I think Bitcoin will never reach the price point of $1000 again we're already in a booming phase. People now are aware about Bitcoin it's a matter of time that the whole world will adapt to its trend. If ever the price of Bitcoin crashes below $20k I'll buy no matter what because it's an opportunity to make a fortune. It's a lesson for me if every time Bitcoin price crashes it's time to buy and some alts then hold it, wait for the time to sell it.
If you say under $20k it's still very possible. The market is still in a bearish state and some manipulation of the whales also affected the market sentiment to go down. Buying again under $20k is a good recommendation, but don't wait for the $17k support to pass so you can wait for the $14k-$15k price.
Only need to prepare spare money to buyback bitcoin and some other assets.
However to reach $1000 is still impossible for now. I will sell all my properties if bitcoin drops to $1000 again.