Plan 1: Buy BTC and ETH only. Spend $50 and buy 50% BTC and 50% ETH. No schedule and buy on dips.
Plan 2: Buy BTC, ETH, and LTC. Weekly, regardless of the current cost of each coin. Alternate between coins so 1 week buy 50/50 BTC and ETH. Next week buy 100% LTC. Next week buys 50/50 again.
HODL both obviously.
Also at what point is a hardware wallet required?
Seems okay but implementation is important. Because you will confused about dips price and most of the time you will get panicked. So controlling yourself from other things will be better to focus it on and fixing a target price will help you to earn. From my perception, I can't always make profit but still I am exists.