Slag - Darkness speak sense.
with your experience, or perhaps lack of, I think you'd be pushing it to do Outlaw, this and Wales. that's not to say you can't but I'd wait until you are better conditioned and experienced at the distance, rather than try all 3 now - that could be a recipe for disaster.
there's a big danger with many people that they get caught up in the enthusiasm of the events and start to lose focus on real life
sure, there are guys out there who do marathons week in/week out and some who do multiple IM in a season (one Tripey did all 7 in the UK this season but he's barking mad anyway!), but they have gradually built up to that workload and imho are sad gits with no life