Jack Roberts

Director of Options Strategies & Micro-Futures


“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?

Having a support network is critical to any successful trading plan. We built our Futures community with that principle as our foundation, making sure that all our members have access to the experts you need when you need them.

Start a Futures Trial >>

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.

Start a Futures Trial >>

Jack’s Trading Plan

I trade because I am an independent person at heart, and I absolutely love the idea of making my own hard work turn into profits on MY terms with MY rules. The money is great, and the journey of perfecting my own personal discipline is extremely rewarding. Remember, most things that pertain to trading pertain equally to life.

I am fairly conservative 99% of the time, and I come to other traders as a teacher, therefore my mission is to shorten the learning curve on how to trade (I want to minimize pain and hard lessons for others). With Micro-Futures in a small account ($5K or less) I trade only three contracts and sometimes even two. However, the market is always changing and there are appropriate times to add more (4-5), but still with stop-losses and targets. I use the Market Internals and three different time frames to start with a basic plan. I look at the overall volume and search for unusual activity, especially if it’s in e-commerce, semiconductors, or streaming (any new groundbreaking tech companies as well). I specifically stick to names I have been trading successfully. I also have a no-trade list that includes names I just never ever really want to trade.

Monthly: In a $10K account trading E-micro’s only, I want to make sure that I have at least $2K (minimum) of profits a month. However, if I have met my daily Micro-futures goal of $100-$250 a day, that number should be significantly higher. Sometimes the markets can be ugly and E-micro’s profits can be stagnant, and I may see less than $1,000 in profits per week, it really comes down to change in volatility and more popular major earnings announcements. Regardless, I am certainly not “down on myself” if it is a less than average week.

Yearly: $60K-$100K

Long Term: I want my first million dollar account within 3 years. It is doable, and hopefully if market conditions are right, this can be achieved.

To grow a $10K account to $100K within a year.

Options, E-Mini CME futures.

E-micros: The 1, 5, 15 minute charts for context and direction bias (specific to the 5 min), while using the hourly to look at globex highs and lows from the overnight extended trading hours.

Options: I do it all. But I prefer to trade momentum on the short term from an hourly chart with a Squeeze. If I am trading into earnings, I am buying long calls or selling put credit spreads two weeks before the announcement.

For options mainly I sell put credit spreads or buy a 1-hour Squeeze with long calls (typically Delta 60 or really aggressive at Delta 40) and typically 30 days out if I plan on holding through the week into next. I also love pinning butterflies and unbalanced flies if the duration of the trade is longer than a Friday expiration. I love Iron condors, at least “the concept” but I found I am not patient enough and just don’t want to take up more psychological capital than needed. I trade a reversion to the mean on a 5min chart for Micro futures. Green or red 10X bars are very helpful when I have a Squeeze because it really shows me more directional conviction.

Buy the 8 or the 21 on a daily time frame if I am long.

Stops are based on P/L. I do not usually like to be down more than $300 on a position in a $10K account (circumstances change a bit on this based on time duration and what timeframe I’m trading off of). Stops on E-micro’s are based on 2 ATR (average True Range) from the 5min, and typically are wider if the /MNQ for example is extremely volatile. I try to preach looser stops on Micro’s due to liquidity breaks that end up retracing quickly.

In micro-futures I use Keltner channels (3 sets) to give me average true range. With options, I am more of a volume and momentum guy, so if it is calls I typically take profits at 61.8% or 127.2% extensions and in some cases will let it ride. If it is a defined risk trade I am typically looking for 40%-60% profit. If the trade goes my way early, and I have reached that goal unexpectedly before expiration, I call it a winning trade and get out. I am an intuitive trader, my profit taking strategy varies widely – my position size does as well, but I never over-position. This means that I am hardly ever risking 20% of my account.

10% of the account only if I am catching the early part of a momentum trade that looks strong and will have stops. Other than that, I keep it pretty small and typically 5% for small durations trades within the same week. For longer term trades that might be a month out (FCX, GLD) I might start out aggressive and add more on small pullbacks.

Above all else… HAVE A ROUTINE! For some people this may be a ritual. Over time I have found that it really does not matter what you do as long as you know your rules everyday. Make your routine very normal, but easy. A good example would be making coffee and getting ready for the day at 5:30am. For me, it is feeding my cat and spending time with her out on the patio, then I go to my desk and start analysis or any research to be done for the day. Remember, very normal – but easy.

I work on passion projects, read, listen and/or make music with my synthesizers. I have a rare form of synesthesia, so the frequency that synthesizers make really relaxes my body and mind. I am typically making ambient music or lo-fi synth-waves even though I am classically trained in the piano. I love the haptics and teamwork of gaming, and I get a lot of my social activity playing with a tight group of competitive gamers in the evenings on some days as well. YES, I have a life too.

Think or Swim for Charting, Top-Step for trading and trade-tracking, and a simple journal to write down thoughts – even if I will never look at it again.

Most of my journal is scribbles and notes of things that I am technically not writing down to look at later, but rather I am writing it down to burn it into my memory, if that makes sense. My written trading journal is a classic mess with notes and arrows and quotes, anything really from the day. I honestly also feel like journaling about emotions is way more effective than writing about stocks and trades. I am not an engineer. I have a degree in Psychology, so organization is something I leave to TastyWorks and Trade-Station in my activity log, and typically you are a right-click away from saving it as an Excel file, so thanks a bunch Bill Gates, weirdo.

I derive as much information as I possibly can through absolutely everything. I am typically really early, which is kind of an issue. 🙂 I typically see what everyone else is talking about on Twitter to see if they are onto something I am onto. Let us be honest, Twitter is a great resource for market research and we ALL do it and nobody says it, so it must be true! Tweet Tweet!

Trade as if my wife is always watching and do not be a contrarian – Hard-Stop.

  1. Do not overposition
  2. Do not chase
  3. Enjoy your JOMO
  4. Know that cash is a position
  5. Don’t try to get rich quick
  6. Go on vacation
  7. Take time to be outside
  8. Never forget your health. Your body and mind deeply influence your process. Working out and cardio are great, “move it or lose it” applies to the body. Meditation and space to be able to jam out to your music applies to the mind.
  9. *I am also an avid gamer so I do that to decompress, though I still have to watch my time on that because it is more screen-time, which is not ideal.
  10. GO ON VACATION

Recommended Resources

3rd Edition: Mastering the Trade

One of today’s most successful traders, John F. Carter has made his popular guide more relevant and effective than ever.

Learn More

Trading in the Zone

Douglas uncovers the underlying reasons for lack of consistency and helps traders overcome the ingrained mental habits that cost them money.

Learn More

The Instant Millionaire

This simple yet powerful mental shift paves the way not only for financial success but also for profound personal fulfillment and well-being.

Learn More

Superintelligence: Paths, Dangers, Strategies

Superintelligence asks the questions: What happens when machines surpass humans in general intelligence?

Learn More

Here are some of Jack’s favorite products:

Whoop Fitness Tracker

Know yourself with 24/7 personalized recovery, training, and sleep insights.

Buy Now

Himalayan Salt Lamps

Helps to purify the mood of any room with a soothing and relaxing campfire amber warm glow.

Buy Now

Gunnar Blue Light Blocking Glasses

GUNNAR produces the only blue light blocking computer glasses with Patented Lens Technology that is recommended by doctors to protect and enhance your vision.

Buy Now

Athletic Greens Supplement

An all-in-one health drink with 75 vitamins, minerals, and whole food-sourced ingredients to help support your body’s nutritional needs across multiple critical areas of health.

Buy Now

YETI Rambler 14 oz Mug

Double-wall vacuum insulation keeps cold drinks cold and hot drinks hot until the last sip.

Buy Now

Sennheiser EPOS Headphones

The closed acoustic design and ergonomic ear pads designed for the best acoustic seal makes for excellent passive noise cancelation.

Buy Now

Media Appearances

How crazy it is right now?

September 16, 2020

This video is all about market moves today valuable information but also try to cover the following subject: 13 market moves daily analysis, stock market technical analysis today, and stock market analysis 2020.

Jack Courses