Hiya. Wee wise, we did then 30 minutes playing then 30 minutes crate then straight out for a wee. It worked for us, but if Arthur isn't happy in crate that might not work for you.
Re going outside, we always went with him on the lead, because we have a large garden and we were worried he would run away. In the end, we were brave enough to go without a lead at about 12 - 13 weeks as a precursor to off lead in the woods. But I still take him on the lead at night and I find he's much less distracted, so he goes out, does the wee and a poo if he needs one, then wants to come in. If you're not sure he's getting the hang of it, I'd take him out on the lead and when he wees outside, give him a really high value treat, like the Ian Dunbar book suggests. Seemed to work for us, we still get the odd accident but I think he prefers to be outside.