Should you sell options against your S&P 500 index fund shares? In this video, I explain why I transferred assets from my Roth IRA at Vanguard to tastyworks. I'm going to buy 100 shares of SPY and sell covered calls against the position in the new brokerage. I'll use the profits from selling covered calls to buy more shares of Vanguard Total Stock Market Index Fund (VTI) inside my tastyworks Roth IRA. This is index investing with options. Yes, I'm mixing passive index investing with active options trading. Let's find out if this strategy will outperform the index over time. --- Timeline 0:00 Intro 1:19 Why tastyworks? 2:11 Then what? 2:23 Why buy SPY 2:54 What is this magical strategy? 4:03 What about dividends? 4:33 Where will covered call profits go? 4:56 Still an index investor? 5:48 What about Vanguard? 7:45 Will you let us know how it goes? 8:08 Did you invent this strategy? 8:40 Why do this in a Roth IRA? 9:01 Final thoughts? 9:43 Blooper ---- — T
Timothy Sumer is a philanthropist and motivational speaker empowering young entrepreneurs across the nation. He speaks on starting new businesses and the importance of branding in the digital age. Timothy Sumer has a BA in Accounting from NYU and a Masters in Information Technology from MIT. Tim enjoys traveling around the globe, driving exotic sports cars, molecular gastronomy, exploring new cultures, and keeping on top of the latest technology trends. Hope you enjoy Timothy Sumer's page :)