Is Trading with Ashley Legit? Review & $300k MSTR Loss
Quick Verdict: Is Trading with Ashley Legit?
No. While Ashley Wade is a popular influencer, our research suggests Trading with Ashley poses significant risks.
Investigations point to unverified trading results, a massive $300,000+ loss on MSTR and predatory sales tactics.
Her trading strategies, including the “Wheel Strategy“, historically underperforms buying and holding the S&P 500.
The Better Alternative: ​Don’t cap your winners.
Instead, use the “Financed Bull” Strategy (Buying Call Debit Spreads financed by Selling Puts) to gain a mathematical edge.
👉 Click Here to Learn the Strategy (Win Up to 98% of Trades)
Trading with Ashley reviews, is Ashley Wade legitimate?
Are Trading with Ashley and Ashley Wade legitimate?
Watch this video below and learn my opinion:
Trading with Ashley is not the worst educator I’ve reviewed (that would be Invest with Corey, Felix Prehn from GOAT Academy or Chris Sain).
However, Ashley Wade is probably not someone that I’d want to follow or subscribe to.
There are numerous reasons why Trading with Ashley may not be legitimate:
1) Trading with Ashley – No Trading History
Ashley Wade has no verifiable trading history or performance records.
The trades in her Discord may not be real, lacking real-world application and tend to be high-risk.
Trading with Ashley fails to provide transparency or proof that she places real trade.
Also, I believe she may posts fake / fraudulent trades (or lie about the trades she makes). Plus, she doesn’t understand basic option terminology (see the video below)
2) You can learn everything Ashley teaches for free
Similar to Invest with Henry, Trading with Ashley teaches very simple strategies (buying LEAPS, wheel strategy, etc.)
There’s nothing that she teaches that’s proprietary and that you need to pay for.
3) Unrealistic profit claims and failure to understand options trading
Ashley Wade promotes unrealistic profit expectations, often claiming annual returns of 30% or more through simple options strategies.
These claims are often exaggerated and fail to account for market volatility and potential losses.
Wade’s educational content often contains fundamental errors and misconceptions about options trading (please refer to the 3 minute mark of the above video).
Her strategies, such as selling covered calls and leaps, can be risky and may not yield the promised returns, especially for inexperienced traders.
4) Predatory Sales Tactics
Her sales team employs high-pressure tactics, including aggressive upselling and manipulative language.
They often rely on emotional appeals and personal stories to persuade potential clients.
Also, Trading with Ashley asks you to book phone calls with her “closers” who likely end up charging different prices for the same product. If you tell them that you have a larger account, it’s likely they’ll ask for more money to join than if you tell them you have a smaller account.
If you feel you’re a victim of predatory sales tactics then contact your States Attorney General or the Federal Trade Commission (FTC).
5) High-Cost, Low-Value Programs:
Similar to Options with Ryan and Chris Sain, I believe Ashley’s programs and coaching services are often overpriced and fail to deliver significant value.
The high cost of entry locks potential clients into a long-term commitment.
She doesn’t offer a trial, instead she charges $1,800 to enter her Discord for one month.
Also, as mentioned, her strategy is very simple and you can learn it for free elsewhere.
I also believe that her members will get crushed during a bear market.
6) The $300,000 MicroStrategy (MSTR) Disaster
This was a risky and ignorant trade, likely leading to a $300,000+ decrease in her account value.
Trading with Ashley has engaged in highly risky, unnecessary and ignorant trades that makes me question whether she’s fit to trade at all.
She placed risky trades on MSTR that showed her a loss of over $300,000.​
By making this trade, which had ~$1,100 in potential upside yet enormous downside risk, she showed her inexperience – capping upside while assuming tremendous downside risk.
While she can compensate for losses with her subscriber income, others who rely on safe trading strategies cannot afford to suffer tremendous losses from risky and negligent trades.
7) Ashley Wade Net Worth
We estimate Ashley Wade’s net worth to be around $3 million. However, I believe that this wealth is almost all from selling subscriptions and courses (Trading with Ashley), not from trading profits.
In fact, it’s unlikely that, over the long-term, her trading strategy will beat the market.
8) Why the “Financed Bull” Beats the Wheel Strategy
Ashley Wade teaches the Wheel Strategy (Selling Puts -> Getting Assigned -> Selling Covered Calls).
The Problem with Ashley’s Wheel:​
- Capped Winners: As seen with her MSTR trade, if the stock rockets up, you lose your shares. You miss the “home run” trades.
- Tax Inefficiency: You are constantly generating short-term capital gains taxes.
The BestStockStrategy Way (“The Financed Bull”):
Instead of capping our winners, we Buy Call Debit Spreads (to capture the upside) and finance them by Selling Naked Puts at a strike price where we want to own the stock anyway.
- Result: We often enter the trade for a credit, risk is defined, and our upside is significantly higher than a standard covered call.
Conclusion: Trading with Ashley and Ashley Wade Review
In my opinion, Ashley’s trading strategy is solid for a bull market. However, she takes too much risk and her program requires an ~$2,500 investment just to test it out (I’m unaware of any trial offer).
Her strategies are very simple and they’re available for free from many other YouTubers.
Additionally, her salespeople utilize predatory marketing to encourage people to enroll.
Even so, Trading with Ashley definitely isn’t the worst YouTube educator.
Frequently Asked Questions (FAQs): Trading with Ashley Review
What is Trading with Ashley’s real name?
Trading with Ashley is run by Ashley Wade.
Who taught Trading with Ashley how to trade?
Ashley was a former member of Invest with Henry.
Ashley Wade & Trading with Ashley’s net worth?
I believe Ashley Wade’s net worth is worth around $3 million, almost all of which is from membership fees she charges for her trading group.
Trading with Ashley Review. Is it worth it?
I believe you’ll do okay in a bull market but lose money in a bear market.
Also, I don’t believe she teaches anything that you can’t learn for free elsewhere.
Trading with Ashley Reviews. Is it worth it?
I believe you’ll do okay in a bull market but lose money in a bear market.
Also, I don’t believe she teaches anything that you can’t learn for free elsewhere.
Is Trading with Ashley’s trading Strategy risky?
Ashley has made very high risk, low reward trades in the past. Her MSTR position was down over $300,000 at one point.
I believe that many of her members who followed her into this trade ended up blowing up their accounts.
Trading with Ashley seems to primarily encourage the wheel strategy, I believe that this is a very risky trading strategy that caps your upside potential while reducing flexibility (by selling covered calls) during a market crash.
Yes, you’ll collect a small amount of premium when selling calls, however the capped upside and the tremendous potential losses make selling covered calls an underperforming strategy.
There’s a reason why every single covered call and wheel strategy ETF dramatically underperforms the market – and in my opinion, it’s a horrible strategy.
This review is my opinion and based on public information and opinion. Not financial advice.
About the Author David Jaffee
I (David Jaffee) help people become consistently profitable traders while minimizing risk. Learn more about our live trade alerts and courses. I graduated from an Ivy League University and worked at some of Wall Street's most successful investment banks. Subscribe to my YouTube channel for valuable videos - BestStockStrategy YouTube Channel​. My personal website is DavidJaffee.com.
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