What if I told you that it was possible to replace your job with an income from selling options?
That’s what Henry claims he can teach you, and I’m going to give you a complete Invest with Henry review based on my research into his program and my own experience selling options.
Like most people, I discovered Henry through his YouTube channel where he covers options selling strategies. His content is pretty solid, especially for beginners who are trying to wrap their heads around how this stuff works.
What got my attention was his focus on helping people with smaller accounts build income through options trading. He also offers access to his actual trades through a private Discord community, which seemed like it could be valuable.
But since I’ve been trading options myself for over 2 years, I wanted to see what his paid program offers compared to his free YouTube content. I looked into his background, pricing, what strategies he teaches, and what people are really saying about their experience.
I’ll be honest, I’ve found some things that have raised a few red flags, along with some value. So, whether you’re new to options or trying to decide if Henry’s program is worth the investment, here’s what I’ve discovered.

Invest with Henry
Link: Invest with Henry Options Coaching Academy
Price: $1,800 – $12,500+ and up for Coaching
Who it’s for: No one, unless you have deep pockets and come in with low expectations!
Invest with Henry teaches solid options selling strategies, especially for beginners with smaller accounts.
His free YouTube content is helpful, but his paid program is expensive ($1,800 to $12,500) with unclear pricing and some red flags like inconsistent income claims and trade alerts that may require large accounts.
While the strategies work, the high cost and mixed reviews make me cautious. I’d suggest exploring cheaper alternatives before committing to Henry’s coaching.
Pros: Some basic knowledge shared, attempts at coaching.
Cons: Very expensive, over-hyped marketing, and many negative reviews.
Let’s start with who Henry actually is, then get into the details of what you’re paying for and whether it’s actually worth it.
Who is Uncle Henry?
Uncle Henry, or Henry Moldavskiy, is an options selling coach who built his reputation through YouTube and now offers private coaching and community access through Discord. His main pitch is teaching beginners how to take a small account and scale it into significant income through options trading.
Henry is currently the CEO of Invest with Henry, LLC, and has built a successful YouTube channel with over 108,000 subscribers. He claims to be retired from traditional employment, though in my opinion that’s not entirely accurate since he runs his own education business. What he really means is that he’s no longer working a 9-5 job.
I’ve watched quite a few of Henry’s videos, and it’s clear he knows what he’s talking about when it comes to selling options. He’s particularly good at breaking down the strategies in a way that beginners can actually understand.
So where did Henry learn these strategies? According to his background, he studied finance and business analytics at Drexel University and then worked on Wall Street before transitioning full-time to trading and coaching.
Henry markets himself as an ex-Goldman Sachs employee, and that through working for GS that he knows what works and what doesn’t. In my opinion, while I believe he did work at Goldman for a time, 7 months is simply not long enough to learn everything you need to be successful.
Henry started Invest with Henry in 2020, around the time when options trading really started taking off on YouTube. Since then, he’s taught thousands of people his strategies through both YouTube subscriptions and his paid coaching program.
The key thing you should understand is that Henry built a majority of his fortune during one of the biggest bull markets in recent history, which is important to consider when evaluating his track record and strategies.
Given the fact that Henry says you can turn small accounts into life changing income. What are the actual strategies he uses?
What trading strategies does Henry teach?
Henry’s approach is pretty straightforward, he sticks to five core options selling strategies that form the foundation of his entire coaching program.

These include selling cash secured puts, covered calls, put credit spreads, call credit spreads, and then the wheel strategy. If you’re new to options, simply stated these are all strategies focused on collecting premium by selling options rather than buying them.
Since I’ve traded these same strategies myself, I can tell you they’re solid approached that work well in certain market conditions. What I like most is that you can potentially profit when a stock goes down slightly, trades sideways, or even goes up. You don’t need to nail the exact direction of the market.
That said, like any trading strategy, these aren’t a way to get rich quick. Each strategy can work great in certain market environments and challenging in others. So it’s important to understand the pros and cons to this approach before starting to trade.
The real question is whether Henry’s teaching adds enough value beyond what you can learn elsewhere, and whether his specific approach to these strategies justifies the price tag.
What does Invest with Henry cost?
This took a bit of digging to find as Henry doesn’t actually list his prices anywhere on his website.
From what I could gather during my research, it seems like the whole set up is designed to get you on a sales call first. And based on what I’ve read from other people’s experiences, the salesperson will ask about your portfolio size during that call.
To me that feels like they’re trying to figure out how much they can charge you based on what they think you can afford.
Not exactly the most transparent approach.

After reading through various reviews and forum posts, here’s what people stated they were paying for his main coaching program, the Options Income Academy.
- $1,800 for 6 months of access
- $2,500 for 1 year of access
- $7,000 for lifetime access
There’s also a higher tier option called the Options Investment Bootcamp which includes 1 on 1 coaching with Henry over 10 weeks, plus a year of community access.
The price for this? Only $12,500.
I should state that in my opinion $12,500 for a 10 week program, teaching strategies that can be learned elsewhere for much cheaper, is absolutely insane and a waste of money.
The lack of upfront pricing is a red flag for me personally. If you have to jump through hoops just to find out what something costs, that usually tells you everything you need to know about whether it’s reasonably priced.
Invest with Henry Discord Community
The Invest with Henry discord is where members get access to trade alerts and can interact with other people in the program.
Discord access is exclusively provided to one of the paid packages listed above. Based on what I’ve seen, they value this service at around $140 per month, which honestly seems pretty steep compared to other trading alert services out there.
The main draw of course is that Henry shares his actual trades in real time, so you can potentially follow along and see how he’s applying the strategies he teaches. There are also other coaches from his program who share their trades in the Discord as well.
One interesting point I came across, one review mentioned that Henry’s trade alerts really only work if you have around $300k or more in your account.
If that’s true, it’s a pretty big problem. Henry’s whole pitch is that his strategies work for smaller accounts, but if his actual alerts require a massive account size to be effective, that’s a huge disconnect.
This is one of those things where you’d really want to ask some pointed questions during that sales call about what account size you actually need to make the Discord alerts worthwhile. I also recommend recording the phone call so you have proof.
Given the high cost and some of the inconsistencies I’ve mentioned, you might be wondering if his coaching program is legitimate.
Is Invest with Henry a scam?
Look, the trading strategies taught are real and they work, so I wouldn’t call his program a scam in the traditional sense. You’re actually getting access to his Discord, the community, and weekly coaching calls like he promises.
But what bothers me is Henry’s income claims were all over the place, and that makes me question his credibility.
On his YouTube channel, he says he turned $17,000 into $1.8 million. But then on his website, there’s a story about how he took $2,000 and scaled it to $1.5 million. And if you check his about page, it claims he started with $1,000 and built a portfolio worth over $2 million.
So which one is it? $1,000, $2,000, or $17,000? And did he make $1.5 million, $1.8 million, or $2 million? These inconsistencies make me question how accurate any of these claims really are.
Having traded options myself for over 2 years, I can tell you that selling options is definitely not some get rich quick scheme. It takes time, patience, and solid risk management.
I think Henry genuinely knows what he’s talking about and has probably had real success. Options selling worked incredibly well during the bull market run of 2020 and 2021 when everything was going up.
But in volatile markets like we’ve been seeing lately? Selling options gets a bit trickier, especially if you’re not following strict risk management rules. The strategies that made people money during the bull run can bite you pretty hard when things get choppy.
With that being said, it’s important to take into consideration on what people are saying about their experience with Henry’s program.
Invest with Henry Reviews
Before deciding whether Henry’s program was worth it, I spent quite a bit of time digging through feedback from current and past members. I wanted to share what I found so you can make an informed decision too.
Positive Feedback
Most of the reviews I came across were actually positive, which was encouraging to see. A lot of people mentioned going from knowing basically nothing about options trading to having a solid foundation they could build on. Many said Henry’s teaching style really clicked for them, especially as beginners trying to wrap their heads around these concepts for the first time.
However, it’s worth noting that it’s hard to tell how legitimate some of these positive reviews actually are. From what I’ve found, they’re currently having issues with Trustpilot due to questionable review practices, which definitely makes you wonder about the authenticity of some of the feedback out there.

Negative Feedback
Several people complained about feeling misled by the promises versus what they actually received. One person mentioned paying $6,000 (YIKES!) and feeling like the Discord content wasn’t much different from free YouTube videos. They also weren’t happy with the Monday and Wednesday Zoom calls, saying Henry seemed disengaged and that most of his recent trade recommendations were either losers or barely profitable.
Another customer of theirs stated they paid around $4,700 total, including one on one coaching, and claims they lost $70,000 following the investment recommendations, only to have Henry’s team cut off communication afterward.
What stands out to me is that these aren’t just complaints about losing money, which happens in trading, but about feeling like the service didn’t deliver what was promised and that the quality of guidance wasn’t worth the premium price tag.
Invest with Henry Review: Final Thoughts
With everything up to this point in mind, here’s my honest assessment of whether Invest with Henry is worth your money.
While the strategies he teaches are legitimate and can work, he definitely oversells them to drive course sales.
If you’re considering joining, expect frustrating sales tactics with no upfront pricing. You’ll pay $1,800-$7,000 for the Options Income Academy or $12,500 for one on one coaching. While there are positive reviews, they’re currently having Trustpilot issues over questionable review practices.
Some concerning red flags include inconsistent income claims and the fact that his Discord alerts apparently work best with large accounts, despite his small account friendly marketing.
Several negative reviews mentioned their customers felt misled and some lost a significant amount of money following the recommendations.
Give, the steep prices and these issues, I’d recommend looking into alternative services that offer similar strategies without the premium price tag and questionable practices.
Have you been a student of Henry’s? I’d love to hear about your experience in the comments below!