Hmm, in retrospect, I think the only sensible way is to first build capital by delivering projects for people with ideas but no reasonable access to good software skills. Make a whole bunch of apps & find the one that'll generate revenue. Become a mini-domain expert in their domains
Investment: money generating money. Software: apps generating money
Then you can invest, from a more knowledgeable perspective, by watching for opportunities in those domains. Where you have contacts who'll educate you
I would need more information to accurately respond to your question or to ask around about it.
My mom's neighbors make good money and make apps for a living. I know some very, very successful software entrepreneurs and VC's but it's not exactly 100% my area of expertise. I've tried my hand at some startups. Three of which were tech and they didn't pan out well (one was so close to making it).
I did a VC apprenticeship that was fairly selective. But:
1. sure I've done some startups, but let's be honest, am I going to sit on boards without some track record and advise founders managing large teams in hyper growth?
No.
2. Not enough deal experience a la banking can hurt
3. It takes an average of 7-10 years due to fund lifecycle to know if one is even good at VC. Plus not getting any carry unless Senior Assoc./Partner. Less pay than banking usually.
To me it seems VC is best as a later career move it one just loves the startup eco/has a track record of entrepreneurship.
Again, I would need more information to accurately respond to your question or to ask around about it.
General startup advice:
Everything new takes twice as long and costs three times as you expect, so keep plenty in reserve.
No deal is better than a bad deal.
Make sure to work on things that you enjoy
With stocks:
In the book A Ransom Walk Down Wall Street, it says buying individual stocks is random and they go up and down randomly. If you look at every stock picker, some stocks go massively up and some massively down. The question is, are you really good at stock picking or are you just lucky if a lot of the stocks you bought recently went up a lot? It might just be a thing of probability where there's one person thar buys ten stocks and they all go up. It could just be pure luck like flipping a coin. Sometimes stock with high PE ratios are undervalued.
Almost all people don't know what they are doing and even many knowledgeable people are wrong. (Especially long term).
It takes a lot of work to accurately pick stocks. I think the technicals have zero value outside of a few days, which means the returns are not worth it.
To be good you need to have more understanding of a business, its competitors, the industry, and the macro than most everyone, and the money to invest in research.
I think it's a better investment for most people to focus on doing well at their day job.
99% of people are better off maxing their tax advantaged accounts (401K & Roth IRA) DCA into low-cost broadly diversified index funds. Have a good emergency fund maybe $20k in cash or cash equivalent (if your roof goes out, your HVAC fails, car problems, loose your job, ect. beats putting it on a credit card).
Index funds ideally provide basically a blank and then you can take some remaining money and try to (play around) pick some stocks that you think will outperform.
For the remaining 1-5% of a portfolio, I'd probably pick five small/mid cap companies that have the potential to 10x in 5-10 years. Like Peter Lynch suggests.
There's no one metric that works and if the metric does work, it's probably a fluke. Because if a metric like that was so easy, everybody would do it — Kind of I guess. There are usually known market rates / case examples of multiples, but you can make different assumptions on the underlining number the multiple is based on. Like for example say the consensus for Acme Company's revenue next year is 1B and the multiple is 5x.. but say I think it will do 1.2B. Then if I'm right it could be a good investment because consensus for something wrong.
As a general rule, one should always buy the undervalued asset - If you can identify before others. Very hard.
Most are not able to pick winners in long run -- sometimes you get lucky.
Here's the thing about gold for example - it shows the fundamental misunderstandings that humans have with money. People think it's as simple as a certain thing, like a an asset class like gold or real estate. You'll hear people tell you flip houses or get duplexes or invest in silver, invest in commodities. Warren Buffet said, (these numbers approximations but) it's something like all the gold in the world is worth ~$13.7 trillion. But all the farmland in America is worth only ~$2.7 trillion. But that's somewhat of a make believe value, it's just supply and demand, right? So he said it's not like one day people wake up and want more jewelry, gold or silver. So he said what would you rather have? He said all the farm land in the United States is only worth $2.7 trillion. And he said this is how crazy people get and how things get driven up by the media telling you gold, gold, gold. And I had some friends a few years ago I told him don't just invest in one thing unless you really know a lot about it.
Now if you're an expert in gold, if you understand mining if you understand new technologies this is different. But I'm just talking about you and I, I'm assuming you're not an expert in gold. So what you want to do instead, Warren Buffet talks about and I've taken and adopted his philosophy over the years in my life is the best investment in general is things that produce real value.
Buffet's old adage about invest in what you know…
I think as the world becomes increasingly complex and sophisticated, you need to become more and more specialized.
Did you say you're looking for book recommendations?
Not specifically a question how to manage multi-millions and billions but how would you try to recover if you were in an age range of 45-55? (Financial recovery!)
Goal would be 1-2 million until "retirement" which equals a time span of about 10-15 years (max. 20-25 years).
Any real chance without highly speculative products, without extraordinary luck, without a breakthrough business idea?
The safest and most conservative thing would be the max tax advantage accounts, buy index funds, save as much as possible, live below your means and expect to retire later.
Stocks will likely return a lot more over a 30 year time period. You don't really need bonds if you have a very long time horizon. But if you need money and you need it soon you should 100% either be in short term really safe bonds or if you're in the US in an FDIC insured bank account. Theoretically, want some type of cushion to guarantee to generate income in retirement if the market is flat for a few years like how the Nikkei was in the 1990's. When I get older is probably have a couple years of expenses in something like the iShares 0-3 Monthly Treasury Bond ETF. It barely fluctuates even with interest rates going crazy. It fluctuates because when they pay out the interest rate to the holders it drops by the amount payed out. For short term federal government debt its not very volatile. The first risk is that you hold too many bonds too soon. The longer the duration of the bond the longer the average bond takes to mature the more sensitive it is to interest rate risk. It turns out that stock and bond prices are actually not inversely correlated. US federal government bonds are probably safe as it gets besides FDIC insurance. Treasuries (and municipal bonds) are also sometimes tax inefficient.