I think the reason why many newbies delay investing in Bitcoin is because they wait for the perfect financial situation.
This is a common phenomenon among potential investors who have never invested in Bitcoin yet. They wait for the perfect time, and for that reason, they end never investing, because they always think the next day is going to be the perfect day, so they are suddenly caught by surprise by price increasements in BTC price, what lead them to the conclusion it's better to wait for the next cycle to finally invest.
Therefore, it's better to start investing in bearish market, but without getting worried if it's the perfect time to do so. If the market is bearish, it's a good moment to invest, and that should be enough.
Investing in bitcoin does not require a massive amount of purchase to start the investment, but it only needs a minimal one, so I think the idea of waiting for the perfect financial condition is just another reason or excuse to delay the investment and miss the opportunities. When any investor can start buying through DCA and grow his portfolio overtime, regardless if the market is bullish or bearish.
However, I would still suggest to enter the market when it is bearish to maximize bitcoin purchase, but its not actually a compulsory for every investor. They can enter the market and invest into bitcoin anytime as long as they're able and capable.