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Not many take Bitcoin security serious unless they lose Bitcoin by becoming victim of hacking or through other scams. There are many security measures available but it largely depends on how serious your are in securing your Bitcoin. If someone is serious in Bitcoin security then he will defiantly learn ways on how to secure his Bitcoins whether it's 100$ or 100k$.
We don't know when our 100$ will become 1000$ because of Bitcoin volatility.
Your bitcoin will obviously turn from $100 to $1k if bitcoin grows by 10x and Morover for $100 bitcoin to grow up to a reasonable amount of $1k will take alot of time because bitcoin is currently $71k and 10x of bitcoin will amount to $710k which is not possible anytime soon. So If you invest $100 and expect it to hit $1k think of when btc price will increase to $710k and above, then your $100 will hit $1k. But with that being said the most important thing in bitcoin investment is to focus on continuous accumulation provides you have your discretion readily available. Because since bitcoin is a long term investment your amount invested determines what you will get in return. Let's assume you invested
$100 every week 5years ago, you will be able to have accumulated approximately $90k worth of bitcoin in your portfolio by now .and if luckily bitcoin hit 10x from now, you may be inbetween $900k ish. Although we must invest according to our Level of discretion and or our financial capacity, but a reasonable investment result to a reasonable result. But I don't advise you overdor when there is no Increase in your discretion.
One must keep this in mind that we constantly need to upgrade our security measures all the time.
Sure it's really important. When you think of investment, think of security because whatever has an advantage also has disadvantages.
Hackers are defiantly more interested in 1000$ but that doesn't mean that they will spare 100$. Think from that perspective.
Hackers don care how much bitcoin you have, they are not specifically into any amount, even $5 is important to them provided there is a possibility of moving it from that wallet.