Does Oracle Still Have 76% Upside? 4 Key Takeaways from This Investment Sharing Session
4 Key Takeaways from Tiger Brokers’ Offline Investment Sharing Session
Yesterday, I attended an offline investment sharing session hosted by Tiger Brokers. There was a lot of information, so I’ve summarized the four points that I believe are most relevant to everyday investors.
1. Oracle: The AI Rally May Be Expanding from Chips to Infrastructure
One set of Oracle data presented at the event really caught my attention.
As of May 2026, Oracle’s RPO (Remaining Performance Obligations) had reached US$638 billion. Put simply, this represents contracted revenue that has already been signed and is expected to be recognized over time.
This figure has surpassed Amazon’s US$496 billion and Google’s US$520 billion, and is approaching Microsoft’s US$678 billion.
Yet as of August 14, Oracle’s market capitalization was only around US$440 billion, still significantly lower than those three tech giants.
According to Bloomberg’s analyst consensus as of August 18, Oracle’s average target price was US$252.05, compared with its then share price of US$142.79, implying potential upside of approximately 76.5%.
Of course, an analyst target price is never a guarantee. The key question going forward is whether Oracle can successfully convert that US$638 billion RPO into actual revenue, profits, and cash flow.
But one thing is becoming increasingly clear: AI investment opportunities are no longer limited to semiconductors. Cloud computing, databases, data centers, and other AI infrastructure are becoming equally important areas to watch.
2. In the Later Stage of a Bull Market, Position Sizing Matters More Than Predicting the Top
Another key takeaway was that if the market is entering the later stages of a bull cycle, investors may consider gradually reducing equity exposure as major indices continue reaching new highs, while allocating part of their portfolios to more defensive assets such as U.S. Treasuries.
This does not necessarily mean turning bearish. It is simply a form of risk management.
No one knows exactly when a bull market will end. Instead of trying to predict the market top, it may be more practical to gradually adjust asset allocation as valuations rise.
Take more risk when markets are cheap; manage risk more carefully when markets become expensive.
This is particularly important for investors who have already accumulated meaningful wealth. The goal should not only be maximizing returns, but also asking whether your portfolio could withstand a 20% or even 30% market correction.
3. What Kind of Company Is Worth Holding for the Long Term?
The session also introduced Chuck Akre’s famous “three-legged stool” investment framework.
To determine whether a company can become a long-term compounding machine, he focuses on three factors:
Business Model, Management, and Reinvestment.
Akre’s investment style is characterized by concentrated portfolios and low turnover. Importantly, he does not set a predetermined price target at which he must sell a stock.
As long as all three legs of the stool remain strong, he will not sell simply because the share price has already risen significantly.
This is an important idea: long-term investment returns are ultimately driven not by short-term share-price movements, but by a company’s ability to continuously create value and reinvest its profits at attractive rates of return.
4. Nvidia, DBS and Alibaba: The Hardest Part of Long-Term Investing Is Staying Invested
The final set of numbers left a strong impression on me.
As of August 12, 2026, Nvidia had delivered an annualized return of 64.44% over the previous 10 years. DBS delivered 24.86%, while Alibaba’s U.S.-listed shares generated an annualized return of just 3.09% over the same period.
Looking back today, buying Nvidia may seem like an obvious decision.
But it is easy to forget that Nvidia fell 50.27% in 2022 alone.
In other words, even if you had successfully identified this extraordinary company ten years ago, you would still have had to endure seeing your investment lose roughly half its value at one point.
That illustrates an important reality:
High long-term returns do not mean positive returns every single year.
The real challenge of investing is not simply finding a great company. It is understanding why you own it when the stock falls 30%, 40%, or even 50%—and resisting the temptation to sell too early simply because the stock has already made you a substantial profit.
Final Thoughts
My biggest takeaway from the entire session is that successful investing is ultimately less about predicting the market and more about doing three things well:
Choosing the right assets, managing your position sizes, and giving great assets enough time to compound.
Finding opportunities is the offense.
Managing your portfolio is the defense.
And staying invested for the long term is what allows time and compounding to truly work in your favor.
Disclaimer: Investing carries risk. This is not financial advice. The above content should not be regarded as an offer, recommendation, or solicitation on acquiring or disposing of any financial products, any associated discussions, comments, or posts by author or other users should not be considered as such either. It is solely for general information purpose only, which does not consider your own investment objectives, financial situations or needs. TTM assumes no responsibility or warranty for the accuracy and completeness of the information, investors should do their own research and may seek professional advice before investing.
