395 TIP. Option Strategies and Building a Billion Dollar Business w/ Tom Sosnoff

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We are exploring option strategies and how to incorporate them into your investing arsenal with Tom Sosnoff. Tom began his career as an options trader and went on to co-found ThinkOrSwim, a trading platform that was sold to TDAmeritrade for over $600MM. He then created TastyTrade, a media company with shows focused on educating investors about options. He recently sold TastyTrade for a whopping $1 Billion dollars, all while making hundreds of trades per day in his own personal account.

In this episode we discuss:
00:00 – Intro
00:43 – Tom Sosnoff’s Billion Dollar Entrepreneurial Journey
02:08 – Core Tenet That Led to Success
03:43 – Tasty Trade Success and Authenticity
07:40 – Building Thinkorswim and Tasty Trade
10:20 – Tom Sosnoff’s Love for Trading
11:58 – “Force the Market to Beat Me Rather Than Trying to Beat the Market”
14:39 – Naked Put
17:05 – How to Identify Companies With High Implied Volatility and Expected Return and What That Means
18:00 – How Layering Options on Top of Buy and Hold Strategies Can Help Generate Income Whether Markets Are Up, Down or Sideways
21:20 – Options Strategies (Condor Strategy and Calendar Strategy)
25:28 – 2 Things Tom Sosnoff Learned Over the Last 10 Years
27:24 – The Optimal Time to Buy and Sell an Option
28:01 – Are Taxes Factored in the “Trade Small, Trade Often” Strategy?
30:29 – Advice on Risk Management
33:24 – Tasty Trade Demographics
35:35 – Tom Sosnoff’s 100 Trades a Day
38:59 – Trade Small, Trade Often
39:52 – Building Wealth With Options Trading
42:48 – Does Tom Sosnoff Use Charts for Trading?
44:05 – VIX
44:46 – Does Tom Sosnoff Look at Earnings?
45:17 – Expected Move
45:35 – What’s Next for Tom Sosnoff?
46:55 – How Many Underlying Assets Are There With Tom Sosnoff’s 100 Trades a Day?

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