Welcome to the real world of retail options trading. I’ll be sharing some of my hard fought wisdoms and boneheaded mistakes, along with the whys and hows of some positions I’m in or tracking. You’ll hear me humbly celebrate the winners and moan about the losers. And you’ll be treated to occasional interviews with other trading practitioners — real grinders who are trying to extract money from the machines every day.

The Latest Podcasts

The Hunter Becomes the Risk Manager

All we can ask for as Traders is to have the best weapons at our disposal in order to tackle the markets. And these weapons become worth their weight in gold if they help identify trades with significant edge while minimizing or fully eliminating the chance for human error to...

[Podcast] Options Affords Us Maximum Flexibility in Rapidly Changing Markets

Notice anything different the last couple weeks? Unless you’ve been on an African safari during the entire month of October, you’ve probably noticed the dramatic shift in market tone. What has been working for the majority of the year has stopped working. The low-volatility, bullish setups playbook has been rendered...

[Podcast] Don Hensley: Be UNcommon

The Paradox of Successful Trading™ (a phrase I coined) describes the frustrating truth that there are only a handful of ways that most traders lose, while there is a seemingly infinite amount of ways to succeed... yet so many fail. Why? Don Hensley from Speedtrader posits that the issue is...

[Podcast] Jason Leavitt: Relax. You don’t have to learn EVERYthing

Strip the complexity down to its most simple parts. That's where the real hard work begins. Meet Jason Leavitt, a trader for nearly 20 years who brings a calm demeanor and an athlete's dogged persistence to bear as he tackles the markets daily, both from his home in Colorado and...

Stop Losses on Options Prices Have No Place in Responsible Risk Management

In options trading, risk management starts with defined risk and ends with position sizing. “Stop Losses” — if used at all — center around price action of the underlying and give zero weight to the value of the option(s) itself. As an options trader, nothing makes me cringe more than...

[podcast] HOLD YOUR DAMN WINNERS! (I’m shouting at myself)

I learned another painful lesson recently on the importance of holding my winners and I discuss ways I'm addressing this weak part of my game. I also discuss tools I use to help me source swing trade ideas and manage my existing positions. You can subscribe to the "Trading with...

[Podcast] Leveraging Options Trading Ideas With Technical Analysis

This spring I joined my good friend JC Parets at All Star Charts to help him provide added value to his trading ideas for his research clients. Together, we launched All Star Options which aims to offer actionable plans utilizing options to take advantage of trade ideas suggested by the...

Let’s Call It A Hunch…

Yesterday afternoon, I got together with one of my nearby trading friends to catch up, talk about the markets, discuss good foods and wines, and generally just hang. We met at a local townie dive BBQ roadhouse in my small mountain town. When I say "local" and "townie" and "dive"...

[Podcast] Conor Meegan: Providing a Path for Traders

One of the hardest things I've had to deal with over my 20 year trading career is accountability and access to capital. Sometimes I've had one without the other, but rarely have I enjoyed both at the some time. My guest on this episode of the TRADING WITH @CHICAGOSEAN podcast,...

Podcast Interview with @MarzBonfire: “I Had a Real Taste of Fear”

There are some people you meet that are interesting. And there are others who cross your path and simply blow you away. My friend Charlie, or @MarzBonfire as he's known on twitter, is one of these guys. I love anyone who has an interesting viewpoint or a unique way of...

Don’t Let Headlines Scare You Out of Your Trading Plan

In the newest episode of "Trading with @chicagosean", I riff on how headlines are designed to put us on tilt. Doesn't matter who you are or what you do, scary headlines grab your attention and knock you out of whack. In few places is this more dangerous than in politics...

[Podcast] In Tune With the Markets — Meet Mike DiBari (@TradingLicks)

How do you get away? Where do you find your zen? What out-of-the-box activities are you involved in that might positively influence your trading decisions? Who are you surrounding yourself with to keep you going when times get tough? These questions and more get discussed with Options Trader Mike DiBari...

My Interview with Futures Trader Peter L. Brandt

[originally published on medium] “I am wrong 60% of the time. This means that my default emotional expectation on a trade should be that this [next] trade will be a loser.” ~ @PeterLBrandt Peter Brandt loses on 60% or more of his trades. He’s run the numbers and his win-loss...