market-commentary

Five Steps to Becoming a Better Investor

Great trading is not a home run derby; it is a daily slog through good markets and bad.

James "Rev Shark" DePorre·Jul 5, 2025, 10:00 AM EDT

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The first thing most people learn about the stock market is "buy low, sell high." While that is excellent advice, it is merely a statement of the desired outcome without any insight into how to achieve that goal. Making money in the stock market requires a series of steps, each of which presents numerous challenges.

There is no simple and easy secret to investment success. If there were, then computers would just apply an algorithm and control the world. The production of substantial trading profits is a function of several major skills that are quite subjective, and then working to improve them for a long time. If investing were simple and easy, then it would not be so potentially lucrative. Like most things in life, good results require effort.

The foundation of market success is comprised of five pillars. Stock selection, timing, investment management, conviction, aggressiveness, and persistence. Let's take a look at each one.

Stock Selection

Picking the right stocks makes the hard work of trading much easier. For many, the search for the next big winner is one of the most enjoyable aspects of trading. Finding something exceptional that is still largely unknown is how you make big money. But many traders don't know how to find good ideas, and they tend to gravitate toward familiar big-cap names that are discussed endlessly in the business media. That can work very well, depending on market conditions, but to achieve great results, you must develop ways to generate a steady flow of new ideas consistently. The shorter your time frames, the more new ideas you will need to have.

Picking the right stock matters more than anything else, but this is much more difficult than most investors recognize. Warren Buffett has stated that great stocks are extremely rare and maybe only 20 will be found in a lifetime of investing.

The great things about the market are that you have an unlimited number of chances to find a great stock as long as you protect your capital. You can strike out, and you can just keep trying until you eventually get it right. The important thing is that when you are wrong, you recognize it quickly and do not let losses grow too big, and when you are right, you must make extra effort to make sure you fully benefit from it.

Timing

Before you can effectively trade or invest, it is essential to understand what sort of market you are dealing with. Every market environment is unique in some way, and before you can navigate it effectively, you must understand where the opportunities lie.

At the most basic level, there are bull markets and bear markets. It is more challenging to make money buying stocks during a bear market when they aren't increasing in value. However, simply recognizing that there is a poor market environment and that it is a good time to sit on the sidelines and wait will put you ahead of the vast number of market participants who don't have an understanding of what is going on.

Market timing goes well beyond bull and bear markets. There are always rotations taking place between groups, like value and growth. There are also major themes like AI, quantum computing, and nuclear energy, and that is where the best opportunities tend to develop.

Some markets have highly correlated action where all stocks are moving in tandem. Other environments favor stock-picking or momentum stocks.

Once you find a potential investment star, the main priority becomes timing how you buy and sell it. Overall market conditions can kill even the best stock, but they can also create great opportunities. The harsh truth about timing is that it is impossible to do it with a high degree of precision. No one in the history of the stock market has been able to predict the inevitable ups and downs with any great degree of accuracy over a lengthy time period. Great investors learn to react as conditions change rather than pretend that they have some special insight into what will happen.

Investment Management

One of the greatest things about the stock market is that as long as we have cash, there will always be another opportunity to produce a profit. Capital is our most precious possession when it comes to trading and investing, and has to be protected. Astute stock-picking and effective timing will offset a multitude of other mistakes, but mistakes, disasters, and bad luck are inevitable, which is why money management is so important.

The single greatest determinant of market success is investment management. The standard advice, which is irrefutable in its logic, is to 'cut your losers short and let your winners run'. Like 'buy low, sell high,' it is a goal, and actually doing it is the challenge. The heart of money management is to minimize losses and maximize gains. But that is far harder to do than it sounds. Money management systems can be highly subjective. What works best will depend on styles, time frames, emotions, market timing, and numerous other factors. The ultimate goal is to keep account balances as close to highs as possible. That allows for the compounding of gains and avoids the unproductive work of recouping profits.

If your money management is solid, you can handle stock picks that don't work with minimal damage. More importantly, good money management will keep you in the best trades and prevent you from selling prematurely.

Designing a good money management system is extremely difficult. We could devote an entire book or two solely to that topic, and even then, what works will vary based on the market.

The most important thing to understand about money management is that you must have some sort of plan. Any plan is typically better than emotional reactions. Plans force you to contemplate both success and failure, and that has great value. Too many traders fail to consider that their trades may go bad, and when it does happen, they freeze and do nothing.

Conviction/Aggressiveness

The only way to produce exceptional returns is to take some risks. Risk and return are inseparable. When we have an edge, it is important to press. Good traders who are afraid of volatility and refuse to take a higher level of risk cannot grow and prosper. The trick is to control speculation so that you aren't just some random gambler acting on gut feel.

If you are going to be aggressive, you need to be able to state clear reasons why and use a money management system. Too often, aggressiveness is a function of frustration rather than careful planning, and that can lead to disaster.

The most successful traders take big risks. They are constantly pushing themselves to find ways to produce bigger gains in the context of an effective money management system. Learning to deal with routine volatility is one of the most difficult things for many traders to do, but it is at the heart of becoming a more successful trader.

Persistence

Without persistence, the previous pillars of trading success outlined above are meaningless. It is necessary to work on these skills every day if you want to succeed.

Great trading is not a home run derby. It is a daily slog through good markets and bad. Just like the stock market, traders go through cycles of ups and downs, and you have to be able to take that in stride and keep pushing.

Half the battle of being good at something is knowing what you need to work on. For traders, that means money management, timing, stock selection, conviction/aggressiveness, and persistence. Each of those must be balanced to some degree, but when you put them together in an effective manner, trading success is nearly inevitable.

At the time of publication, DePorre had no position in any security mentioned.