Not sure about Okta, but systems I've seen in the past (fraud detection etc) will quickly learn the pattern and not challenge you as often. It depends a lot on the data points the system uses to calculate risk as well as any configurable thresholds.
Same here. It's easy to forget the difference between a master LEGO builder and the average person just piecing together bricks though. Knowing what to build and when/how is a lot of the job too. I try and remind myself that we're also often there to help other people build better things, perhaps analogous to automatically sorting LEGO bricks so other people building can move faster with fewer compromises.