Super Families Deserve Super Sitters

We had a challenging group because of the age differences (ages 8,5,2) but (the Super Sitter) was great and was able to figure out appropriate activities for all of the kids for the duration of the summer. We were very happy with the sitter, as well as the CSSitters staff, who all responded quickly and professionally to all our questions and needs. We highly recommend CSSitters to all our friends!

(She) was great! I really appreciated her quick responses to our texts and how nice and tidy she kept the Airbnb we were staying at.

CSS embodies much of what I love about working environment: woman-owned and operated, constantly looking to grow and learn, support for both employees and clients, forward thinking and inclusive. I could go on. Working for CSS provides me an opportunity to do something I enjoy while also feeling good about the company I’m a part of. 

I loved working for a company with such a great reputation. I heard from many parents that every sitter they had was great. The few times my path crossed with other super sitters, I was always impressed. CSS also treated me as a sitter very well. I felt the rules were clear and fair. The thoroughness of the placement details got rid of any anxiety I had about the safety of entering a stranger’s house. The info was extremely helpful for knowing how to engage with specific families. And I felt that if unexpected issues did arise (payment problems, etc.) that CSS would have my back.

(The sitter) is sunshine. I was nervous that my son would have a difficult time when we walked out the door, and he didn’t even react when I said goodbye. She has such a calm demeanor that couldn’t have been a better fit… for both my kid and me! When he woke up this morning, he immediately told me that he had fun with her. If only we lived here… she would be our #1.

(She) was a fantastic sitter! She was warm, friendly, and courteous, and our girls immediately warmed up to her. I was especially impressed at her effort to get to know & connect with each of our three girls, and how positive & kind she was in her interactions with them (and us!). We would love to have (her) back whenever she is available to babysit. Thank you so much for another great sitter!

Consistent flexibility, realistic expectations, super fun.  I love being a SuperSitter.

I was apprehensive about leaving my little one, especially being brand new to the city. Tori made the process easy peasy! She could not have picked a more perfect sitter. Our son took to his new friend immediately and it was as if we had known each other for a while. I will continue to use Chicago Super Sitters, and I recommend them to everyone. I am beyond pleased with their services and communication. I wish I could give 10 stars!!!

Honestly, I’m pretty sure our kids would prefer spending time with (the Super Sitter) over us, and that’s 100% ok, ha. After COVID and quarantine – she came into our lives 5 months into both of us trying to work two full time jobs with zero childcare. We were about to pull our hair out and she was a breath of fresh air. The boys talk about (the Super Sitter) when she’s gone, and love to relay stories of the games they played, or the facts they learned during their time with Jess. Honestly, I don’t know how we could have made it through COVID, working from home, while being isolated from all family and social supports without her or CSSitters. THANK YOU SO MUCH!

I knew that any family I was about to meet was going to be organized, kind, and thoughtful to the sitter. I loved the set up of having a “membership” with CSS and being able to gig when I wanted to, or had more time. This was a supplemental income for me, and it worked so well.

She was so patient and attentive to my son, who can be a handful. He loved spending time with her, and we were completely comfortable leaving him in her hands. She was up for his creative play ideas but still able to set boundaries with him in a respectful and positive way. Great sitter!!

I just wanted to reiterate how happy we are with all of our sitters and experiences with CSS. You choose wonderful people to represent your company who take care of our kids – including furry babies – with lots of love and patience. We’re so grateful to have found CSS years ago. Thanks for all you do!

We are very thankful to have found Chicago Super Sitters. You have made our transition from no babysitter to several babysitters wonderful! My son absolutely loves both sitters that you have placed with us and we are excited to have them come back. Thank you for making this experience stress free and anxiety free.

I now work a full-time job but still remain a sitter for CSS because it is an all-around amazing organization to be part of. Tori’s passion for what she does shows through the thorough intake/hiring process and her ongoing direct support. I love the various kiddos/families I’m able to work with and not to mention the flexibility of making my own schedule and picking up more hours with a moments notice!

I simply love CSS! The CSS team does an amazing job at pairing sitters with families and each and every time it’s been a great fit! They take the time to get to know each family and each sitter which is why they have such great success with pairings! I love that I can take three babysitting gigs one weekend when I’m free and also not make any babysitting commitments for the following weekend- the flexibility is amazing!

I loved the families, the kids, the service, and the support from CSS – gosh please don’t lose that. It feel great to know someone has your back

I have been working as a childcare provider for years and I have never felt safer or more prepared going to new homes. Tori is a truly gifted matchmaker of sitters and families and I feel very lucky to be one of her SuperSitters!

(The Super Sitter) was very communicative, patient, and warm. They were also very professional. As usual, we had a positive experience with another CSS sitter.

As usual with CSS, this new sitter was great! She really had great energy, and even got my son to nap! I can’t say enough wonderful things about CSS, and (this sitter) is just one example. I’d love to have her back!

It was awesome knowing someone was there to support me if any tricky situations arose with the family. My placement didn’t end up meeting my needs around covid safety and it gave me such peace of mind to know that you were there to back me up and help me gracefully transition out of that situation.

I ADORE you all. I look forward to coming back when the time is right. You all work so hard, and I have been able to stay afloat financially because of you, as well as make great connections with families. I am SO grateful.

Oh my goodness, my daughters loved (the sitter)! When i got home from a 2 day trip, she was happy to see me but really just wanted me to go to work so she could have the sitter all to herself. My other daughter was at school so didn’t spend as much time with (the sitter), but did ask if she could come on a weekend sometime so she could spend with her. I really liked her as well. She was great with the girls, down to earth, very comfortable to be around. Thank you for what you do! Your service gives me peace of mind when I travel.