Some real-world info:
My wife does a ~72 mile commute on 280 each day from SF to Palo Alto and back. She drives at standard 280 highway speeds (ie, fast), occasionally using AC or the seat warmers - but it's not yet "winter" so we haven't had to run the heater, which is a power suck. We do a standard charge (ie, 80%) every night. She generally returns after the full commute with 5 or 6 of the 16 bars on the energy meter remaining, with the car displaying between 30-36 miles of additional range.
With a 90 mile commute from/to Cupertino without the heater at highway speeds, if you used a standard charge, I would expect you would be returning with 2-3 bars on the meter, and 12-18 miles of effective range left over. With an extended charge, these numbers would be substantially increased, likely to 6-7 bars and 35-40 miles of range left over. The range of the EV can also be increased by not using HVAC or by strictly following the speed limit, but as I'm sure you know, traffic tends to move fast on 280.
So, the answers:
1) You can very easily do this commute in a normal fashion and have lots of power left over with the RAV4 EV if you use the extended charge and bring the battery to a 100% charge each night. However, bringing the battery pack to a full charge every night will ultimately shorten the life of the battery pack. If you lease for three years, this probably won't concern you. If you owned, however, I would be wary doing extended charges every night.
2) You can technically do this commute with a standard charge - and, if you obey the speed limit, you can do it fairly easily. However, if you're speeding or using the heater - or both - the amount left over when you return will be pretty tight, giving you little power left over for side trips or unexpected situations.
3) You will need to install a Level 2 charger to do the nightly charge - plugging into a standard wall outlet won't charge the car fast enough. If you purchase a 240V/40A charger, it will only take around three and a half hours to "top up" after your commute. When the car's battery is almost depleted and needs a full charge, it takes 4 hours to do a standard charge and five hours to do an extended charge with a 240V/40A charger. A less expensive 240V/30A charger will increase those times to ~6 hours for a full extended charge.
4) The 3 years of roadside assistance included with the car does explicitly cover "out of charge" situations.