Long before trading systems, backtesting, and high-speed execution, there was Speculation as a Fine Art and Thoughts on Life. First published in the early 1900s and often attributed to Dickson G. Watts, this short book offers a rare thing in trading: timeless wisdom.
Despite being written more than a century ago, I still use a few of its core principles in my trading today. They’ve shaped the way I think about markets—and about life.
If you’ve never read it, you can find the full PDF here:
👉 Speculation as a Fine Art and Thoughts on Life (PDF)

1. “The elements of success in speculation are: Self-reliance, Knowledge, Experience, and Calmness.”
These four words are more relevant than ever.
- Self-reliance is why I believe in building your own system—not copying someone else’s.
- Knowledge is why we created the MarketMates Learn section.
- Experience is why every trader needs time in the market to truly find their edge.
- Calmness? That’s your superpower when markets get messy.
2. “The man who can be right and sit tight is uncommon.”
Holding your winners is harder than it sounds. It takes confidence, conviction, and a clear plan.
At MarketMates, we focus on helping traders build those plans—so when a good trade comes along, you don’t cut it short out of fear or impatience. We believe in trading with purpose, not noise.

3. “The average operator is apt to lose more by overtrading than from any other reason.”
(And: “Add to a position only when it is a clear winner, and do it with caution.”)
Most traders focus on getting in. But what you do after the entry matters just as much.
One of the most underrated skills is knowing when—and how—to scale into a winning trade. Watts warns against blindly adding, and he’s right. I’ve seen more accounts damaged by aggressive pyramiding than by initial risk.
When you’re ahead, you want to protect your edge, not overexpose yourself.
At MarketMates, we encourage a structured approach: only add when a trade is clearly working and the market context still supports it. Even then, do it smaller, with defined levels and rules in place. Confidence is good. Complacency isn’t.
4. “Losses must be cut quickly.”
It’s old advice, but it works.
Risk management is at the heart of what we teach. No amount of strategy matters if you can’t manage your downside. That’s why one of the first rules we share with new traders is: keep your losses small, and consistent.
Final Thoughts
There’s something grounding about reading a book like this. It reminds you that markets change, but human nature doesn’t. The same psychological battles traders faced in the 1900s? We still face them today.
If you’re serious about trading, take the time to read it. You might be surprised how much of it feels relevant.

Frequently asked questions
What is Speculation as a Fine Art and Thoughts on Life?
It’s a short book on trading and life philosophy, attributed to Dickson G. Watts. First published in the early 1900s, it offers timeless wisdom still relevant to traders today.
Why is this book still useful for traders?
Although the markets have changed, human behaviour hasn’t. The book’s focus on self-reliance, patience, and disciplined speculation speaks directly to challenges modern traders face.
Where can I read Speculation as a Fine Art?
You can access the full PDF here:
👉 Read the book
How does this relate to MarketMates?
At MarketMates, we believe in simple, principled trading—just like Watts advocated. Our platform and education resources help traders develop discipline, self-reliance, and confidence.
Sources
Marketmates uses only high-quality sources, including peer-reviewed studies, to support the facts within our articles. Read our editorial guidelines to learn more about how we fact-check and keep our content accurate, reliable, and trustworthy.
Sources & Recommended Reading:
- Speculation as a Fine Art and Thoughts on Life by Dickson G. Watts – The original text that inspired this article.
- Trade Your Way to Financial Freedom by Van Tharp – A modern guide to building trading systems that fit your personality.
- Market Wizards by Jack Schwager – Insights from top traders, including Ed Seykota’s lessons on risk and mindset.
- Trading in the Zone by Mark Douglas – Essential reading on mindset, discipline, and mental clarity.



