This is just my opinion and you know what they say about those.

If it's 2-up short hops or very lightly loaded or you don't routinely get in a hurry, this should do you.

If you're riding is mostly 2-up with a lot of baggage and distance to cover you may want to consider something with a little more power. These are listed stock as 61hp but that's in a marketing guys dream. A larger cruiser (06 Vulcan 1500s can be had for about the price of a Speedmaster) or a sport tourer with a hundred or so hp would be better suited to 2-up loaded for distance.

What were you riding 2-up before?