What was the biggest mistake you made in the stock market?

Curious to know of stories where you made a costly mistake and how you overcome it. I can share my sad story to kick the ball rolling.

In 2020 when I was 29 years old, I invested in Tesla with all the money I had because I believed in the vision of the CEO which was to reduce reliance on oil and that EV will replace ICE cars eventually.

Each time the stock price went up, I bought more - to the point where I had 400 shares at a cost basis of $370 (around SGD200K) during its ATH.

When it dropped from the peak (from $370 to $123) my investment essentially more than halved and at the lowest point, I had only 80k in it. I was so mortified, I deleted the app and didn’t look at it for years.

It was only in 2024, when I chanced on a news article about Tesla reaching its ATH again. I reinstalled my app but this time I exited all my positions, making a loss of around 20-30K.

The real cost however was the opportunity cost. Had I invested in S&P500 during 2021-2024, I would have made around 60K.

So what’s your story?

reddit.com
u/naked_sponge — 7 days ago
▲ 65 r/SmartFIRE+1 crossposts

[33M] finally achieved 1M after a decade of working and investingv

I finally achieved what some would call FIRE and am grateful to have reached here. I hope to share some lessons with the community so that it may set you on the path to financial success.

I believe there’s three things that are important: invest in yourself, invest in the stock market and invest in relationships.

In today’s world, it’s vitally important to show that you can provide value, be it to your employees if you want to stay employed or to prospective customers if you’re managing a business. Heck, I’d go even further and say you also need to show you have value if you have a partner, otherwise why would they stay with you?

Get the knowledge and skills required to provide value to others then money will naturally flow to you. Accelerate wealth by investing in the stock market and finally make sure to maintain and create new relationships with others - you never know when the next opportunity might come. Cheers all!

u/naked_sponge — 8 days ago

8yoe, MNC Tech SWE

Am a senior software engineer at an American MNC. Hopefully I’ve not hit my income ceiling. The journey to get here was not easy, as I’ve faced intense competition not to mention the going through the brutal interview process. Cheers all

u/naked_sponge — 10 days ago

[33M] FIRE Journey: Mid-Year 2026 review -> New job + house hunting + health scare

Hi everyone, this is my first post to share my experience with everyone on what I've learnt about personal finance over the years. Over the years - since university - I saved and invested aggressively once I started to work. The past few years have been kind to me due to the bull run in the equity market as well as a better labour market.

Currently, I am working in a new company where it is stressful and I hope to achieve FIRE by 40. Recently I had a major health scare where I was warded in the hospital for some heart issue and I realised just how short our lives can be. I hope everyone acheive success not just in personal wealth, but health too! As customary, here are my numbers (C.A.A Wed 15 July):

Net Worth

Amount in SGD
Cash 10,000
Gold 5,000
Equities 1,048,000
CPF OA 170,000
CPF SA 40,000
Total Net Worth 1,273,000

Income per month

Amount in SGD
Job 13,000
Side hustle (fluctuates) 10,000
Total Income 23,000

Expenses per month

Amount in SGD
Rent 2,500
Utilities 100
Internet + Mobile phone plan 100
Credit Card 1
- Groceries 250
- Meals 400
- Dining out 250
- Transport 250
- Subscriptions 200
- Insurance 300
- Misc 1,000
Credit Card 2
- Piano 250
- Education 150
Parents Allowance 1,000
Total Expenses (6,750)

Any leftover (income - expenses) is wholly invested into equities. The past few months, I've been saving up for longer travels, larger expenses like wedding cost and downpayment for a house. After the health scare, I realised I should take it easy and relax more. I also intend to give my parents more money so they can enjoy their life (they are in their 70s). Even though they did not have a lot of money growing up, they let me do whatever I wanted and never asked for more money from me.

I'll share more in the next post, till next time.

reddit.com
u/naked_sponge — 11 days ago
▲ 111 r/brag+2 crossposts

Look Ma, I made it

Very grateful to cross a million dollars in my early thirties. The roller coaster of emotions is finally vindicated. All the countless nights spent studying the semiconductor space and financial jargon the past few years has led to here. It’s extremely important to do your due diligence and trust your gut. Don’t let the noise drown out your inner voice.

I believe anyone with a brain will be able to achieve what i did. I am not remarkable at all but patience and consistency is key to success. Today I can finally tell my boss to f-off.

Edit: I can’t reply everyone in the DMs so I’ll be posting my learnings and stock tickers at my substack

u/Background-Bat803 — 11 days ago

Question for older devs (40s, 50s, 60s)

I’m a software engineer and have been in the industry for close to a decade. Currently in my early-mid thirties and am curious how you all stay sharp and healthy.

In my case, I have high cholesterol, poor sleep, heart issues and the like and I feel like even if I wanted to continue in this profession, the toll it takes on my body is too much and I might need to switch to another career.

I’m also worried yet optimistic about AI because on one hand, it helps to improve productivity but on the other, it just seem like I’m just waiting for my job to be fully eaten by it.

Happy to hear your perspectives on this!

reddit.com
u/naked_sponge — 27 days ago