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Candidate Testimonials

"Strollers and Stilettos is unquestionably a 5-star business through and through. As a former teacher looking to take a new direction, I was relieved to find Katie and her team. From the very start, I knew I was in the..." Read

Allyson H., Nanny

"Strollers and Stilettos is unquestionably a 5-star business through and through. As a former teacher looking to take a new direction, I was relieved to find Katie and her team. From the very start, I knew I was in the best hands. With time and care, Katie got to know me and my background very thoroughly and paid close attention to my needs and philosophies to ensure a good match with a prospective family. It is very evident that Katie and her team want only the best for clients and potential candidates. I am happy to say that S&S placed me with the perfect family and I absolutely love going to work every day! I highly recommend Katie and her team at Strollers and Stilettos!"

Allyson H., Nanny

"I had the pleasure of working closely with Strollers and Stilettos recently and cannot compliment this agency enough. Working with Katie from S&S was an absolute joy, and her ability to pair her clients with candidates is impeccable. Based on..." Read

Sarie S., Household Manager and Private Chef

"I had the pleasure of working closely with Strollers and Stilettos recently and cannot compliment this agency enough. Working with Katie from S&S was an absolute joy, and her ability to pair her clients with candidates is impeccable. Based on my experience, it became very clear that Katie is not only professional and talented, but also incredibly caring and passionate about you and her agency. She connected me with an amazing family that I could not be happier to work for. It's not often people can say they truly love their job, but going to work everyday is truly a joy, and one that I hope to continue for years to come. All thanks to Katie and her fantastic work! I am forever grateful."

Sarie S., Household Manager and Private Chef

"I heard about Strollers and Stilettos through Linkedin. The process was wonderful. After applying, I immediately heard back from someone. After a few interviews, I met with Katie and she made me feel extremely comfortable. She also answered all of..." Read

Jenna W., Nanny

"I heard about Strollers and Stilettos through Linkedin. The process was wonderful. After applying, I immediately heard back from someone. After a few interviews, I met with Katie and she made me feel extremely comfortable. She also answered all of my (many) questions. Katie matched me with a family, and after meeting that family I knew it was a great fit. The process was simple and very quick.”

Jenna W., Nanny

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Our Mission

Strollers and Stilettos® is dedicated to providing assistance to busy families across the country. We find inspiration in understanding each individual client’s needs and ensuring satisfaction.

Katie Lewis, the enthusiastic and kid savvy founder and CEO of Strollers and Stilettos® began her career as an elementary education teacher and nanny. While working as a household manager for busy professionals in Chicago, she began to notice a pattern among all of her families: they needed assistance in managing the many aspects that come along with having children. Whether it was hiring and managing the most qualified domestic staff, the anticipation for the arrival of a baby, designing a nursery, finding the perfect preschool or school, planning that special birthday party, scheduling and managing all appointments, activities, and play dates for kids and family, or personal shopping; Katie got the job done. Over the next few years, she brought her positive energy and experience to families in Chicago, and realized her passion for organizing and planning.

As is the case with most successful entrepreneurs, ideas blossom from the things we are the most passionate about. This was definitely the case for Katie, who realized that she loved the personal relationship with professionals and managing the various logistical components of their family. She realized the opportunity to serve a niche clientele of busy professionals, people who never seem to have enough time for the little ones who matter the most to them.

Thus, Strollers and Stilettos® was created with a mission to help make families’ lives easier by doing the things they don’t have time for or just might not want to do.