Alas, despite my best efforts the dynasty ended before it even began. I getting ahead of myself though. So let me tell what happened that finally put an end to everything.
After Selena was born, Benjamin and Samantha took turns taking care of her. When Benjamin was at work, Samantha took care of her. When Benjamin was at home then Samantha would sneak off for some fishing while he would watch over the baby. Since there was an easal at home now it didn't really detract from his ability to raise the painting skill.
As I kept musing about my options on what to do next, both Samantha and Benjamin got a wish to get their first child. It was a good time as any other so I decided to accept it. Besides it would give 5,000 Lifetime Reward Points once the child was born, exactly the amount that Benjamin needed to get the "Fast Learner" Lifetime Reward.
So, off they go to Try for Baby. It works in the first try as the success tune plays out. Turns out this is the first time the whoohoo too!
What can I say? Building a dynasty is busy work. They will have time for fun and love later. Well, Samantha probably will. I am not so sure about Benjamin.
Anyway, I also decided to make better use of Benjamin's traits and skills. So I made him quit job in business to go work as a fireman. My hope was that it would make it easier to complete his wishes there as well spend any time not taking care of emergencies with training on his painting skills. It turned out to be a pretty good choice. I mean, just look at him, he is a natural at it!