/.*\b.+/
What ho?
START |W h a t . h o ? . |W h a t . h o ? Yes! * <W|h a t . h o ? . <W|h a t . h o ? Yes! * <W h|a t . h o ? ... . <W h a t . h|o ? Yes! * <W h a t . h o|? . <W h a t . h o|? Yes! * <W h a t . h o ?| . <W h a t . h o ?| Nope \b <W h a t . h o ?| Nope \b <W h a t . h o|? Yes! . <W h a t . h o|? Yes! + <W h a t . h o ?| . <W h a t . h o ?| Nope END <W h a t . h o ?> Yes!
START |W h a t . h o ? . |W h a t . h o ? Yes! * <W|h a t . h o ? . <W|h a t . h o ? Yes! * <W h|a t . h o ?
...
. <W h a t . h|o ? Yes! * <W h a t . h o|? . <W h a t . h o|? Yes! * <W h a t . h o ?| . <W h a t . h o ?| Nope \b <W h a t . h o ?| Nope \b <W h a t . h o|? Yes! . <W h a t . h o|? Yes! + <W h a t . h o ?| . <W h a t . h o ?| Nope END <W h a t . h o ?> Yes!
Maybe it's a little surprising that the word boundary it found was the one in the o?