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Most EVs these days have some kind of app. Let the Apps. decide based on the vehicle(s) usage in the family. Could work.
The biggest challenge here is the need for a physical connection. There are some dual chargers that can load share. So you might install a 60 A circuit to run a 48 A dual charger. Plug in two EVs to it. The standard profile would be running two charges at 24 A each, but I believe the charger can be told to run one at, say 6 A and the other at 42 A. I don't know how flexible they are. We don't have the two vehicles parked next to each other so this wasn't an option for us.
 
I listened to a podcast about EVs recently and the guy they were interviewing was talking about how his family of 4, with 4 EVs and only one charger, would work together on whose day it is to charge.

Probably one of those things you just have to feel out depending on who is driving where and what each vehicles range is.
With 4 EVs, I would be running at least one L2 and two or three L1s. Nearly every EV comes with a portable L1, and if not they're relatively cheap to buy--everyone should have one in their car while traveling. If you can find the separate circuits in your parking area, there's little reason not to plug in that mobile charger.
 
The biggest challenge here is the need for a physical connection. There are some dual chargers that can load share. So you might install a 60 A circuit to run a 48 A dual charger. Plug in two EVs to it. The standard profile would be running two charges at 24 A each, but I believe the charger can be told to run one at, say 6 A and the other at 42 A. I don't know how flexible they are. We don't have the two vehicles parked next to each other so this wasn't an option for us.
I didn't know they made dual chargers. Great idea. Then you could plug in in this case two vehicle and let the charger figure out based on usage who gets what.
 
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I know at least the Tesla wall connectors can load share if you have two of them off the same 60A circuit. I believe you can set them so one could do higher than the other as well rather than just a 24/24 split. When we get our Scout we may well be a 2 EV vehicle household at that point but I think with our use we'd be good just using the one wall connector for both vehicles. I have L1 wall outlets on both sides of my garage so I can always charge the other vehicle slowly with that if needed as well.
 
For my company I had to upgrade our electrical service entrance panel to 400 Amps, which is significantly larger than the typical 100 Amp panel. So we have the space for two Level 2 EVSEs. I actually have three L2 EVSEs installed at this time. Because one of them stopped accepting my charge rate settings and I found a different one on sale.

For a short time we had two EVs on two Level 1 EVSEs. Then I finally installed our first L2. We ran the Mustang on the L2 and the truck on L1 except when we needed to have the truck charge more quickly. This is the setup I would imagine would work well for most 2 EV families with a place for a Level 2 EVSE install.

If you have access to two 120 V plugs on separate circuits, you can run two EVSEs. It's not necessarily ideal, but it's possible.

Level 1 charging isn't super fast, but most of us have a lot of time between when we get home and when we leave for work the next day. Those of us fortunate enough to work from home have even more time to accumulate charge.
Yeah-with working at home Monday and Thurs that should help my family out immensely. And my wife is home Fridays so if we get the traveler then the future smaller open top Scout we should be fine with charging on one charger
 
Yeah-with working at home Monday and Thurs that should help my family out immensely. And my wife is home Fridays so if we get the traveler then the future smaller open top Scout we should be fine with charging on one charger
I like how you snuck in "future smaller open top Scout" If they make one we will be buying one. 🤞
 
There’s a great review and discussion site called State of Charge with Tom Moloughney. Tom also has a youtube channel where he discusses many things charging.

Not to say I and others won’t continue answering questions. It’s just that Tom does a fantastic job and has been focused on this topic for many years. As with all of us, sometimes he gets minor technical details incorrect. But I do too. Or I don’t have the perspective to answer comprehensively. Or whatever. Basically, I’m saying, getting another perspective from another person won’t hurt in your search for good information.


 
The Relatively new Tesla Universal Wall Connector has one good feature power-share with up to six other Wall Connectors.
We never investigated the power sharing EVSEs because we have never had a two car garage. The workshop is where I park the Lightning, but it’s not attached to the house. The Mustang is parked in the attached garage.