Brad Chase Mentorship: Lessons in Risk-Taking and Innovation

- Authors
- Published on
- Published on
In a tale reminiscent of a high-octane Microsoft drama, Tim Ferriss reminisces about his early days under the wing of the legendary Brad Chase. Picture this: Microsoft in the '90s, a mere 3,000-strong powerhouse, with Brad at the helm as a group product manager. Tim, fresh out of college, found himself in the midst of this tech titan, working on the groundbreaking MS DOS5. Ah, the nostalgia! But what truly sets this story apart is Brad's mentorship style—encouraging Tim to think big, take risks, and swing for the fences.
Enter the ill-fated project: a bold move to bundle MS DOS5 upgrades with the iconic "DOSs for Dummies" books, a stroke of genius that unfortunately crashed and burned. Yet, amidst the wreckage, Brad stood tall, embodying Microsoft's culture of embracing innovation and learning from failures. Tim's misstep became a lesson in resilience, highlighting the importance of a supportive workplace that nurtures big ideas without fear of reprisal.
The failed venture, while a costly misadventure, underscored the significance of daring greatly and the need for organizations to foster a culture where audacious moves are celebrated, not condemned. Brad's pivotal role in shaping Tim's outlook on risk-taking and innovation speaks volumes about the ethos of Microsoft during that era—a place where creativity thrived, mistakes were seen as stepping stones to success, and the next big idea was always just around the corner.

Image copyright Youtube

Image copyright Youtube

Image copyright Youtube

Image copyright Youtube
Watch "I Made a $10M Mistake at Microsoft" (Here’s What Happened) on Youtube
Viewer Reactions for "I Made a $10M Mistake at Microsoft" (Here’s What Happened)
Tim Ferriss providing value through sponsors
Comment about a timestamp for a funny moment in the video
Discussion about the influence of Brad Chase at Microsoft
The $10M mistake involving DOSs for Dummies bundle
Microsoft's culture of innovation and risk-taking
Positive feedback on the work environment at Microsoft
Mention of using DOS 5 and struggles with a 20MB hard drive
Related Articles

Unlocking Flow: Tim Ferriss Explores Rope Flow as an Internal Martial Art
Explore the world of rope flow in this Tim Ferriss episode, a unique internal martial art focusing on movement, breathing, and achieving a flow state. Discover foundational movements and affordable options to start your rope flow journey today.

Unleashing Strength: Kettlebell Swings, Sandbag Lifts, and Classic Squats
Discover the transformative power of the two-handed kettlebell swing and sandbag exercises discussed by Tim Ferriss. Learn how these unconventional tools can enhance strength, functional fitness, and overall performance. Gain insights into effective adductor training with classic squats for a well-rounded workout routine.

Sled Workouts: Essential Tips for Safe and Effective Strength Training
Tim Ferriss explores the benefits of sled workouts for all fitness levels, emphasizing safety and progression. Learn about sled mechanics and form tips for a comprehensive strength training experience.

Unlock Your Athletic Potential: The Power of Rope Flow with David Weck
Explore the transformative power of rope flow with David Weck on Tim Ferriss. Discover how this symmetrical practice enhances movement, balances dominant and non-dominant sides, and improves performance in sports like jiu-jitsu and boxing.