Option Series Diamond - Cashflow Strategies & Risk Management

Using Options to boost returns on your investment portfolio

What we cover in the Option Series Program (Diamond Level)

Most short-term minded option traders are completely unaware of the 'risks' of using options. They end up with long periods of bliss, giving them the false sense of ‘super-stardom’, and then eventually get wiped out by a single black swan event. This happened to a lot of people during the Covid-19 corrections. Another very common error inexperienced investors/option traders often make is they blindly close long option positions by selling it (when selling may not be the most optimal course of action), leaving lot of money on the table ... there are times when exercising the option and closing the underlying stock position could be more optimal. These are just some very common mistakes people make. However, when used in the right way, options on can be very versatile instruments that can be elegantly incorporated as part of any long term investment strategy, significantly boosting returns.

In the Option Series program we extensively cover:

  • Ways of using options to fund your long term investments
  • Large number of short-term cash flow generating strategies that can enhance your returns, without compromising on the 'risk'
  • Various ways to position yourself to be able to acquire more shares of your chosen businesses at attractive prices
  • Ways of generating an attractive yield on the cash, that is waiting to be deployed into suitable opportunities
  • Strategies that can potentially generate explosive profits by risking very small amounts of capital and very low risk
  • Large number of case-studies that explain step-by-step, option strategies that we have ourselves deployed over the years and will be executing going forward
  • Quizzes & exercises after every lecture, which will reinforce your understanding of every concept covered in the lecture videos
  • Ongoing monthly release of new strategies focusing of prevalent market conditions

In the Diamond Level, we cover the below modules (everything included in Silver plus much more):

Apart from that, we conduct live ZOOM tutorials every month where we discuss case studies and address doubts and questions. We provide excellent support through our private Facebook group, which ensures none of our subscribers fall behind.

And most importantly, instead of looking at options as just a standalone 'trading' strategy, we show you how everything (options as well as long term investment portfolio) can be integrated together to create a seamless investment framework, that builds wealth.

IMPORTANT: At the end of each month, new modules are added into our existing course content. Click on Image below to see the entire course content and our latest updates.


Sneak Peak Into The Option Series Program

(Contains snippets from all levels - Silver and Diamond)


Hear from our subscriber:

- Joe, Singapore



I am a GIM value investing program graduate. I am super grateful that I found Rupam's option program to learn about his option strategies and systems. I joined the Option Series Diamond level program in May and the values I got out of this program has blown me away. I highly recommend this program to anyone who is serious about building long term wealth. Even if you are a complete newbie to options just like me, the program has basic knowledge you need to get started. And it doesn't stop there. The advanced strategies Rupam teaches in his Diamond program is unmatched everywhere else. I especially appreciate the time he spent going through every single question in the whatsapp group. Rupam also prioritises risk management over anything else in practicing options. If you are going to learn about options, make sure you learn from someone who knows how to protect wealth and grow, not gamble with wealth. I am personally very grateful to have found Rupam to learn from.

Joe's First Hand Experience

Hear from our subscriber:

- Max J, Valencia



Rupam's knowledge about options and investing is world class. Despite being a successful investor, Rupam takes the time to mentor others and help them succeed along him. The content of the course is unique and probably superior to any hedge fund strategy.


Hear from our subscriber:

- Raymond Koh, Singapore

What I felt was impressive in the options course was that the strategies taught were not based on speculative outcomes. Rupam is also passionate in what he teaches and willing to spend time in answering all the queries we encountered during our learning. If anyone is interested in learning options, this would probably be the only course you ever need.

Hear from our subscriber:

- Keith Tan, Business Owner, Singapore

My journey with MoneyWiseSmart has been nothing short of amazing. I learned very safe option strategies to generate cash or “float” in a safe and risk free manner. Rupam teaches options as a tool to enhance our long term returns and complement our portfolios. This is vastly different from many other courses where they use options as a speculative tool or for short term trading. Some of these strategies and know-how learned from Rupam cannot be found on the internet! I’m glad that I’m in this community as I know that the skills learned will be beneficial for life!

Hear from our subscriber:

- Perlyn Ng, Business executive specialising in the payments industry, Singapore



I had been a value cum growth investor for more than 5 years. However, I have avoided Options as I have heard many people being burnt by Options Trading. When I heard that MoneyWiseSmart Option Series Program is borne out of the Long Term Investing mindset and not Options Trading, I took a leap of faith and enrolled on it 4 months ago. Since then, I had not looked back, as the self paced course is structured such that a person with no knowledge of Options can easily understand and apply. It is also aided by the monthly Q&A tutorials which allow subscribers to clarify any questions. Thank you MWS for empowering investors with the right Options knowledge.

Hear from our subscriber:

- Loh Wei Zhou, Singapore



Hi everyone,

This is Wei Zhou. I have joined the Option Series course for a while now and I must say it has been a wonderful learning experience. Rupam is an amazing tutor with a wealth of experience. Most online option coaches would share a set of fixed strategies and how to implement them. However, Rupam goes beyond and teaches the principles behind each position. He adopts a long-term view towards consistent wealth generation rather than short-term wins. This ensures we are equipped with the knowledge to not only carry out the strategies but to modify them to best suit the situation.

This is a highly undervalued course that I wish I had joined earlier. The post-course support, regular tutorials, and case studies are really helpful in my investment journey.

I managed to recover the initial course fees within a short period of time and am confident that the skills I’ve learned will benefit me for the rest of my life. I highly encourage everyone who has investable cash to join the course and take an active step towards wealth generation.

Cheers and see you in the community!

Hear from our subscriber:

- Low Chen Chong, Singapore



My name is Chen Chong.

I am a subscriber to both Investing Fundamentals and the Diamond Level Options series.

I restarted my investment journey in the beginning onslaught of Covid-19. Lockdowns and reduced work opportunities, I decided to invest in myself with financial knowledge to once again explore wealth compounding.

For options series, this is NOT your usual trading strategy course. It is used as a tool for long-term compounding and to own shares at chosen prices. Earning a fee (premium) while waiting for the price of the share to drop to my selected price was a brilliant discovery. Options Greeks and time value of money concept were just mind-blowing! Very thankful to the MoneyWiseSmart team for putting up 3 special sessions to help jump-start our option learning.

Investing Fundamentals is highly recommended to beginners. How to value a company properly is the backbone of investing. Research methodology and discounted cash flow (DCF) modules were explained in detail. With monthly sessions and active FB discussions, I was able to clear my doubts and further enhance my understanding of business valuation.

Synergy is the word I can describe for the above 2 modules combined. Knowing the value of the company then using it to price my options strategy. End result is getting more of a company at great prices and getting paid while waiting. Amazing!

Thank you MoneyWiseSmart. I have just upgraded myself through your programs. The value I gain is multiple times the fees I paid, and the value keeps compounding.

Hear from our subscriber:

- Kelvin Soh, Singapore



The Option Series program offered by Money Wise Smart has been the MOST comprehensive options course I have ever came across. What differentiates the Option Series program from other programs I came across is the focus on the First Principles of investing which sets up the students for long term success instead of just chasing speculative short term trades that are highly destructive to wealth accumulation in the long run. I personally find that the course fee is severely under valued because I have made more then 10x what I paid in the first 2 months of spending the time and effort to learn the timeless investing concepts from the Option Series program. I highly recommend serious investors to join this program and benefit from the ongoing community we have here and accelerate your investing journey.

Course Curriculum


  Option Payoff Diagrams / Risk Graphs
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  Options - Important Considerations Before You Transact
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  How businesses use options
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  Get Creative With Option Combos
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  Long Term Returns / Calculating Option Returns / Tracking Option Float & Capital
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  Case Study : JD.com - Selling Puts To Acquire Shares / Generate Float
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  Case Studies: Berkshire Hathaway Call Option_High Reward To Risk
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  Case Study: Insperity - Navigating Stock Price Crash After Selling PUTs
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  Horizontal Spreads / Calendar Spreads
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  Ratio Spreads & Applications- To Be Released
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  Option Arbitrage Strategies - To Be Released
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  Month 3 Release (Published August 2020)
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  ATM Strategy [Diamond only]
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  Tutorials
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Get started now!



Hear from our subscriber:

- Priscilla Soh, Singapore



Prior to joining MoneyWiseSmart (MWS) options series, I had taken a course with an overseas options ‘expert’. His strategy was to generate regular cashflow through trading options on range bound stocks using stop loss and stop limit. Very soon, i got into trouble because i had a weak foundation and did not understand that I was engaging in trading behaviour and not investing. When one of my trades went badly wrong, i took my losses and quit options concluding that it is one of those speculative strategies and wasn’t suitable for me.

10 years passed, MWS options series was recommended to me by members of an investing community which I am part of. With the many positive reviews from those who had attended the course, I decided to give options another try. Boy, I was blown away.

Now I would say with strong conviction that MoneyWiseSmart is one of the best courses I have attended in the world of Investing. Rupam’s approach is systematic, conservative, low risk and always having the long term goal of growing one’s portfolio in mind. Through his course, I learned many interesting strategies have made me great returns which I didn’t know was possible. This has greatly accelerated my portfolio growth. I highly recommend this course to anyone who is interested to use options to enhance their portfolio growth.

Hear from our subscriber:

- TK Teoh, Singapore



My name is TK Teoh.

I know Rupam and Fun Liang for many years, I respect both of them a lot and we use to have an investment study once a month back in 2017 together. The amount of research they did for a company is amazing and very in-depth in quantitative. Rupam’s years of experience working in the corporate world, also make him good in the company’s founders/CEO qualitative research. When I first heard Rupam and Fun Liang opening up class for options, I do not hesitate at all, signed up for Diamond members (the highest level), because I know the value I will get from their course can easily recover the course fees.

Option cash flow strategy has solved the one problem I have, which is whenever I uncovered an interesting company that could be the next multi-baggers, I always need to think about which company to liquidate to fund the new purchases. But now I can generate income and fund this new investment via selling options safely.

I benefited a lot from MoneyWiseSmart Team option course, I encourage you all to join.

Hear from our subscriber (who has now joined us as a coach):

- Vaibhav Shukla, London



Thank you so much for the Tutorial zoom session yesterday. I am at the stage in my investment/trading life where I can probably say that I do not need any more courses or sessions but I decided to join the course for one simple reason.

What Rupam Deb and Moneywise Smart is providing is a simple, easy to understand, and easy to follow principles and techniques to give that extra edge one needs while managing the investments. Most importantly with humility and respect for the market. No chest thumping, no get rich quick tips, no "look at my car and my house" voyeurism. I have followed him silently on JMIA and BRK B positions and I can immediately see the value this course could bring to me (even though I have been investing/trading since 2001 though not on full time basis). Some of what I have seen is the "ah ha" moment for me, when you know the theory but someone explains you the application and you feel "oh so even that is possible too, wow".

My style is little different and I am also in TA, but I can feel right away the value I will receive from this course and being part of this community will be well worth it. Thank you very much.

Hear from our subscriber:

- Clinton Rezeki, Canada



Once you learn how to analyze businesses and have potential compounders that you have strong conviction with, that you’re ready to tranche in, the Option Series will be very useful. Rupam will teach you ways to use options to create a win-win scenario when trying to initiate a position in a business. To clarify, the option series by MWS is not for speculators or traders. It is purely for long-term investing purposes. This is how people like Warren Buffet and Matthew Peterson use options. Options is a very useful tool if used the right way and can be a dangerous tool if incorrectly used. Hence, having a solid foundation in options with the right long-term mindset is crucial. I can’t emphasize enough; this mindset is extremely important when using options. Rupam is an amazing teacher and more importantly, he’s very passionate. He has ample experience in both using options the wrong way and the right way, which makes it very interesting when listening to his stories. The option series will save us from innumerable miserable experiences that short-term traders or speculators experience. Take the entire total access package, you won’t regret it.

Hear from our subscriber:

- Yong Perng Tan, Singapore



The option series program by MWS is easy to follow where Rupam breaks down all the key concepts in his videos, coupled along with actual case studies on how to apply these concepts in real life.

In the course, Rupam teaches you a systemic approach on how to use options strategies to enhance the return of your long term positions that you could replicate again and again. Rupam also teaches you the right way to think like a long term investors and incorporate that into this course. One thing I like about the course is that these concepts are repeatedly mentioned throughout the course to make sure they stick with you. There is no blindly following the “rules of thumb” without knowing the rationale behind.

There are a lot of brilliant minds in the community like Fun Liang, Vaibhav and many more who are very willing to share their thoughts and help each other improves. The support system is simply amazing.

I highly recommend this course to anyone who is committed and ready to learn it the right way!

Get started now!



This course is NOT for you if:

  • You’re looking for quick trade recommendations based technical analysis and short term market price predictions
  • You’re a short term thinker, expecting to make money overnight, so that you can go and brag about your winning trade on social media

This course is for you if:

  • If you think like a long term investor and want to grow truly wealthy
  • You’re committed to taking full control of your investing journey towards financial freedom
  • You’d like to feel confident and understand the right principles of investing
  • You are ready to commit the time to work towards getting rich, and not expect it to happen through any 'overnight miracles'

Frequently Asked Questions


When does the membership start and finish?
For the Lifetime membership, it never ends! It is a completely self-paced - you decide when and how many times you wish to watch the videos and go through the exercises/case studies. For the annual subscription program (as and when we offer it), the membership starts immediately after you register and verify your registration, and remains valid as long as you choose to remain a member! You would start with an initial set of modules on registration, and subsequently we will keep releasing brand new modules with new strategies/case studies every month. So you will keep learning and mastering new stuff, as long as you are a member. It is a completely self-paced - you decide when you wish to watch the videos and go through the exercises/case studies.
How long do I have access to the published research videos?
For lifetime members, You will have full access to the course material, the upcoming modules as well as the support group and full access to us (your instructors), for life. We will only keep adding and will never delete anything. Anytime you feel like going back in time to refer to some old videos, it will always be just a click away. For annual subscribers (as and when we offer it) you will have full access to the course material, the upcoming modules as well as the support group and full access to us (your instructors), as long as you remain a subscribed member of the program. We will only keep adding and will never delete anything ... so during your membership period, anytime you feel like going back in time to refer to some old videos, it will always be just a click away.
What if I am unhappy with the course?
We would never want you to be unhappy! If you are unsatisfied with your purchase, contact us within 3 days of your registration, and we will give you a full refund...No Questions Asked! So your subscription is completely risk free
How frequently would you be publishing new modules?
We will usually publish our additional modules on a monthly basis. There would be some months where we will discuss a case study or modules already discussed. In any case our premium subscriber Facebook group https://www.facebook.com/groups/MWS.Courses is always buzzing with discussions on relevant topics and subjects and some of the insightful posts there are akin to a module in itself. Please ensure that you join the premium Facebook group and also do not opt out of the emails, as we would be emailing you and also post on the FB course group when we release a new module. Apart from, we will be conducting monthly tutorials and you definitely do not want to miss them. The value we offer in these tutorials are by themselves worth many times the subscription fees.
How accessible will the instructors be, if we have any doubts that need clarifications?
Very! We take pride in the kind of support we provide to our members. This is not a burden for us as we genuinely enjoy interacting with our members in the FB group (for the course subscribers). Our members are the very reason why we love doing what we do. Typically we respond within 24 hours (often much earlier than that), and there is absolutely no limit to the number of clarifications you can ask. In fact we encourage you to keep asking till things are 100% clear to you. There are just a few constraints that we have and we would like you to be aware and appreciate: (1). While we encourage you to reach out to us via any form of communication, we would be unable to provide you with one-on-one responses to your course related queries. That is not scalable and we would request you to post in the FB group. That way everybody benefits from our (or other community members') responses (2). We would be unable to provide you specific investment recommendations. Our company's status in Singapore does not allow us to provide investment recommendations. What we will provide you with are general responses explaining the principles/concepts. However we will ensure that our explanations are detailed enough and with examples, so that the solution to your specific trade becomes clear to you. After all...isn't that the whole objective?...'not to give you the fish, but teach you how to fish'. The examples however should not be taken as 'recommendations' (3). There are certain times during the year when I or my partner might be traveling and we might not have internet connections. We might get slightly delayed in our responses during those times. We seek your understanding.
Would there be any promotions or discounts soon? Should I wait for those?
We have a fairness policy that once we have even one customer who has purchased the course at a certain price, we will never let it happen that in the future that price is reduced. There can be other types of promotions, but the future price will never be less than the price today. In fact, we will be increasing the price from time to time, as we continue to add even more content to the course. We will keep enhancing the value that we offer, so you can be assured that even if we offer some kind of promotion in future, the value you are getting today will never be diluted.
What if I start with Silver and want to upgrade later? What if you are offering a bundle price and I want to join that?
We welcome such upgrades and we will encourage you to do so as and when you feel comfortable doing so. You can purchase the plan you want to upgrade and contact us. The upgrades would work in the following situations. 1. Option Series Silver -> Diamond. 2. All other courses -> To a bundled course offering the original course(s) purchased. We will refund you the original purchase price you paid for your current plan. Please note however that this applies only to upgrades. Fairness policy applies i.e. upgrades that do not make sense would not be permitted. For example, Downgrade from Diamond to Silver is not possible. If you have Investment Fundamentals but want to replace it with Option Series Silver, would also not be possible. Please do note that the program you are purchasing will have to be at current applicable prices and the amount we will refund you will be the original purchase price you paid.

Hear from our subscriber:

- Xin Er Chong, Singapore



I have enrolled in both fundamentals and options courses from MoneyWiseSmart, and having been investing for a few years myself, I would personally recommend these courses to you investors. It is suitable for beginners as well as investors who have had some experience in the market, as it starts by explaining simple topics (which will help you kick start the investment journey), then move to the deeper stuff as you go along (and this may help you improve your stock selection and understanding of businesses). They are very good at explaining financial jargons in understandable ways, as well as dissect their thought process in detail, so we can understand what to consider when coming to different businesses, thus improving our investment process and subsequently our results. All in all, a profound and highly recommended course.

Hear from our subscriber:

- Derek Hjorth, Gillette, Wyoming,USA



I have long been invested in the markets through mutual funds and financial advisors, however over the last couple of years I decided to start investing in my education with an intent to manage my own portfolio. I have spent many thousands of dollars and countless hours on multiple education platforms in the last couple years and can say that without a doubt MoneyWiseSmart offers by far the best value of any of the classes I have participated in.

Rupam, Fun Liang, and Vaibhav are all incredible educators. They each have their respective area of expertise that when contributed to the platform results in a huge compounding effect. This is truly a scenario of 1+1+1=much more than 3.

I can confidently say that joining MoneyWiseSmart was one of the best investments I have made. The access afforded by the group is simply amazing. The team clearly has a desire to educate and it becomes apparent in the teams commitment that all of your questions are clearly answered. I can promise that anyone who puts the effort into learning the material will be rewarded by the amazing access and expertise from the MoneyWiseSmart team. I am proud to report that my investment in MWS has already been a Multibagger. Keep up the great work guys and I can’t wait for our next 3 hour Zoom meeting.

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Your Instructor


Rupam Deb / Fun Liang Chia
Rupam Deb / Fun Liang Chia

At MoneyWiseSmart.com we offer investment education programs which guide our subscribers from all over the world, on their journey towards financial freedom, through a set of comprehensive and complementary programs. In our Multibagger Research Series offering, we publish deep dive research content on businesses which are compounders. Our Investing Fundamentals, Financial Statement Analysis and Business Valuation program provides a comprehensive step-by-step framework for identifying, analysing and building a portfolio of high quality businesses. In our Options Series program, we teach strategies for managing risk and enhancing cash returns from the long term investment portfolios, using Options. Everything we do focusses on long-term compounding.

Rupam Deb

I am a full time investor and co-founder of MoneyWiseSmart. I manage an investment portfolio using the fundamental principles of investing, as practiced by some of the best investors on the planet. I was part of the Executive Management team in a LSE listed (FTSE 100) business, where I was responsible for the largest business unit, managing over a billion dollars in revenue. However I was always passionate about value investing and decided to become a full time investor during the peak of the 2008 global financial crisis. The timing turned out to be great, NOT because I was smart enough or lucky enough to find the market bottom...but because I could pack as many investments mistakes (to learn from) as one can possibly commit within a very short period of time. This led me to a massive self-education drive, and eventually I realised that I was not alone. Millions and millions of people go about investing completely in the wrong way, focussing on the day to day movements in stock price and not on the underlying business which the stock represents. My partner Fun Liang and I, co-founded MoneyWiseSmart to address this problem. I have been fortunate to be financially free myself, and it is now our mission to help our subscribers in their journey towards financial freedom. This is our 'Why'.


Fun Liang Chia

I am an avid value investor and co-founder of MoneyWiseSmart. After graduating from the National University of Singapore with a first-class honours in Economics, I discovered my passion in investing. My learning continued with my extensive reading about Warren Buffett, Charlie Munger, Peter Lynch and the likes, and I have never looked back ever since. Nothing excites me more than identifying and analysing great businesses. After more than 6 years of corporate experience in a NYSE-listed consulting firm, dealing with corporate finance and disputes advisory, in both Singapore and Melbourne, I left my Director role to focus full time on MoneyWiseSmart and my own investing journey. I feel delighted to be able to spend my time analysing great businesses to own and at the same time help our subscribers on their journey of lifetime compounding of wealth.

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