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Living The Red Life

Kickstarter’s Former Tech Chief on Hiring, Scaling & Startup Fails

03 Mar 2025

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SUMMARYMahesh Guruswamy, a seasoned tech leader and author, joins the podcast to share invaluable insights on entrepreneurship, business strategy, and hiring for success. With a background in major tech companies like Amazon, Mahesh has a unique perspective on what it takes to scale a business, the common pitfalls entrepreneurs face, and how to build a winning team.Throughout the episode, Mahesh dives deep into the importance of market research, why competitor analysis is crucial, and why being first to market isn't always the best move. He also shares hard-earned lessons from his own entrepreneurial journey, including financial struggles and how he turned them into a driving force for success. Whether you're a startup founder or looking to scale your business, this episode is packed with practical advice you can apply immediately.CHAPTERS02:35 - The Harsh Reality of Entrepreneurship05:10 - Why Most Entrepreneurs Skip Market Research07:45 - How to Identify a Winning Business Idea10:20 - Why You Shouldn’t Always Be First in the Market12:55 - The Power of Competitor Analysis15:30 - Hiring Your First Tech Person: What to Look For18:05 - The “Plumber” Approach to Early-Stage Tech20:40 - The Biggest Lesson from Amazon’s Work Culture23:15 - Overcoming Financial Hardships & Learning from Failure25:50 - How to Deliver Bad News & Still Win in BusinessGUEST DETAILSWebsite: MaheshGuruswamy.comBook: How to Deliver Bad News and Get Away With It (Available on Amazon, Barnes & Noble)Connect with Rudy Mawer:LinkedInInstagramFacebookTwitter

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