We bought a very fancy and expensive 2 toddler stroller when we had two toddlers and it saw almost no use because it was a hassle pretty much everywhere. I advise all new parents to avoid purchasing one until there's a proven need, and I don't know any other parents that thought it was a good idea to purchase one. I'm sure it's great for some kids, but certainly not mine or even most kids. I honestly don't understand the use case for it except for nap-time strolls around the neighborhood (and how often do they both sleep at the same time?) or maybe amusement parks when there's 3+ hours on your feet.
My twins spent several hours in their stroller (bugaboo donkey) on many days, back when they were toddlers (a lot of that time being spent having their afternoon nap in the stroller). Living in Sydney Australia. Similar car-centric problems to most US cities. But I guess we're lucky to live walking distance from parks, supermarkets, childcare centres (and now school), and a train station. And the stroller fitted folded-up in the boot (aka trunk) of our (small hatchback!) car. And our train station (and our most common destination stations) has a lift (aka elevator - Sydney has successfully been rolling out a project [1] to install lifts in more and more of its ageing train stations over the past decade). I couldn't imagine having managed, back then, without a 2-toddler stroller.
The donkey is an amazing stroller. We also used a double decker trike with larger wheels, worked very well. Can’t remember the exact model, unfortunately.
You have 2 toddlers. You frequently wish to take them to visit friends / parks / supermarkets / libraries / doctors / coffee shops / whatever other places near your location. Such places happen to be 10-20 minutes adult-speed walk from you. Kids are young enough that they cannot reliably walk towards a fixed goal for 10+ minutes, and certainly not at adult speed; they often get either tired or distracted or decide they want to go somewhere else. Kids are old and heavy enough that neither of them can be carried in a carrier. Optimal solution: 2 toddler stroller.
