Juniper, that's a tough one. On the one hand, it's good to be thinking long term and buying a pram that has the capability of adding another seat for your second child. Playing devil's advocate, if it takes a while for you to fall with your second child, you might want to buy a new pram when the time comes. As you'd know, there are so many more options if you want to buy a pram for only one child. Personally I would have loved to have had all the choices of single prams - I would have got a really funky one with three wheels so I could run all over town - well, the parks and surrounding suburbs at least I've seen the Strider Plus and from memory it looks pretty groovy and it has three wheels for all terrain I think? As well as the option of the toddler seat. I'll pass on to you what I was told by a young mum who worked at a baby store. She had twins who were about 4 months old and she bought the Strider Plus. Since then the Baby Jogger City Select had come onto the market, with the option of also buying a second pram seat, or buying adapters to go with a bassinette plus pram seat or a capsule plus car seat. Hope this makes sense? Plus with the city select there are 16 different options to place the two babies in - check it out on the net and you'll see what I mean. Of course this option is a tandem one, not a side by side option. Anyway, back to the story of the twin mum who worked in the baby shop. She wanted to sell her virtually new Strider Plus and get the city select. She said she hated having one baby virtually underneath the other one; there was little or no visibility for the second baby. I hope I've helped. I'm reading it back and it looks a little like a PG lady rambling