The 1055T should overclock to 4GHz+ on good air cooling. The H50 is only as good as good air cooling though anyway with a good watercooled system (I have no idea what larkooler are like) you could reach 4.5GHz+.
I have just read in this forum repeatedly that you can get a 1055T to 4ghz on air no problem. It you google 1055T overclock you will also find several examples. Obviously you need a good air cooler but many people have said you can get 3.5GHz on the stock cooler.
H50 is crap, you'd do just as well with a good quality air cooler. That Larkooler kit looks like a rebranded Thermaltake BigWater kit. I'd avoid that like the plague. Go with good air or drop the money on real WC components with performance you'd expect. I'm sure either would be OK for at least a short time, but I wouldn't use either in anything I own.