As far as my investing journey is concerned, most of the set up's are already done in Robinhood account. There are bunch of recurring buy set up for 300 stocks on a daily basis. There is about a hour or so, that I do spend on every week - to adjust those portfolio's, just in case, I need to move around a bit.
However - my "Trading" journey needs some changes. There are two issues with it. First one is - due to long break (since I try to avoid trading on Fridays), so three day breaks on a normal weekend and four day break during long weekends, when I start the week, I end up taking 30-40 trades (new buys, some sell etc) on a daily basis. Some of the experienced traders I know - initiate only 3 new trades (buy) in a day. They even avoid 4th trade. Reason, they are able to do that, is because they have lot of experience trading in the market (10+ years) on a daily basis, and have developed a somewhat profitable trading system. Because of that, they are able to initiate a position which can be as big as 8 to 10% of their portfolio size.
I am afraid to put even 4% of my portfolio size in a single stock (in trading portfolio). Even though I have a sharp stop loss system, and I am monitoring that position on every day (hell every minute), I just do not have guts to go big. For riskier trades, my size allocation is even less than 1% of my portfolio size. (again trading portfolio size). So that is the number 1 issue I am trying to resolve - how to take less trades in a day and go for bigger size or be comfortable with the size of the trade.
Second issue is still FOMO - when you are in the group and social media, where folks are posting screen shots and big profit percentage gains etc - how to remain discipline on not to divert from your trading plan. Plus - when I was trading options - even with lesser size portfolio, there were weeks, when my gain were 10,000$ or even 18000$ - and now, my gains are limited to 1000$ since I buy mostly stocks (may be couple of longer dated options calls once in a while).
This is work in progress - to get rid of the "Fear" factor.