{"type":"rich","version":"1.0","provider_name":"Transistor","provider_url":"https://transistor.fm","author_name":"Moneywise","title":"I Chose Fun Over Profit…. And I Regret It","html":"<iframe width=\"100%\" height=\"180\" frameborder=\"no\" scrolling=\"no\" seamless src=\"https://share.transistor.fm/e/1ab754fa\"></iframe>","width":"100%","height":180,"duration":2044,"description":"Stop making million dollar decisions alone. Hampton gives you a personal board of eight vetted founders in your city who meet monthly to tackle your hardest problems. Find your group: joinhampton.com\nJordan Schlipf spent a decade building companies optimized for fun, freedom, and friendships. But with years of hindsight, he wonders if he left too much money on the table.\n\nHere’s what we talk about:\nWhy Jordan left a lucrative investment banking path to chase startups\nHow the Rainmaking model let him share risk (and reward) with fellow founders\nThe downside of passion-led business: no investment thesis, millions wasted\nWhy he believes he could’ve made way more money doing less exciting work\nWhat he thinks about his $4M liquid net worth — and why it doesn’t feel like enough\nThe moment he realized private equity is a better game than startups\nHow he’s now trying to turn around a $10M beauty business without raising capital\nWhat it really costs to live well in London as a founder with a family\nWhy he regrets chasing the “cool” startup dream instead of playing it safe\nWhat true wealth means to him today: help, time, and optionality\n\nCool Links:\nHampton https://www.joinhampton.com/\nLower Street https://www.lowerstreet.co/\nJordan Schlipf https://www.linkedin.com/in/jordan-schlipf-0b855174\n\nSponsors:\nTam your taxes today at https://olarry.com/\nAchieve your dream body with https://www.dailybodycoach.com/moneywise\nProtect your upside and get your time back at https://www.cressetcapital.com/moneywise\n\nChapters:\n(0:49) Breaking Down the Rainmaking Model\n(2:08) Jordan’s Pivot from Investment Banking to Startups\n(4:15) Why He Couldn’t Stay Away from Startups\n(5:43) The Origins & Vision Behind Rainmaking\n(8:48) Biggest Challenges in the Rainmaking Model\n(10:57) Costly Mistakes & Lessons Learned Along the Way\n(13:00) Why Jordan Stepped Away from VC\n(17:05) Taking Over as CEO of a Beauty Brand\n(18:23) Jordan’s Current Finances & Where He Stands Today\n(20:23) Lifestyle Adjustments...","thumbnail_url":"https://img.transistorcdn.com/vCvB-0dtzg339Iof9Uhri-E5Cu1YvE_goNcKch75CeI/rs:fill:0:0:1/w:400/h:400/q:60/mb:500000/aHR0cHM6Ly9pbWct/dXBsb2FkLXByb2R1/Y3Rpb24udHJhbnNp/c3Rvci5mbS83ZTZj/OWRiMTI3NjI1YWUy/MWY4ZWJkOTU2YzFl/NzE0Mi5qcGc.webp","thumbnail_width":300,"thumbnail_height":300}