by Lisa Freitag , July 11, 2014 When a woman becomes a mom, her life fills with “firsts”: first bath, first steps, first time sleeping through the night. While each first gives moms a reason to celebrate, many usher in a new set of challenges. Even though my son is now 5 years old, I still have a lot of firsts ahead of me – like his (first) first day of school. The transition from preschool to kindergarten marks a new phase of life for my family. Goodbye, flexible schedule and off-peak vacations.