I am getting an hpwc installed. What is the cheapest way to get a 14-50 installed as well? Does the daisy chaining of hpwcs only work with other hpwcs or is there a way to add a 14-50 outlet to the mix? I intend to have both installed within a couple feet of the main box... would I still need aa subpanel? Or is that only for distant installations?
As said above the power isn't daisy chained. So you need a junction box of some sort to connect power to both of the wall connectors. By the time you buy a large junction box and the Polaris connectors to do the splices, it can be just as cheap to simply use a small subpanel or load center. It also gives you an easy way to cut power to each wall connector individually. As far as using the 14-50 for the second wall connector and load sharing, there are ways to do that, but there is no way to have different amperage limits for the two wall connectors that are sharing, so if WC1 is on a 60a circuit and WC2 is on a 50a circuit, you'd have to have both of them share 50a.
If we knew what size circuit you wanted to run for the first wall connector, we could do a better job advising you. Assuming you want 60a for the two wall connectors, I'd do the subpanel and use wire sized for 60a. For now use a 60a breaker for the wall connector and a 50a breaker for the 14-50. When and if wall connector number 2 comes, replace the breaker with 60a, remove the 14-50, hard wire the new wall connector and run the data cable to have them share the load.
My logic is that if you have two wall connectors, you won't need to have the 14-50 as a backup. The general idea can work for an bigger circuit, except that the wire may be too big for the 14-50 outlet. In that case, you might have to rerun the wire from the subpanel to the new wall connector to go bigger than 50a (or you could keep the 14-50 and add the new WC on a third circuit from the subpanel).
All that said, it's easy to overthink and overbuild on this stuff, and there would be nothing wrong with just running the one circuit for the wall connector you need now, and worry about expansion if and when you actually get another EV. Who knows if you'll even live in the same house by then?