Investing Paradigms

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Theory of the Investing Checklist

Whether you decide to make investments into individual companies based on long term business expectations, or you choose to pursue some other strategy that requires selecting individual investments from amongst many, it can be very helpful to develop a checklist for yourself to aide in selecting investments.  The primary purpose of a checklist is to help prevent you from making mistakes.  These are often mistakes of omission: forgetting to verify some aspect of the investment because other factors are compelling.  Many professions and functional work areas use checklists for this purpose, with some notable ones including pilots, surgeons, and certain military functions.  These are all high stakes environments where mistakes can have an incredibly high cost, and checklists are part of a system that assists those professionals in avoiding mistakes.  Investing can also have high stakes which can dramatically affect your life or those around you when done particularly wrong (or right).  While an investing checklist will help you avoid technical mistakes, it will more importantly help avoid errors in judgement resulting from various forms of bias that you may encounter.  Eliminating arbitrary bias and identifying when emotions might be factoring into a decision will help avoid potentially very costly mistakes.

A checklist should be developed and maintained over time, taking into account your own personal disposition and types of actions you tend to take when making an investment, along with the experience you gain through practice.  You will discover over time that you may be prone to different mistakes including those stemming from bias, psychological, emotional, or technical areas, among others.  You will make mistakes from time to time, and learning from them will help make those mistakes worth their cost.  Updating your checklist based on those mistakes will assist with learning and solidify your efforts to avoid similar mistakes in the future.  Your checklist will evolve and change, helping you reinforce your learning and ultimately making you a better investor over time, quite often leading to significant increases in long term returns.

The below checklist is not complete.  It is not complete for two different reasons.

  1. It is not based on your own unique behaviors, approach, and personal attributes, and therefore will not cover all areas that you will need to check based on your own attributes as an individual. 

  2. It deliberately covers many, but not all, areas that could be on a checklist, to ensure that you think through the types of things you should have on your own checklist.

This can however serve as an example to help you generate your own ideas for your own checklist, and potentially if you find it suitable for you, form the base from which you can build your own checklist around your needs.

You will also note that the style of this particular checklist is meant to help you in the search for individual investments, taking into account the screening effort that goes into finding good investments.  The process that is embedded into this checklist is meant to make screening as efficient as reasonable to review opportunities, as any investor has limited time for this activity.  Even professionals who spend 80 hours a week cannot complete an exhaustive review of every opportunity available, and must determine in some way where to focus their attention.  While moving on quickly from some investments will inevitably mean that you miss opportunities some of the time, the number of mistakes you will avoid will very likely far surpass those opportunities that you will miss.

The checklist is presented in two formats.  The first is each item with explanatory text discussing justifications and how to consider it properly.  The second is just the checklist with no explanations.  Either or both could be potentially useful depending on your personal context and level of familiarity with the concepts.

The checklist is also parsed in a manner that you are seeking a “yes” answer to the questions posed.  This results in some wording that may seem backward for the point it is considering, but makes the common ideal answer the same for each question.  Feel free to adapt that aspect if different wording for any point would work better for you.

Before you begin using the screening checklist

Have you updated the checklist with your own items, based on your own psychology, personal concerns and blind spots?  If you have made mistakes in investing in the past, are you satisfied that the checklist you will use will help prevent you from making those mistakes again?  If not make sure you add and modify the checklist to work for you, as you will have different requirements than anyone else to make sure you are investing in the way that most effectively meets your needs.  The starter checklist below will assist in avoiding common mistakes and as a baseline to adapt to your own circumstances and preferences.

The complete checklist below, for ease of use

Primary Initial Screen

☐ : Is this investment in my circle of competence?  Do I currently thoroughly understand and am I able to completely understand this opportunity?

☐ : Do I believe this is an investment that may offer outsized upside with limited downside in the long term?

☐ : Optional question – Am I able to determine if this company operates in line with my personal ethical, religious or other preferences?

Secondary Initial screen

☐ : Do I know and understand the primary factors driving the business and what will affect its future success?

☐ : Can I confirm I am not making a decision based on the fear of missing out?  Can I confirm that there isn’t anything pressing me to do this that doesn’t have something to do with fundamentals?

☐ : Am I prepared to hold this investment for at least 3 years and possibly longer?

☐ : Can I confirm that I do not I require the use of Excel or other analysis tools to understand that this is a good investment?

☐ : I can complete the simple statement “Company X is significantly undervalued at the current market cap of Y because of the following 3 (or less) primary reasons a, b and c”?

☐ : Based on my preliminary assessment, is it likely that there is an acceptable margin of safety for this investment?

Detailed Screening Questions

☐ : What are the management incentives?  Are they aligned with the long term interests of the business?

☐ : Is management open and honest with shareholders?  Or are they too oriented to “selling” the company or stock?

☐ : Is management focused on return to shareholders or are they too focused on other priorities?

☐ : Does the industry or the company as a whole have tailwinds?

☐ : Does the company have a moat of any kind (sustainable competitive advantage)?

☐ : Are there insiders buying significant amounts of the company?

☐ : Can I confirm there is no concerning amount of insider selling?

☐ : Are the factors I am looking at actually impactful on the future of the company?  Have I weighed the right factors correctly?

☐ : Am I able to project the probable outcomes for the business over at least the next 3-5 years?

☐ : Can I confirm that I am not focusing on short term gains and that I have not started to play the Wall Street quarter by quarter game?

☐ : Is the company founder led?  If not, do the management team act like owners?

☐ : Do I agree with management’s overall capital allocation decisions such as buybacks, dividends, major investments, and major re-investments in the company?

☐ : Regardless of the attractiveness of the investment opportunity, do I believe that this is an overall quality company?

☐ : Is there enough information to determine that this is a quality company?  Does it have a track record, has it demonstrated good fundamental management over time?

☐ : Does the investment opportunity make sense in the context of the risk being taken?

☐ : Is this a cyclical stock - if so, is it more likely to be at the bottom of a cycle or super cycle?

☐ : Can I confirm that I haven’t been unduly influenced by other analysis, news, associates or a source other than my own assessment?

☐ : If I am considering this stock for the dividend, is the dividend stable, growing and in line with my objectives?

☐ : If I am considering this as a growth investment, what is the probability that the company will keep growing for the foreseeable future?  Can I confirm there is low risk that the growth will go down and the company will be revalued at a much lower rate?

☐ : Does the company balance sheet instill me with confidence?  Does the company have more than enough cash to cover both its long term and short term debts for the foreseeable future?

☐ : Can I confirm that there is a low probability of future equity round financing that will negatively affect stock value?

☐ : Can I confirm I have reviewed the company financial statements and have not identified any areas of significant concern?

☐ : Can I confirm I have reviewed the typical valuation metrics and found them favorable?

☐ : Can I confirm there are no major corporate transactions (mergers, acquisitions, divestitures, etc), planned or probable, that may negatively affect the value of the company that I have not fully considered?

☐ : Optional question – Can I confirm to my own level of satisfaction that this company adheres to my personal ethical, religious or other requirements?

Secondary Detailed Screening Questions

☐ : Can I confirm I have not I paid too much attention to the details, and have not avoided the overarching fundamentals?

☐ : Can I confirm that I have not spent so much time on this stock or industry that I now arbitrarily believe in it, just because I spent too much time on it?

☐ : Can I confirm that I have not succumbed to familiarity bias?

☐ : Can I confirm that I have not succumbed to confirmation bias?

Final Screening Questions

☐ : Is this opportunity obvious and clear to me?  Is this hitting me over the head with a bat as an opportunity I should obviously pursue?

☐ : Can I confirm that I haven’t spent too much time looking at the industry or company and am now focused on small gains and not large long-term gains? (Can I confirm I have not started to play Wall Street’s quarterly game by accident?)

☐ : Can I confirm I have not started to believe my own legend?  Am I making investing decisions because I have had recent success?  Am I believing I can now buy this because I am overconfident in my own abilities?

☐ : Can I confirm that there is an appropriate margin of safety for this opportunity at this time?

☐ : If the price dropped by 50% a short time after I bought this without obvious new information, would I be extremely excited by the opportunity to buy more?

Primary Initial Screen

The purpose of this primary initial screen is to disqualify most of the investment opportunities you will come across as quickly as possible.  You have limited time, and if you can not answer all of these questions with a “yes” you should move on to the next potential opportunity.

Secondary Initial Screen

Similar to the primary initial screen, the purpose is to disqualify opportunities quickly.  These might take slightly, but not too much longer, to assess, and will filter for very common biases in investing. This then helps you to further avoid what can be very costly mistakes.  In most cases, if you can’t answer all these questions positively with a very limited amount of review, then you should move on to other opportunities.

Detailed Screening Questions

If an investment has passed the primary and secondary initial screening, there is a good chance that you have found something that might be worthwhile.  However, you must now take the time to confirm that is the case.  It is unlikely that you will be able to answer yes to all of the following questions, but ideally most of the answers will be yes.  For anything that is not a yes, it is a flag that you need to spend time further understanding why it is not a yes, and in the case of this opportunity confirm that it is acceptable.  In most cases, for any no, you should be able to clearly and succinctly record why you are willing to accept that for this investment.  If you are not comfortable with a potential investment do not be afraid to move on to the next opportunity.

Secondary Detailed Screening Questions

These final questions regarding the detailed review should be asked at the conclusion of your detailed review and analysis of the opportunity.  These questions are specifically to check for common bias that occurs after having completed a detailed review of an opportunity.  If you answer yes to any of these questions, there is a good chance you are about to make a significant error.  Consider walking away at this point, or at least very carefully considering your position before you proceed to the final screening questions.

Final Screening Questions

After having completed detailed assessment of an investment, there are a few final questions to address to make sure that the opportunity is in fact a real and substantial opportunity worthy of your investment.  If you can’t answer yes to all of the below questions, this likely not a good opportunity for you, or as a minimum you will have more work to do to understand, validate, and verify that this is real significant opportunity.

Summing up

If you have made it to the end of the checklist and everything is pointing to a buying decision, congratulations, you have most likely uncovered a great opportunity.  In terms of the amount to purchase, that will depend on your circumstances and your other holdings.  It is good to keep in mind that great opportunities do not come around very often, so if you have uncovered one you will want to make the best of it.  Recall that the overall strategy is not one of diversification and is one of concentrating into a small number of great investments.  Consider investing somewhere between 10%-20% of your portfolio into the opportunity to make the most of it.  You will be wrong some of the time and that will not be great, but if you did your screening well, there is a good chance you will be right more often that wrong and you winners will far exceed your losers over time.