I got lazy and lucky. In 2014, I got a substantial (for me) raise for a short term gig. At the time, I assumed it would only last a year, and it ended up being two. Not wanting to become used to the additional pay, I put the excess into my 457. I figured the market was way overpriced back then! So, for '14-15, the single fund (VASGX) I had chosen ranged from between $28-30/share. But, I put all my excess into money market (MM), thinking the market would crash. And it never really did, in the next few months/years, other than the fund was around $26 in early '16 for a few weeks. Kinda forgot about it until the statements came and I thought I should change my allocation in the 457. Which ended up being 50/50 after the 2 years of adding to the MM. But, never took action despite repeated pestering from the broker/salesman.
Along comes Feb and March. of this year, and I nearly died, and laid in a hospital bed for several weeks, and had lots to think about. So, I call up 'my guy' after Covid hits and lowers the market, on Mar. 13. VASGX was 30.58 that day. I missed 5-6 years of dividends if nothing else, and I figured it was time to get back in. I had him move 1/4 of my MM cash into the fund. And, maybe it got executed that day or the following Monday, at 27.78, or the day after. The statement doesn't say share price, just dollar value, and I haven't taken the time to calculate what I got in for. Just glad I got in for roughly what it would've been in '14-15. Then it went down to $26.50 around Mar. 23, and I wondered if I should move the rest. But, there it sat as I got out of the hospital and had "other things" going on, obviously.
So, on one hand I didn't learn, and on the other hand, I am at 75/25 and thinking the market will crash and I have dry powder.
In everything else, I DCA/contribute monthly and rebalance. It is interesting to figure myself out, if nothing else, because I'm never gonna figure out the whims of Mr. Market.
-CC