Complex sentence: Jenner began her modeling career with the Sears line "Crush Your Style" and has done photo shoots with photographer Nick Saglimbeni and modeled for her cousin Natasha's clothing company.
Split into simpler sentences: Jenner began her modeling career with the Sears line "Crush Your Style", and has done photo shoots with photographer Nick Saglimbeni. She also has modeled for her cousin Natasha's clothing company.