Hands down one of the BEST communities for learning to buy and sell options! The support here is unreal—questions get answered almost instantly, and the depth of knowledge is absolutely top-notch. Wha... See more
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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.
601 Kingston RD STE 300/1002, 71006, Benton, United States
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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.

Reply from Tradingwithashley
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.

Reply from Tradingwithashley
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.

Reply from Tradingwithashley
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.

Reply from Tradingwithashley

Reply from Tradingwithashley
Trading With Ashley delivers just as promised. Ashley and her coaches are extremely knowledgeable and do an excellent job of teaching about the market. They are always available to support the community by answering questions. Ashley’s Trading Bootcamp was extremely important in helping me take some big steps in my trading.

Reply from Tradingwithashley
I’ve been a member of Ashley’s trading community (Trading With Ashley) for nearly two years—the longest I’ve ever stayed in any group, and there’s a great reason for that. If you’re looking for a community that actually cares about your growth, this is it. The dedication from Ashley and her coaching team is truly unsurpassed; they show up every single day to support us. In doing so, She has built of community where we all support each others goals.
What makes this group stand out is that it never gets stagnant. Ashley is constantly rolling out new features and tools to help us stay ahead of the markets. The two newest AI-powered tools are absolute game-changers for fast trade research and portfolio analysis. I couldn't be happier here—if you're on the fence about joining, take this as your sign to jump in!

Reply from Tradingwithashley
Ashley has a genuine passion for options and helping others to understand the strategies behind the various types of trades.
Her moto is, "No trader left behind!" and she truly practices it every day.

Reply from Tradingwithashley
The more I use Ashley's channel, the more I learn. Ashley and all of the coaches have been so helpful and taught me a lot about how to assess and enter trades. More importantly when to let go of a losing trade.
I highly recommend this service.

Reply from Tradingwithashley
Trading With Ashley (TWA) - Excellent coaches and encouraging, like-minded community! Ashley maintains a positive, healthy environment for trading, not only for beginning traders but for those with experience. I love how members of the community take the principles Ashley teaches and find great trades that they share on the platform. I get a lot of trade ideas for my various accounts, from conservative to speculative. AI is reshaping the market and with TWA I'm learning how to profit from it!
Thank you so much, Ashley!

Reply from Tradingwithashley
As a market practitioner with decades of trading experience, my background was heavily weighted toward traditional asset classes rather than derivative markets. My pivot into options trading began after analyzing Ashley’s instructional content online. I was immediately impressed by her pedagogical approach: she distills complex, non-linear options mechanics into highly actionable, concise strategies, bridging the gap between theoretical market structure and real-time execution.
Initially, my objective in joining Ashley’s trading group was purely tactical—to leverage a collective, sophisticated "order flow" of eyes on the market to uncover asymmetric risk-reward opportunities. The group exceeded those expectations. The intellectual capital within the community, driven by both Ashley and an elite cohort of advanced traders, provided alpha-generating ideas and refined my risk management framework. Integrating these advanced options methodologies has directly optimized my portfolio’s sharp ratio and measurably enhanced my net worth. From a portfolio management perspective, aligning with this group has yielded an exceptional return on investment.

Reply from Tradingwithashley
I retired early to pursue trading full time two years ago this month. During that first year of solo trading, I survived the Japan Carry Trade and then the first round of Trump Tariffs. Both of those events rattled the markets, me, and my account badly, and I knew I needed some type of trading community to bounce ideas off of and continue learning from.
I have always been a consumer of vast amounts of online trading content and was familiar with several personalities in that space. Ashley resonated with me the most. Even though I was reluctant and hesitant to reach out to her, I finally decided to contact her about joining the TWA Community.
Absolutely the best decision I have made along my trading journey.
The community, coaches, and Ashley herself are very active in the community, and there are strategies and trade setups for many different types of investors, account sizes, and trading styles. I was already an experienced options trader before joining, but the pace of my growth, and my exposure to new ideas and strategies, has been priceless.
Having a community at your side through the ups and downs is both comforting and supportive. We celebrate each other’s wins, and we are there to lean on each other when all you see are red days.
If you are even considering joining a trading community, you will be amazed at the level of knowledge, support, and kindness you will find in the TWA Community.

Reply from Tradingwithashley
Ashley really cares about how her members are doing. There is training for all levels of experience and account size. Her motto is no trader left behind and she lives it in the Discord.

Reply from Tradingwithashley
Trading with Ashley has been a big beautiful life changing gift. I manage all of my investments with great growth. She teaches so clearly and really cares that we succeed. Along with my Gemini AI and Ashley I anticipate huge gains in the near future.

Reply from Tradingwithashley
I’ve been part of Trading With Ashley for a little over one month now, and joining this community has been one of the best decisions I’ve made for my financial education and trading journey.
The strategies that Ashley and her coaches teach are practical, structured, and actually usable in real market conditions. By applying what I’ve learned from the community, I’ve been able to consistently match—and many times exceed—what I make at my regular job. I seriously can’t stress that enough! That alone speaks volumes about the effectiveness of the system and the quality of the education provided.
What really sets this community apart is the level of support. Whenever I have a question, the response time is incredibly fast. Ashley and the coaching team are active, engaged, and genuinely invested in helping members understand the material and improve their trading.
Another huge value is the amount of live education. The classes and live trading sessions held multiple times throughout the week are packed with insight. Being able to watch experienced traders break down the market in real time and explain their thought process is invaluable.
Overall, the value you get here goes far beyond just trade alerts. It’s the knowledge, the mentorship, the community, and the consistent learning environment that make Trading With Ashley stand out. If you’re serious about improving your trading and surrounding yourself with people who actually want to see you succeed, this community delivers. Thank you so much Ashley, you’re the real deal!

Reply from Tradingwithashley
I have been a member of the Trading With Ashley community for a little over six months. I have made my fee to join the group back many times over. That was an initial concern of mine but I realized quickly it was unwarranted. Not only is she incredibly available and knowledgeable, but she employs several coaches who inspire and share their own trades as well. There is literally something for everyone. Highly recommended!

Reply from Tradingwithashley
The Trading with Ashley community has been one of the most positive and rewarding experiences I’ve had as a trader. Not only have I been able to make money using the strategies Ashley and her team teach, but I’ve also felt genuinely supported every step of the way.
I’ve been part of several trading communities over the years, and none have felt as personal, welcoming, and caring as this one. Ashley is incredibly warm, approachable, and truly invested in helping people become the best traders they can be. She consistently engages with the community, provides valuable insights, and creates an environment where members feel encouraged and supported.
One of the things I appreciate most is having access to a forum where my questions are answered quickly by Ashley or one of her coaches. That level of responsiveness and guidance makes a huge difference, especially when you’re learning and growing as a trader.
I’m confident that being part of this community will continue to help me reach my financial and trading goals. I would highly recommend Trading with Ashley to anyone — whether you’re a complete beginner or someone looking to trade full-time professionally.

Reply from Tradingwithashley
The coaches and program are better than all my previous attempts at learning options.

Reply from Tradingwithashley
When Ashley says “no trader left behind” she really means it. Ashley and the other coaches are available always for support and watching them handle this market helps me with my portfolio. Let be real, our families are all sick of hearing about the market but there’s always someone willing to talk stocks here! Wonderful!

Reply from Tradingwithashley
Ashley is one of a kind mentor, joining her inner circle was one of the best financial decisions I have taken. My financial trajectory has never been better. You cannot surpass her commitment, knowledge and passion for ensuring that no trader is left behind. Additionally the community she has created is the best, everyone helps and celebrate each other so you are never really left alone. Thank you Ashley for all that you do.

Reply from Tradingwithashley
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