Introduction
Hello and welcome to the final lesson of our course on decision-making strategies.
In our previous session, we learned how to conduct a pre-mortem analysis. By imagining a decision has already failed, you can proactively identify risks and weaknesses in your plan that optimism might otherwise obscure. This process gives you a clear-eyed list of potential pitfalls.
Today, we'll take that insight and build a robust system around it. The goal of this final lesson is to develop a personal investment checklist that incorporates entry criteria, position sizing rules, and a pre-committed exit strategy.
This checklist will serve as your personal "flight manual" for every investment, translating your high-level strategy into a set of non-negotiable rules. For someone with your background in computer science and ethical hacking, you can think of this as creating a secure, repeatable script for your financial decisions—one that is designed to protect your system from its greatest vulnerability: your own emotional impulses.
Why You Need an Investment Checklist
Before we build the checklist, it's crucial to understand why it's so effective. In our first module, we discussed how cognitive biases like loss aversion and overconfidence can sabotage our decisions. A checklist is a powerful behavioral tool designed to counteract these very biases.
Trading checklist: essential steps for traders - IG Group
To understand the psychological power of checklists, please read this brief article from IG Group. It explains how a checklist enforces discipline and consistency.
Read the sections 'What is a trading checklist?' and 'Why you should use a trading checklist'. Notice how it acts as a 'psychological barrier' between your impulses and your actions.
A checklist transforms investing from an emotional, reactive activity into a logical, systematic process. It ensures you follow the same rigorous procedure every single time, especially when markets are volatile and emotions are running high. It's the ultimate tool for enforcing the discipline we've been building throughout this course.
Component 1: Entry Criteria – "When to Invest?"
The first part of your checklist defines the conditions that must be met before you even consider deploying capital. These are your non-negotiable entry rules. The goal is to move from a vague feeling of "this looks like a good idea" to a concrete set of verifiable conditions.
These criteria can be a mix of fundamental, technical, and market-wide factors. The article you just read provides excellent examples.
Trading checklist: essential steps for traders - IG Group
Now, let's explore what kind of rules can form your entry criteria. This resource from IG Group provides a comprehensive list of potential checklist items.
Scan through the sections 'Technical analysis checklist for trading', 'Fundamental factors to consider before trading', and 'Trading checklist questions'. You don't need to memorize every point, but rather get a feel for the types of questions you should be asking. These will become the building blocks for your entry criteria.
Your entry criteria should also incorporate the findings from your pre-mortem analysis. A key entry rule could be: "Have I conducted a pre-mortem, and are the identified risks acceptable and manageable?"
Examples of entry criteria include:
- Fundamental: Does this investment align with my long-term goals? Have the project's security audits been completed by reputable firms?
- Technical: Is the asset's price above its 50-day moving average? Has it broken out of a consolidation pattern on high volume?
- Risk-Based: Have I completed a pre-mortem? Is the potential reward at least twice the potential risk?
Component 2: Position Sizing – "How Much to Invest?"
This is arguably the most important component of your checklist. Position sizing determines how much capital you risk on a single trade. It's the primary mechanism that ensures no single bad decision can wipe you out. Your success as an investor depends less on being right and more on how much you lose when you're wrong.
A common and effective method is to risk a small, fixed percentage of your total investment capital on any single trade, typically 1-2%.
Position Sizing & Stock Trading Strategies by Adam Khoo
This video by Adam Khoo provides a clear, mathematical approach to position sizing. It breaks down the process into a simple formula that you can apply systematically.
Watch from 01:49 to 09:16. Pay close attention to the three steps of position sizing and the formula used to calculate the number of shares (or tokens) to buy.
To summarize the core formula from the video:
Position Size = (Total Capital × % Risk per Trade) / (Entry Price − Stop-Loss Price)
Let's break that down:
- Total Capital: The total amount of money in your investment account.
- % Risk per Trade: The maximum percentage of your capital you're willing to lose on this one idea (e.g., 1% or 0.01).
- Entry Price: The price at which you plan to buy.
- Stop-Loss Price: The price at which you will sell to cut your losses if the trade goes against you. This is a pre-committed decision.
The result tells you exactly how many shares or tokens to buy to ensure that if your stop-loss is hit, you only lose your predetermined amount (e.g., 1% of your capital). This formulaic approach removes all guesswork and emotion from the "how much" question.

Component 3: The Pre-Committed Exit Strategy – "When to Sell?"
Deciding when to sell is often more emotionally difficult than deciding when to buy. Greed can make you hold on too long, while fear can make you sell too early. To combat this, you must define your exit conditions before you enter the trade.
An exit strategy has two sides: managing losses and taking profits.
Trade Management Strategies: How to Maximize Gains & Minimize Risk (My Approach)
This video on trade management explores different strategies for handling both losing and winning positions. It will give you a framework for defining your exit rules.
Watch from 01:13 to 08:25. The first part (until 04:03) covers the importance of a predetermined stop-loss for managing losses. The second part explores various ways to manage profitable trades, such as taking partial profits or using trailing stops.
Your exit strategy should be written into your checklist with absolute clarity:
-
Exiting a Losing Trade (The Stop-Loss):
- This is your mandatory escape hatch.
- The price is already defined in your position-sizing calculation.
- The rule is simple: If the price hits your stop-loss, you sell. No exceptions, no second-guessing, no "waiting to see if it bounces back." This single rule is the most powerful defense against catastrophic losses.
-
Exiting a Winning Trade (The Profit Target):
- This is your plan to prevent greed from eroding your gains.
- There are several valid strategies, as the video explained:
- Fixed Target: Sell when the price reaches a pre-defined target (e.g., a price that gives you a 2:1 or 3:1 reward-to-risk ratio).
- Trailing Stop: As the price moves in your favor, you manually or automatically move your stop-loss up to lock in profits.
- Partial Sells: Sell a portion of your position at a first target to secure some profit, and let the rest run with a trailing stop.
The key is not which strategy you choose, but that you choose one in advance and write it down.
Putting It All Together: A Personal Investment Checklist Template
Now, let's combine these three components into a practical checklist template. You can copy this Markdown template and adapt it for your own use. Fill it out for every single investment you consider. If you can't tick all the boxes, you don't make the investment. It's that simple.
My Investment Checklist
- Asset/Idea:
_________________________ - Date:
_________________________
Part 1: Pre-Analysis & Entry Criteria
- My Rationale: My investment thesis is:
_________________________ - Pre-Mortem: I have conducted a pre-mortem, and the top risks are manageable.
- Fundamental Criteria:
[Your custom rule, e.g., Project has a clear use case] - Technical Criteria:
[Your custom rule, e.g., Price is above the 50-day moving average] - Risk/Reward: My profit target is at least 2x my stop-loss distance.
- Decision: Proceed to Position Sizing? (YES/NO)
Part 2: Position Sizing & Execution
- My Total Capital:
$___________ - Risk % per Trade:
1% - Max Dollar Loss:
$___________(Capital × Risk %) - Planned Entry Price:
$___________ - Stop-Loss Price:
$___________ - Risk per Share/Token:
$___________(Entry - Stop-Loss) - Position Size (Shares/Tokens to Buy):
___________(Max Dollar Loss / Risk per Share)
Part 3: Pre-Committed Exit Strategy
- Loss Exit: I will exit my entire position if the price hits $
___________(My Stop-Loss). - Profit Exit: My profit-taking strategy is:
[e.g., Sell 50% at $X (2R target) and trail the rest with a 20-day EMA]
Conclusion & Course Wrap-Up
Today, we have built the final tool in your decision-making toolkit: a personal investment checklist. This framework integrates everything we've learned, from acknowledging cognitive biases to systematically managing risk.
Key Takeaways:
- An investment checklist is a practical system to enforce discipline, ensure consistency, and overcome emotional decision-making.
- A robust checklist is built on three core components: clear Entry Criteria, mathematical Position Sizing, and a Pre-Committed Exit Strategy.
- Position sizing is your primary risk management tool. It dictates how much you can lose, allowing you to survive inevitable mistakes.
- Deciding your exit points (for both losses and gains) before you invest is critical for protecting you from fear and greed.
This lesson marks the end of our course. We began by understanding the foundational psychology of decision-making and the two systems of thought. We then moved to practical frameworks like the weighted decision matrix and the 10/10/10 rule. Finally, we applied these concepts to the high-stakes world of investing with the pre-mortem analysis and now, the investment checklist.
You now have a powerful set of mental models and practical tools to approach your personal and financial decisions with greater clarity, discipline, and confidence. The journey to becoming a better decision-maker is ongoing, but you have built a fantastic foundation. Congratulations on completing the course