100 Lessons Learned From Entrepreneurs That Have Built Billion Dollar Companies We recently celebrated producing over 100 episodes of the Dealmakers Podcast. During this process, I have collected the most important lessons learned from entrepreneurs that have built billion-dollar companies. On the podcast, we’ve featured many great entrepreneurs and investors who have raised hundreds of millions for their startups as well as many that have exited for B. These are some of the key takeaways… We recently celebrated producing over 100 episodes of the Dealmakers Podcast. where some of the most successful entrepreneurs share how they did it. During this process, I have collected the most important lessons learned from entrepreneurs that have built billion dollar companies. On the podcast, we’ve featured many great entrepreneurs and investors who have raised hundreds of millions for their startups as well as many that have exited for B. These are some of the key takeaways… 1) Stay humble, and they are *FREE DOWNLOAD* The Ultimate Guide To Pitch Decks 2) Stick with it, keep your eye on the end game 3) The worst that can happen is you have to get a job again 4) It’s about people 5) It’s all about culture 6) Culture is a competitive advantage 7) It’s not for the money. The first company Mohit Aron built is worth $7B and the second one B. 8) An exit isn’t just about cashing out 9) You never stop growing 10) It can be smarter to hire an outside CEO. This allowed Daniel Cane to sell Blackboard for .6B. 11) Be careful who you pick as investors 12) Raising money is about relationships is one of the constant patterns when I was thinking about the lessons learned from entrepreneurs that have appeared on the podcast. 13) You’re never too young to start Raise Capital Smarter, Not Harder AI Investor Matching: Get instantly connected with the right investors Pitch & Financial Model Tools: Sharpen your story with battle-tested frameworks Proven Results: Founders are closing 3× faster using StartupFundraising.com GET STARTED FREE 14) You’re never too old to launch another startup. Joe DeSimone was 50 and his business is worth now .5B. 15) Early retirement doesn’t work for entrepreneurs 16) Entrepreneurship is addictive 17) Money costs more than the interest 18) Investors can bring a lot more value than the money 19) You can bootstrap a really big company 20) Now all your employees can work remotely. Sid Sijbrandij built GitLab into a B business with all 700 employees working remotely. 21) Fundraising can take years but it doesn’t have to 22) Develop your network years before you need it 23) There are a lot more billion dollar companies that exit than you probably realize Continue reading the full guide Related guidesHe Built A .7 Billion Business And Is Considered One Of The True Founders Of Artificial IntelligenceHere‘s What You Need To Know About The 10% Of Startups That SucceedJulie Clark On Investing 5,000 In Her Startup And Selling It For 5 MillionThomas Korte On Helping Entrepreneurs Raise Over .4 Billion And Building Angel PadRand Fishkin On Building An SEO Empire And Overcoming Depression After Raising $30 MillionSequoia Capital Pitch Deck Template Teardown & Critique Read on Startup Fundraising · More articles · Browse the Library Library homeFull library indexArticlesHomeInvestor directoryFounder directoryCompany funding databaseResearch hubPricing