I partly do not agree with what Tim Draper said. If the price of bitcoin for example reached the top like $25,000-35,000. I will not enter cryptocurrency for sure. All times are not good times. In fact, if you are smart enough you will enter the market not in the peak buy in the bottom of the market.
I would consider it like this that during the bear market anytime is a good time to buy the coins as it a available at the cheap rates and once the btc bounces back you will not get that price back and will have to spend huge more to buy it .