Goal of this thread
I have been spending quite a lot of time on Valuepickr recently. One thing I have particularly enjoyed is reading investing journeys and lessons accumulated over years of market experience.
I have a bias towards thinking of investing from a behavioral lens more than the informational lens. Naturally, I enjoyed reading topics like “21 years of lessons…”, “my investing journey..” etc.
One thing I observed is that most of these journeys have been documented by seasoned investors. They are immensely valuable, but they also make me wonder about the journeys that are still unfolding – the intermediate investors, amateurs, and beginners who are currently going through their own transformations.
Similar to the stories and lessons of seasoned investors, I think the stories that are yet to unfold from a wide range of investors (seasoned, intermediate, and beginners) can serve as good lessons for us all. I believe the stories have the power to reveal certain emotional triggers, patterns, and transformations we all go through as investors. And these stories can serve as “open to interpretation” lessons for the readers.
Every investor was once a very different investor than the one they are today. Everyone has gone through some transformations where the initial philosophy, thinking, mindset, and learnings have evolved into something more resilient and mature.
The goal of this thread is to document exactly that and invite investors from all ranges (especially intermediate and amateurs) of investors, as their transformation stories are not that visible and are buried deep in their own personal journey & portfolio threads.
With that being said, I will contribute and start with my own transformation story.
From 80 to 8, From FOMO to Framework: My 6-year journey
I started my investment journey in November of 2021.
My startup (which I co-founded in 2017) received Series A funding, and I finally started getting a decent salary after years of minimum-pay founder hustle. As I come from a middle-class family with a culture of savings and minimalist living, I didn’t have a lot of avenues to spend my earnings. Naturally, I started investing.
At the start, I didn’t have any benchmarks in my mind. My general idea was that it’s better than keeping money in a bank account. This beginner mindset of mine was somewhat advantageous because I did not go out looking for quick returns.
I started investing in large-caps and companies I had heard of. My “thesis” was little more than an opinion, and I didn’t even know the concept of an investment thesis at the time. For example, I would invest in Reliance because it’s a big, successful, large-cap stock, and they have lots of resources and connections to keep surviving and growing as India grows.
I would document nothing; I would buy every month in an unofficial SIP format.
Because I come from a background that is extremely cautious about money safety, I never invested more than 15–20K INR in any one stock. Only later did I realize this mental bias of mine, which stopped me from going deep in one company both in terms of knowledge and bet size.
Things went well without me ever questioning whether I was moving in the right direction. The post-COVID bull run definitely helped in not asking the uncomfortable questions.
Then came April 2022 and with it the Russia–Ukraine war. If I had been running a concentrated portfolio, this event might have forced me to examine why my portfolio suffered and what assumptions I had made. Because of my ignorance-driven over-diversification, my portfolio did not experience any meaningful drawdown. At that time, drawdowns were the only thing I looked at.
What I think was really happening psychologically:
Familiarity over understanding: I was buying companies I had heard about, not companies I understood. Familiarity felt like research.
Fear of being visibly wrong: My position sizes were small, not just because I was cautious. Concentrating capital would have made me make an actual decision and made my mistakes more visible - I wasn’t ready for either.
Diversification as emotional and mental comfort: Looking back, diversification wasn’t only about reducing risk. It also reduced the emotional discomfort of being wrong on any single idea. It also reduced the mental effort needed to take a position.
Bull-market comfort: A rising market delayed self-reflection. Positive outcomes hid weaknesses in my process.
Transformation 1
My first major transformation came around the end of 2023.
What triggered it was the realization that I had accumulated nearly 80 stocks in just two years. The portfolio had become too large for me to understand, let alone manage. I would do a pointless color-counting exercise, counting how many of these 80 stocks were green and how many were red.
At this point, I started noticing that my mutual funds were delivering better returns than my stock portfolio. I also realized that 80 stocks were simply too many for me to track effectively.
I knew I needed some sort of system.
Two things happened during this phase. One helped me grow. The other hurt my portfolio.
The good thing
I finally decided to study the stocks I owned from a business and industry lens. I started with macro-level understanding and chose energy and capital goods as sectors I wanted to bet on over the long term.
With this in mind, I created an Excel sheet of all my holdings. I added columns, started documenting bullet points about each company and assigned my own subjective ratings of good, bad, and great.
For the first time, I benchmarked my returns against the index, and I was disappointed.
I also did a rough capital allocation exercise for the first time.
The bad thing
I over-simplified some investing concepts I would hear repeatedly. One of them was:
“Bet on your winners.”
I didn’t make the effort to understand what a winner actually meant. I simply assumed my biggest gainers were winners because the price had gone up. This made me invest larger amounts into stocks near their peaks. I was following the conclusion without understanding the reasoning behind it. At the same time, I averaged down some of my biggest losers. So I didn’t even follow the half-understood concept I was trying to apply.
When I think about that phase now, one lesson stands out: Incomplete knowledge is worse than no knowledge at all.
My first transformation taught me that activity without a framework can be dangerous. I was trying to improve, but I had neither a system nor a mentor to guide me.
What I think was really happening psychologically:
The illusion of control: The spreadsheet, ratings, and categorization gave me a sense of control over a portfolio I barely understood.
Learning conclusions instead of principles: I heard investing lessons such as “bet on your winners” and adopted the conclusion without understanding the reasoning behind it.
Mistaking price performance for skill: I assumed my biggest gainers were my best ideas simply because the stock price had gone up.
Activity as progress: I confused becoming more active with becoming better.
Transformation 2
My second transformation followed soon after. By this time, I had realized two things:
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Averaging down my losers had been a mistake.
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An 80-stock portfolio was never going to work for me.
This phase was driven by a need to simplify my portfolio without really knowing how. So I chose the easier methods (not correct, just easier), such as booking losses on positions that were deep in the red.
As a result, I often sold at the worst possible time. At the same time, I further doubled down on positions where I was already sitting on significant gains.
One such stock was KPIT Tech. My average purchase price was around ₹700. I added so aggressively during the mid-2024 peak that my average eventually moved up to nearly ₹1,500. Today, KPIT is one of my biggest losers.
This was also the phase where I entered the world of Twitter stock tips. I spent a huge amount of time consuming content from people posting sophisticated-looking analysis and stock recommendations that I neither fully understood nor bothered to understand.
I was deep in FOMO. Every portfolio screenshot felt like evidence that someone else had figured out a game I didn’t understand. I never questioned the authenticity of those screenshots. I never asked how much risk was taken to achieve those returns. I never asked what mistakes were conveniently omitted. I only saw the outcome.
Almost all of those portfolios contained a handful of stocks that were missing from my own 70–80 stock list, which only intensified the feeling that I was falling behind.
During this phase, I also started paying attention to valuation. Ironically, I was simultaneously buying some of the most hyped stocks at stretched valuations. My valuation process was still immature (it still is). Most of the time, I compared P/E multiples across completely different sectors without fully understanding the differences in business quality, growth rates, or cyclicality.
For the first time, however, I researched a stock entirely on my own. I wanted exposure to solar manufacturing and studied several companies before eventually choosing Alpex Solar. The stock remains my largest position today. It has experienced wild swings over the years, but I have been able to hold it without losing sleep. That is probably the thing I am most proud of.
More importantly, it became my first proof that self-developed conviction is the only kind of conviction that survives drawdowns. When the market ignores a stock, borrowed conviction disappears quickly. Genuine conviction survives because it is supported by facts and understanding of your own.
After all this, I had a lot of hope from my mid-2024 portfolio reshuffling. Turned out, things got worse. Over the next 12–14 months, my portfolio went nowhere.
In some periods, it even fell while the broader market remained resilient.
My hyped positions accumulated losses. The positions I aggressively added to also started hurting. The confidence I had built during my restructuring phase slowly disappeared. All this made me lose enthusiasm and stop tracking my portfolio regularly. I stopped adding fresh money as well.
This continued until October 2025. For the first time, I wasn’t frustrated with the market. I was frustrated with myself.
What I think was really happening psychologically:
Borrowed conviction: I was consuming other people’s conclusions without building the underlying understanding myself.
Social comparison: Portfolio screenshots made me feel behind, even when I had no idea how those returns were achieved.
FOMO: The fear of missing the next multibagger became stronger than the fear of making a bad investment.
Authority over understanding: Sophisticated-looking analysis often convinced me even when I didn’t fully understand it.
Judging outcomes instead of reasoning: I judged ideas by recent stock performance instead of the quality of the original reasoning.
Emotional relief disguised as decision-making: Selling losers often reduced discomfort immediately, even when it didn’t improve the portfolio.
Transformation 3: The Current Phase
After more than 6–8 months of my temporary mental exile from the markets, I started looking at my portfolio once again.
What triggered my interest this time was that my consistent savings habit had grown my corpus into a sizeable amount that could benefit meaningfully from compounding if I truly put my mind to investing.
The bigger catalyst, however, was something else. I stopped enjoying my work. I had been an entrepreneur my entire life. My startup had raised venture capital. The team had grown. The responsibilities had changed. My role evolved from being an individual contributor to becoming a people manager.
I realized that I did not particularly enjoy managing larger teams. At the same time, there was constant pressure around growth, fundraising, and valuation expectations.
All of this triggered a chain of thought. I started thinking about leaving. The company itself was in the middle of a business transformation, so a clean exit was not immediately possible. Leaving would have involved compromises. This wasn’t the kind of exit that would permanently change my financial future. But I had reached a point where I was willing to take another chance on life.
This period fundamentally changed my relationship with investing. For the first time, investing stopped being a side activity. I wanted it to become a genuine skill. This trigger made me realize that I needed to become very good at investing while pursuing future ventures and projects.
By this time, I had also accumulated a lot more business understanding. The previous year had been spent helping transform our startup from a low-monetization, high-engagement product into a business designed to generate meaningful revenue.
That experience changed how I viewed companies. It also changed how I enjoyed researching stocks. Previously, my joy came from the fantasy that I would invest, and my money would grow. This time, I genuinely loved the process itself.
For the first time, I was curious about businesses even when I had no intention of buying their stock. I found myself wondering:
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How did the promoters build this business?
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What growth strategies are they betting on?
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What advantages do they possess?
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What mistakes could derail them?
The process itself became rewarding.
Armed with this new motivation, I dedicated my energy toward learning instead of portfolio activity. One video from Mohnish Pabrai discussing compounding and the Rule of 72 completely changed how I thought about capital allocation and long-term returns. I already understood compounding intellectually. But for the first time, I started modelling it against my own capital.
I obsessively calculated potential corpus sizes under different return assumptions. I looked at different asset allocation scenarios. I evaluated how much return I actually needed to achieve my goals. This gave me enormous confidence.
I realized that consistency matters far more than the extraordinary returns that dominate social media screenshots. I also spent significant time listening to investors such as Mohnish Pabrai, Warren Buffett, Howard Marks, Vijay Kedia, Madhu Kela, and Rakesh Jhunjhunwala.
Instead of collecting stock ideas, I started collecting principles. Most of those principles revolved around high-conviction, concentrated bets, sufficient diversification, risk management, valuation discipline, and emotional control.
Apart from these mindset shifts, I also started analyzing myself. I went through my historical trade books. I reviewed old decisions. I looked for patterns. A few observations stood out:
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I was surprisingly patient and could tolerate drawdowns reasonably well.
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My worst decision-making period was concentrated around early to mid-2024 and was heavily driven by FOMO and half-baked knowledge.
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My entries and exits were largely random.
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I never had a written thesis. I never had exit conditions.
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I never had a structured review process.
Interestingly, many of my stocks themselves were not bad investments. Several generated returns exceeding 100%. The problem was position sizing and conviction. I never built large positions in my strongest ideas (or should I say my strongest outcomes), and I never systematically removed weaker ones.
Eventually, I developed a simple operating system:
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Most capital remains in diversified assets like index ETFs and mutual funds.
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Direct equity positions are concentrated and capped.
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Every position requires a written thesis.
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Every thesis has predefined review and exit conditions.
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Decisions are documented before emotions can interfere.
I have followed this process for the last 6-7 months.
More than anything else, it has given me confidence and clarity. Since adopting this system-based approach, I have made a few decisions that the older version of me would never have made.
One example was Waaree Renewables. I had a large position based on a thesis around orderbook growth, strong margins, multi-year clean energy tailwind, and parent-company backing. When I reviewed the latest results (Q4FY26) against my original thesis, I found deterioration in orderbook strength and cash quality despite strong headline growth numbers.
As a result, I trimmed roughly two-thirds of my position while market sentiment remained positive for a few days afterwards, but they were short-lived. The previous version of me would probably have looked only at revenue growth and profit growth and added more. The stock has since corrected significantly.
Another example was Alpex Solar. At one point, it represented around 35% of my direct equity portfolio. The position size exceeded my own risk framework. I had recognized the problem long before, but greed prevented me from acting. This time, I documented the decision beforehand. If the stock returned to breakeven, I would trim one-third.
When the opportunity arrived, I executed exactly what I had written. The stock has performed well since then, but I have no regrets. I am far more comfortable with my current position size to let it run longer. That was probably the first time I felt the difference between making a good decision and getting a good outcome.
What I think was really happening psychologically:
Identity shift: Investing stopped being a hobby and became a skill I genuinely wanted to develop.
Process over prediction: I became less interested in finding the next winner and more interested in building a repeatable decision-making process.
Self-awareness: Instead of only studying companies, I started studying my own behaviour.
Pre-commitment: Written rules became a way to protect future-me from present-day emotions.
Delayed gratification: I stopped optimizing for exciting outcomes and started optimizing for sustainable returns.
**There might be a few more things that are happening to me psychologically in this new phase that I am not completely aware of right now. Am I losing adaptability because of a system? Am I mistaking the processes I developed for being on the right path? Only time will tell or the season investors can help me identify by replying to this post.
I will keep posting more replies to this thread to document any psychological patterns that I become aware of.**
4 Stages of Every Investor
After introspecting my own journey, I started paying closer attention to how other investors talk about markets, stocks, and decision-making.
I found myself reading discussions across ValuePickr, X, Reddit and investor interviews with a different lens. I wasn’t looking for stock ideas anymore. I was looking for patterns.
The more stories I read, the more I feel that investors tend to move through a few recognizable stages. The details differ. The mistakes differ. The timelines differ. But the underlying patterns often look surprisingly similar.
This framework is obviously imperfect and heavily influenced by my own experiences, but I can’t help seeing traces of it everywhere now.
| Stage | Dominant Behaviour | Core Beleif |
|---|---|---|
| Initial Excitement | Consumes stock tips, chases themes, overtrades, constantly looks for ideas | Success comes from information |
| Realisation of Hard Truths | Emotions dominate decisions, conviction disappears during drawdowns, mistakes start accumulating | Information alone doesn’t create returns |
| Developing Individuality | Builds frameworks, writes theses, creates personal rules, and review systems | Consistency and discipline matter more than stock selection |
| Experiencing Joy | Focuses on process, clarity, and emotional control | Clarity creates confidence, and confidence creates peace |
I currently place myself somewhere in Stage 3. I still feel temptation. I still feel FOMO. I still find myself attracted to hot ideas. The difference is that I now have systems that prevent those emotions from becoming actions.
The moment I started thinking about investing in stages, I found myself unconsciously placing investors into one stage or another. Some investors are full of enthusiasm and constantly searching for the next stock tip. Some have already experienced painful lessons and have become cautious. Some are deep into frameworks, mental models, and process building.
And then there are a few investors who appear to have reached a different level altogether. The successful investors we often see on ValuePickr, interviews, podcasts, and books seem to genuinely enjoy the craft itself. Many of them no longer appear obsessed with finding the next winner. Instead, they seem fascinated by learning, teaching, and continuously refining their thinking.
Whether that is Stage 4 or something beyond it, I don’t know.
But it is a stage I find myself aspiring towards.
Conclusion
I have done my best to make this write-up useful by pointing out behaviours, patterns, and mental traps that have shaped my own investing journey.
I have always been fascinated by psychology and behavioural patterns, which naturally makes me view investing through that lens as well. Many people say that investing is more about discipline and psychology than intelligence.
My personal observation has been that while we discuss businesses, sectors, valuations, and financial statements extensively, we spend surprisingly little time discussing the internal battles that shape our decisions.
Looking back, I don’t think the market’s biggest lessons for me came from annual reports, earnings calls, or stock screens. The market exposed parts of my personality that I didn’t know existed. My need for validation. My fear of being wrong. My tendency to confuse activity with progress. My susceptibility to FOMO. My habit of borrowing conviction from others. My struggle to separate good decisions from good outcomes.
Every market cycle seemed to reveal a different version of me. And in hindsight, those lessons have been more valuable than many of the investing lessons themselves.
With that, I would love to hear stories from others. Especially those who are still somewhere in the middle of their own transformation.
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What did your journey look like?
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What beliefs did you have to abandon?
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What mistakes changed how you think?
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What behaviours kept showing up repeatedly?
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What mental traps took you the longest to recognize?
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What version of yourself did the market expose?
There is no particular format we need to follow. The only request I would make is this:
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Try to look beyond the stocks themselves.
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Try to look at the personal self making the decisions.
If this thread succeeds, I hope it becomes less about stock picks and more about self-reflection & investor psychology.
The market teaches us about businesses. But it also teaches us about ourselves. And I suspect many of the most important lessons live there.