Trading with Ashley is an educational company that teaches investors, from beginners to advanced, how to trade options. Ashley's approach focuses on selling options rather than buying, with the goal of generating consistent returns while minimizing risk.
Tradingwithashley (tradingwithashley.com) has 329 customer reviews on Five Star Index, with an average rating of 4.9 out of 5.
Also known as
tradingwithashley.com
Website
tradingwithashley.com
Category
Education Services
Location
Benton, Louisiana
Listed on Five Star Index
2026
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The company replied to 99% of reviews.
Latest
Most recent review: September 2026.
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Ashley and her coaches provide daily hands-on support to help us be successful traders and investors. The community is also great at supporting each other, bringing fresh ideas and help each other learn. It has been well worth the investment.
Response from TradingwithashleyMay 20, 2026
Larry, so glad to have you in the community!
MW
Mike W.
Love this community!
I joined the community in January 2026. I have no regrets in this investment. My realized gains more than covered the cost of this investment in a couple of weeks. The community has been extremely helpful to properly structure option trades to reduce likelihood of getting assigned, but if assigned strategies to mitigate.
Response from TradingwithashleyMay 20, 2026
Mike, so glad the value was there almost instantly!
LR
Louis R.
The sincerity expressed by the entire…
The sincerity expressed by the entire team. Not a negative vibe to be found. Everyone is truly concerned with personal growth for all
Response from TradingwithashleyMay 20, 2026
Louis, so happy you see the care we take to keep the environment positive and helpful!
CO
Consumer
Ashley’s Discord is truly on another…
Ashley’s Discord is truly on another level. The learning experience is exceptional, and it has become a constant source of knowledge and growth for me. Every day there is valuable analysis about the market, companies, ETFs, and trading strategies that help you better understand how the market really works.
What makes this community even more special is Ashley and the Coaches. They are always present, guiding and supporting everyone, making sure no one feels lost in the process. They genuinely care about helping people grow and showing that profitability in the market is possible when you have the right strategy, discipline, and mindset.
I’m extremely grateful to be part of a community that not only teaches trading, but also builds confidence and consistency. Highly recommended for anyone who truly wants to learn and improve in the market.
Response from TradingwithashleyMay 20, 2026
Thank you so much for sharing your love for the community we have built!
PA
Patti
Ashley is the real deal
Ashley is the real deal. With a heart to serve and a deep desire to see her students succeed, along with the amazing team of coaches and community...well, it's a no brainer. I'm thrilled to be a part of this community and learning so much every single day.
Response from TradingwithashleyMay 20, 2026
Patti, you are picking this up so fast! Love having you with me!
CH
ChinMy
Ashley and the team of coaches are…
Ashley and the team of coaches are awesome and very responsive. The community is also very collaborative and share trade ideas. More importantly the trade doctor advice we get to keep each other accountable and salvage bad trades is cool.
Response from TradingwithashleyMay 20, 2026
I am so glad we are helping in your trading journey!
CU
customer
Not worth the $
I want to start by saying I have mixed feelings about this investment group. I have been a member for 8 months and at times found value in the group. In a bull market, the gamified strategy on selling puts and calls and buying leaps and skips feels like you are outsmarting the masses. In a few cases, this is true. There are some incredible traders in the group who have made excellent decisions and been rewarded handsomely.
In addition, the coaches and Ashely are incredibly responsible and take the time to answer every members question thoughtfully. There are many talented coaches who provide logical advice to many happy traders in this group. For some, this may be worth the hefty price tag.
Although I do not have access to every members financials I would suspect that the average person that joins the group doesn’t even come close to beating the average return of the SNP 500.
In my personal scenario, I had some early success selling puts and earning close to 2000 per month realized gains for the first few months. Unfortunately, when the market enters a pullback traders in the group are often assigned positions far under cost basis. That means although I earned over 10K during my time in the group, I also picked up over 15K unrealized losses. Although I did not sell all these positions, it is a very frustrating position to pay taxes on realized gains while being weighed down with heavy unrealized losses. As a caveat, I did not take every trade Ashely recommended. She recently recommended a QQQ skip near the recent Iran lows (an incredible play). Even so after being burned by Hood, sofi, TTD, and countless others I didn’t have the confidence to continue filling the recommendations.
Overall I am about even since joining the group. In contrast, the snp 500 returned 15.5% since June 30th 2025 to today. Obviously I would have been better off throwing my cash into VOO.
I think the challenging part about these groups is the underlying business model. The success of the business depends on keeping people engaged and trading actively. Calm, boring, long term investing doesn’t generate Discord activity or keep subscriptions feeling valuable. So there’s a structural incentive to always have a new trade idea even when the right answer is to do nothing.
Response from TradingwithashleyApr 25, 2026
Thank you for taking the time to share your experience—and we truly appreciate your kind words about our coaches and community. We work very hard to create a supportive environment where every question is answered thoughtfully, so that means a lot.
I do want to provide a bit of context for readers. You mentioned being in the group for about 8 months, which would place your start around a market peak followed by a pullback. Our strategies are designed to work across full market cycles, and in shorter timeframes—especially when jumping in and out of trades or not following through on positions—it can be difficult to see the strategy play out as intended.
Regarding unrealized losses, those are a natural part of options-based strategies, particularly when selling puts during market pullbacks. Many of those positions are designed with time in mind and can recover or even outperform over a longer horizon, but that requires staying with the process rather than exiting early or selectively taking trades.
We also adapt our approach as market conditions change. When the market shifts, our strategy shifts with it—whether that’s selling premium, moving more conservatively, or identifying opportunities like the recent QQQ trade you mentioned.
Ultimately, this style of trading is not meant to replace long-term investing like the S&P 500, but to complement it with an active strategy that, over time and when followed consistently, has the potential to outperform.
We wish you the very best in your investing journey, and we are glad you found some value in the community during your time with us.
Ashley's practical and no-nonsense approach to trading options is inspiring.
Her ability to simplify, communicate, teach and share options strategies in any market condition is unmatched.
Her team of coaches are very helpful and all are willing to share their trades but also their wisdom in trading in the market.
I'm putting into practice what I've been exposed to and what Ashley taught in class.
Looking forward to a blessed and fruitful 2026!