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 the Coach's all care about the community and are willing to answer any and all questions without prejudice. They all exude knowledge and experience and share this valuable info with us. The community itself shares back with ideas, more questions, and their own perspective on strategies, stocks, etc. So much knowledge and information that saves everyone time vs. doing alone. Taking this knowledge and information has been very profitable for me quickly and sure this will continue to be the case.
Response from TradingwithashleyMay 21, 2026
Roger, this great to hear! Yes, we do care about all of you and are happy to help you any way we can!
AS
Amit S.
Excellent!!
Excellent!!
Endless learnings and great platform for trading. Ashley and coaches are excellent and each have unique style so you can fit in to the community!! Love it!!!
Response from TradingwithashleyMay 21, 2026
We enjoy having you in the community Amit! Love your questions and insights!
JH
Jacque H.
Ashley is a great teacher
Ashley has a great way of explaining options trading in a way that is simple, clear, and easy to understand. Her positive, upbeat attitude makes learning enjoyable. She’s incredibly motivational and encourages you to keep learning and growing. Ashley is just amazing!
Response from TradingwithashleyMay 21, 2026
Thank you so much Jacque! Glad you are learning and enjoying the community!
RS
Richard S.
I have been a member for the past 12…
I have been a member for the past 12 months. I have made several times the cost of the lifetime membership. I love this community of traders.
Response from TradingwithashleyMay 20, 2026
Richard, that makes me so happy to hear!
RA
R A.
Great and effective learning material and live sessions
The learning material, live session coaching, and timely suggestion posts are clear and effective.
The positive attitudes and encouraging words are a super bonus but now just expected as part of the community.
Response from TradingwithashleyMay 20, 2026
I am so glad you love the culture of the TWA Community. I believe that is the reason everyone shares so freely :)
LL
Living L.
Before you buy...
My husband and I spent years building a nest egg in preparation for our retirement. When I saw Ashley's YouTube channel, I thought this could be a great way to make income. In her videos she features members' posts showing profits and talking about how much fun they're having, and she seems so wholesome and down to earth, puppies running around in the background. I believed I'd found a real place to learn options the right way. So I bought her Boot Camp and joined the Inner Circle.
If you're like I am — someone who works hard, saves hard, and just wanted our portfolio to grow faster — here's what it's actually like inside.
It is not a calm, rules-based education. It runs on excitement, not logic. There's no real risk management — no clear rules for exiting a losing trade, no position sizing, no honest tracking of how anyone does over time. And the losses are there — members post them. Ashley just doesn't feature them. The wins get the screenshots and the videos; the losses stay buried in the chat, and in that kind of environment, losing is common.
The Boot Camp is sold as the thing that will increase your wins — Ashley says most people make back the cost in their first month after graduating. But it doesn't teach you to manage risk. It leans into the riskiest corners of options.
As a long-term investor, I didn't know what a trade plan was, or that professional options traders follow strict entry and exit rules. So I did what everyone in the group does — I copied Ashley's trades. Copy trading is the whole foundation of the Discord. I told myself I needed to earn back what I'd spent, and when I lost money, I tried to dig out by copying more of Ashley's and the coaches' trades. It only got worse. When someone only ever shows you their wins, it's easy to believe them.
Here's what makes copy trading so dangerous: the trades come at you from everywhere — Ashley, her coaches (who all learned from her course), and members in the strategy rooms. You have no idea how skilled any of them are, and since Ashley isn't honest about her own numbers, you can't judge hers either. You don't know how risky a trade is, or whether the person posting it can absorb a loss you can't. Ashley brags about keeping millions in "dry powder" as her safety net — but a new trader with a small account doesn't have millions to fall back on, and that difference is never made clear. Her trademark is "No Trader Left Behind," but it's a handful of people fielding questions for what she claims are thousands of members, on high-risk trades, with no consistent risk framework behind the answers. On the days the market drops hard, the forum fills with panic, and the guidance is often just "if it's too much for you, get out of the trade." That isn't risk management, and advice like it hurt my accounts.
The turning point was the SpaceX video. I realized Ashley isn't only cherry-picking trades to get people to sign up — she manipulated the trade data in that video to make a full year of trading look like a single month. The entry dates were cut off, so trades held up to a year looked brand new. When I saw that, I understood the scope of what I'd fallen for.
These trades are far riskier than a beginner realizes. Even one of Ashley's own coaches warned everyone about the very SpaceX trades being promoted — that the market makers "purposefully lure you in with attractive premium" and then "your strike has been breached in no time." When one of her own coaches says how dangerous these trades are, it isn't just me being negative. The danger is real and known — it just doesn't make it into the YouTube videos.
What turned things around for me was getting independent analysis. Before you buy, watch Ashley's YouTube trades — and don't take her numbers at face value. What helped me was paying a little each month for Claude (an AI from Anthropic) and having it walk me through each trade against my own capital, my timeline, and our goals, instead of copying it because the room was excited. It cost very little for an enormous payoff in understanding. For us, options were just complicating things.
I'm writing this for the person I was — a long-term investor following the FIRE movement. If you've worked and saved for this money, protect it. Learn how options really work, and how risky they are, from neutral sources before you pay Ashley anything. After more than a year of feeling defeated, I went back to the index investing that built our nest egg, and I finally feel peace. If this saves even one person the heartache I've been through, it was worth writing.
Response from TradingwithashleyMay 24, 2026
Thank you for taking the time to share your feedback.
We are grateful that you highlighted the strength of our coaches and student community. Creating a supportive learning environment where members can learn, ask questions, and grow as traders has always been one of TWA's highest priorities. We are incredibly proud of our coaching team, all of whom have been trained within the TWA methodology and share a genuine passion for helping others succeed. The positive, collaborative culture within our community is something we work very hard to foster and protect.
We also appreciate the feedback regarding trade presentation and organization. We are constantly evaluating ways to improve the member experience, and we have already made adjustments to how certain trades and portfolio updates are displayed to improve readability and accessibility across devices. Listening to feedback and making thoughtful improvements is part of our commitment to serving members as effectively as possible.
We would also like to address the comments regarding trading challenges and portfolio management. Markets are constantly evolving, and any adjustments we make to trading approaches, challenges, or educational content are always made with one goal in mind: helping members navigate changing market conditions as safely and responsibly as possible. While no strategy works perfectly in every market environment, our commitment has always been to adapt, educate, and prioritize risk management.
Regarding Boot Camp, we stand behind the program and the structure it provides. The curriculum includes a defined agenda, workbooks, live instruction, quizzes, homework, and follow-up support. We are proud of the many members who have completed the program and shared positive feedback regarding both the content and organization. At the same time, we recognize that different people learn in different ways, and we respect that not every educational experience will resonate equally with every participant.
We also stand behind our educational offerings. For members who feel a program is not meeting their expectations, we offer refund options for qualifying purchases. While no refund was requested in this case, we are encouraged that you continue to find value in the coaching staff, student community, and learning environment you described in your review. Our goal has always been to create a place where traders can continue learning, growing, and supporting one another.
Every reputable business encourages its customers to share honest reviews of their experience, and we are no different. No member receives compensation, discounts, or any personal benefit for leaving a review. We stand behind the hundreds of 5-star reviews that have been voluntarily shared by members over the years regarding their experiences with our education, coaching staff, and community.
Most importantly, our mission remains unchanged: No Trader Left Behind™. If you are a current member and would ever like to discuss your concerns directly, our door remains open. We genuinely want every member to find value in the education, coaching, and support we provide.
We are grateful for all feedback, whether positive or critical, because it helps us continue improving while staying focused on serving our members with integrity, transparency, and care.
TG
Tim G.
Trust
The most important thing for me in choosing an options group to join coming from YouTube is can I trust them and will the owner stay engaged with the community. With Trading with Ashley both of these are true. Ashley is very trustworthy and honest and she stays very engaged with her discord community every day. Sometimes 24/7.