Jack Roberts

Director of Options Strategies & Micro-Futures

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“I love options because I’m able to play with time.
Trading allows me to roll the tape forward and
make a career out of looking into the future.”

Who is Jack?

Hailing from the small town of West, Texas, Jack brings a light-hearted composure to Simpler Trading. A composure only maintained through almost two decades of trading and a solid grasp on trader psychology. Jack has a special relatability factor in the room — a characteristic that’s made many members feel right at home with his easy going mentality and thirst for knowledge. He tackles complex ideas in a way which allows for traders of all experience levels to understand, while taking a more humorous and entertaining approach of explanation. He’ll be the first to tell you that you never stop learning as a trader - that’s the only way to get better! After all, that’s what started his path to becoming a full-time trader.

With his grandfather as his mentor, and later on, John Carter, Jack took it upon himself to pursue trading from a self teaching perspective. He spent his first four years trading only stocks, then moved into options once he saw some additional opportunity for faster growth. His ‘aha’ moments came when he got a jump start on Elon Musk’s pipe dream and bought options of TSLA, which have since skyrocketed, as well as being one of the first to get in on both AMD and TASR (which is now known as Axon). That’s when he realized he has a knack for seeing things before most and used that to build his trading career into what it is today.

Today, Jack can be found giving what he calls ‘unique ideas and perspectives’ in the Live Trading Chatroom. His trading style is one of composure and clean setups. For Jack, it’s all about transitioning the setup around where fear and optimism are, with the help of our Simpler trading indicators, of course.

Being a very knowledgeable and experienced trader to follow, Jack enjoys both Micro-Futures and Options on all time frames and strategies. He specializes in growing small accounts as well as trading micro-futures and his favorite sectors to trade are semiconductors and strategies on the NASDAQ. He highly values and respects risk parameters and utilizes his understanding of them to prevent over-positioning. Jack focuses heavily on only getting into trades he truly believes in and he won’t chase a trade once it’s left his risk parameters. If he’s not in a trade he’s probably cracking jokes. If you find yourself struggling with chasing trades or feel that you lack confidence when entering trades — or if you just like being on the front lines and seeing what others generally don’t, Jack’s your guy. You can find Jack daily in our trading room, sharing his analysis and trade ideas with our members.

Where can I find Jack at Simpler?

Jack’s chart setup includes indicators and studies that help him effortlessly scan the markets from a daily and intra-day perspective. Jack applies the TTM Squeeze and momentum oscillators, and will utilize a number of simple moving averages with an exponential average to locate market direction, which helps him create his directional assumption and sentiment when exploring new opportunities.


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In the Training Room, Jack helps traders that are new to trading and new to Simpler. This is your go-to spot to get your questions answered and where you’ll find content on the basics of trading both Options and Futures. This feature is included with your Futures Membership.

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