneur, six-time CEO, author, and former McKinsey consultant Mike Grossman , author of Failure Is an Option: Reflections of a Silicon Valley CEO . Mike breaks down the side of entrepreneurship people rarely post online: failure, bad timing, mental pressure, investor expectations, legal mistakes, family sacrifice, luck, and the difference between a good process and a good outcome. He shares how one company reached about a $30 million run rate before Congress changed the rules around its business model, while another company facing a disrupted IPO during COVID was unexpectedly acquired for roughly $400 million . The conversation also covers when entrepreneurs should quit or pivot, why “hope isn’t a strategy,” how acting as his own lawyer nearly cost Mike millions, why ownership matters, how his wife helped make his entrepreneurial career possible, and why many CEOs struggle privately with mental health. • Control effort and process, not outcomes. • Failure does not automatically mean incompetence. • Know when persistence becomes denial. • Hire experts where your expertise ends. • Ownership and long-term thinking matter. • Entrepreneurship is emotional as well as financial. • Never confuse the Silicon Valley highlight reel with reality. 03:01 Mike introduces Failure Is an Option 05:51 Outcomes vs. effort 07:00 The $400M acquisition 10:06 Hope isn’t a strategy 15:20 Mike’s four tests before starting a company 27:34 His biggest business mistake 34:59 Ownership, debt and long-term wealth 38:19 Marriage and entrepreneurship 45:59 CEOs and mental health 52:50 Focus on what you can control Mike Grossman Book: Failure Is an Option: Reflections of a Silicon Valley CEO Website: https://FailureIsAnOption.com Learn the mindset and moves that lead to real results. Please visit my website to get more information: http://diversifiedgame.com/ ' . https://www.youtube.com/@DiversifiedGamePodcast/?sub_confirmation=1 Support Me Here! Patreon: https://www.patreon.com/profile?u=15553364 Stay Connected With Me. Facebook: https://web.facebook.com/GAMEDIVERSIFIED/ Twitter (X): https://x.com/gamediversified LinkedIn: https://www.linkedin.com/company/gamediversified Website: http://diversifiedgame.com/ For business inquiries: KELLEN@COLEMANPRFIRM.COM ============================= Suggested videos for you: ▶️ https://www.youtube.com/watch?v=rBJSpSxBBuA ▶️ https://www.youtube.com/watch?v=cmxmzwnhZ3w ▶️ https://www.youtube.com/watch?v=zQrzgwornbI ▶️ https://www.youtube.com/watch?v=K3PsTkobKKE ▶️ https://www.youtube.com/watch?v=PnqZniYw-0k ================================= Related Phrases: This Is Why You’re Not A Millionaire Yet, Hard Truths You Need To Hear, Entrepreneurship Motivation, Success Habits Daily, Real Talk About Wealth, Best Side Hustles For 2025, Millionaire Success Lessons, How To Become Wealthy, Mindset Shift For Money, Daily Millionaire Routine, What Stops You From Success, Rich Vs Poor Habits, Millionaire Morning Routine, Business Growth Truth DGP&x%
