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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I am new. Less than a month here. Coming from other discords. Even when the discord set up was not made up well and I didn't receive the support I expected (IWA is not showing on my discord app, only in webpage), I am enjoying the content.
What I like most is that Ashley posts almost every day, as I trade.
I know I could do it twice a week but I like the daily monitoring and is nice (and fun) receive suggestion every day.
Also, her conservative approach is very much like mine, I make 60/70% of the trades she posts, and in other discords I discard more than 70% of the trades.
Response from TradingwithashleyJun 22, 2024
I am so glad you are finding such value in the discord! Happy trading!
SU
Susan
I had the EXACT SAME negative experience…
I had the EXACT SAME negative experience as another reviewer who posted a review on April 15, 2024. I saw some of Ashley's youtube videos and then signed up for a free Saturday morning webinar.
I thought she provided good content and she appeared to be a sweet and soft spoken teacher. She indicates that she has many years of corporate financial experience before giving this up and doing personal trading and teaching. I subsequently learned that although she posts free youtube videos, she also has a business model which involves mentoring and teaching via the discord platform at a fee. She uses what appears to be outside people to screen prospective members who indicate that she runs the program but that she has too many students and members to individually screen them. There appears to be a website investingwithashley.com, LLC which appears affiliated. There are also lots of policy terms and agreements to protect themselves and requests for members to waive their privacy. They indicate that they are an educational company for trading and obviously cannot guarantee any results. I have no problem with them limiting their risk and obviously I need to assume any risk for stock and option trading. On the free webinar, Ashley indicated that their program had a 6 month trial for $1600 with subsequent recurrent fee and also a lifetime paid program for members. She did NOT provide pricing for the lifetime program on the webinar despite people inquiring at the time (4000 dollars to those who don't want to keep reading). Instead, she indicated that we needed to schedule a call with her team to be sure we were a "good fit" for their service and the discord platform. They were interested in committed members who could contribute to the membership. This made sense initially to me. But then I received a few emails after attending the webinar asking me to sign up for an introductory call.
I finally signed up to learn more. I was interested in this program. You have to sign up through their email and then they email you to schedule you or you can sign up via a calendar web site and choose an available date and time to schedule a call first. I then had a call scheduled with a team member (NB). I'm only giving initials to avoid problems. I found out later that he is located on the West Coast. Ashley is in Florida. Prior to the call, I also received probably 4 texts and 3 email reminders of the initial meeting and also 2 phone calls from another scheduling person to be sure that I would attend. I was told to please on a computer and to use Zoom and the Zoom link. So I also joined the meeting 5 minutes early. The representative NB was a few minutes late but let me into the Zoom meeting. Once in the Zoom, I also had the same strange experience as the other reviewer. I also do sales meetings and business presentations but this person started to record the meeting and then spent a few minutes wanting to see me on Zoom video and record me. See other reviewer experience on April 15, 2024:
"He basically said three times we like to do our calls with cameras on and wouldn't proceed without it. I guess it was too much of a pain in his schedule to do this call, despite sending me a ton of reminders! Really a bummer because Ashley's videos on YouTube and her demeaner are wonderful!"
I agree 100 percent with this other reviewer from 04/15/2024. My computer webcam however was not working for video and I told him. He did not want to proceed. I also was not sure why he needed to record me on video in addition to audio. I asked him and he said that's what they usually do. Same as other reviewer. But I indicated that I had not even met him and did not want to be recorded on video anyway at a first meeting. He then wanted me to do it on my cell phone so he could record me on video or facetime. He asked several times, but I indicated that I just wanted information about the membership and program. Like him, I was just trying to see if it was going to be a good fit especially since I would be paying for the program.
Again, this is also my observation and agree 100 percent with the other reviewer. I was interested in the program to see if it was a good fit for me and/or friends and family. I agree with the other reviewer "Unfortunately, I was so offended by the representative's attitude that I didn't even get that far. Nowhere in the email invitation was it specified that I needed to turn on my camera to have this call. I have a copy of the invitation and it is NOT mentioned. Again, this is not a critique of the course but of the customer service and initial interview process."
Bottom line - This is not for me. What a turn off compared to what I expected from seeing Ashley's videos and teaching on youtube. Maybe good for others willing to spend $1600 every 6 months or $4000 lifetime but not me. Thanks for reading.
Date of experience: June 13, 2024
Response from TradingwithashleyJun 22, 2024
So sorry you had a negative experience with the screening call. They record the sessions to ensure that if there is a dispute of any kind or feedback offered about the sales team that we can review and adjust accordingly. I will discuss with the team and we will work to make improvements to the process so that these situations are not surprises. Thank you for trying to learn more about joining and I appreciate you being a viewer.
ML
Mark L.
Ashley is a diamond in the rough!
Over the years I have spent a lot of money trying many different services & subscriptions. I never really found exactly what I was looking for. I wanted a way to invest my money and make more than typical market returns. I wanted to have a system in place where my money could work for me, instead of me working for money. I want to be able to retire and do what I want when I want and not have to worry about money. One day I ran across Ashley on YouTube. I liked the way she explained things and she had a softer side to her. I continued watching more videos and I continued to enjoy her teachings. I then decided to sign up for Ashley’s discord and have not been disappointed. Ashley and her community are a wonderful group and are incredibly supportive. I have been extremely impressed with no matter how busy Ahley is, she has always taken time to respond to me. No other service has ever done that for me. I feel like I have finally found what I am looking for. If I can just stay out of my own way and follow the ideas/system I believe I can reach my financial goals. Thank you, Ashley, for being you!!!
Response from TradingwithashleyJun 22, 2024
Mark, you have been a constant joy to work with. I am honored to have you in the IWA family. You are a blessing!
MA
Mark
Highly Recommend Ashley’s Crypto Challenge
As a crypto neophyte, I feel Ashley’s Crypto Challenge more than met my educational and practical trading expectations. The information she presented covered the basics of crypto currencies, trading platforms, crypto cycles and investment strategies, as well as the myriad of related investment opportunities. It was a fantastic course.
Response from TradingwithashleyJun 22, 2024
Thank you for taking the course Mark! It was fun to teach all of you!
HC
Happy C.
Great Education That WILL Last a Lifetime!!
I have learned so much with taking Ashley's option's class. The small group environment is wonderful making it very easy to have all of your questions answered. Ashley is a natural teacher and has untold amounts of patience. She takes so much pride in ensuring that all of her students understands options well enough to execute their own trades with confidence.
Then there is the discord group. Everyone is remarkably friendly and are able to bounce trade ideas off others, get help, ask questions. Here, Ashley has two hour long sessions a week.
I have already finished the six week course and have made way more than the price of the course.
Response from TradingwithashleyMay 6, 2024
Thank you so much for taking the time to review my services. Seeing your positive experience is very motivating and reminds me why I started this business to begin with. It is an honor to have you in my community!
JE
Jeff
The best investment discord.
This is the best site for investment education for stocks and options trading that I have been a part of. Excellent content. Ashley is amazing. She really cares about her discord members. And the discord members are always willing to provide information when you have questions. You get your moneys worth with this site.
Response from TradingwithashleyMay 6, 2024
Jeff, thank you so much for sharing your thoughts! I am so glad you find so much value in the program. :)
ST
steve
Good Information.
Friendly, good information and easy to understand.
Response from TradingwithashleyApr 21, 2024
Thank you Steve!
JE
Jeff
I tried to signup and had a call…
I tried to signup and had a call scheduled with a team member. I really like Ashley's youtube videos and content so I finally signed up to learn more!
I received probably 4 texts and 3 email reminders of the initial meeting. So I joined the meeting 5 minutes early. The representative was 3 minutes late and let me in. Once in the Zoom, I guess he was preoccupied because he proceeded to not say anything for about a minute much less apologize for being late. Okay then! It was really strange. I do sales meetings every week and I always say hello at the start of the meeting. Not sure if he was distracted or what. And then he basically said three times we like to do our calls with cameras on and wouldn't proceed without it. I guess it was too much of a pain in his schedule to do this call, despite sending me a ton of reminders! Really a bummer because Ashley's videos on YouTube and her demeaner are wonderful!
Again, this was my subjective experience as I was sincerely interested in learning more about the program. Unfortunately, I was so offended by the representative's attitude that I didn't even get that far. Nowhere in the email invitation was it specified that I needed to turn on my camera to have this call. I have a copy of the invitation and it is NOT mentioned. Again, this is not a critique of the course but of the customer service and initial interview process.
Response from TradingwithashleySep 16, 2024
Sorry you had a bad experience with the initial call. We will ensure moving forward those setting up appointments are aware of our policies. Appreciate the feedback!