100 Best Midsize Places to Work in Chicago, IL 2023

"With a focus on culture and empowerment, we all have the freedom to be impactful, create value, and pursue a meaningful career in a fast growing space. I start every day energized by the people around me and excited for the challenges ahead."

"I love Origami because I have been able to rapidly improve my professional skills and make meaningful relationships. The culture and inspiring work have allowed me to achieve career goals while maintaining a healthy work-life balance."

"The people at Smartly have all different backgrounds and areas of expertise, but what ties us all together is a deep passion for solving customer problems. This common ground creates a fun, collaborative and solution-oriented environment to work in!"

"The exceptional group of individuals I work with is what I enjoy most about Revantage. The camaraderie, support and genuine connections from leadership and my team members makes the workplace truly enjoyable. My career has also grown in unexpected ways, branching out from linear legal work to multiple facets within real estate transactions."

"OppLoans has granted me so many opportunities to grow professionally and personally that I feel even more driven to help the company succeed in return."

"The foundation of Leap's culture is passion; for the business, for retail, for the industry defining movement we're leading, it's incredibly exciting to be a part of and I cannot wait to see where we go next."

"I recently joined Aprimo, and I truly feel at home! Not only do we have great products, but the people who work at Aprimo are smart and talented. We wear many hats and work together as a true team in order to make sure our clients are satisfied."

"Instead of balancing work and life, it’s about blending the two. As a parent, I may need to leave for part of the day or before 5. Everyone here understands and I don’t feel guilty. Even if I’m not sitting at my desk from 9-5, my work and my team's work will still be done on time. Basis is giving me the opportunity to live the best life I can."

"Innovid has always supported a healthy work-life balance, especially during the trying times of the pandemic. In fact, they fully supported my decision to move to a new city for my family. In my time here I have always been able to take personal time and felt support from my team while I am away – whether it be PTO, a midday lunch break or last min"

"One unique thing with the company is: hierarchies and boundaries are usually the last things that employees observe. In other words, work is the metric of how one's progress is valued. Another great thing is company's overall commitment to the diversification and equal opportunities for all."

"It has always been your knowledge, experience, and work ethic that counts around here. Not how you look, your personality, or your hobbies/interests/etc... I've always really appreciated that."

"As a graduate, I wanted to work in a fast-paced environment, where I would be exposed to many different technologies and could learn a lot. That’s exactly what I have found in my first few weeks, and I’m very excited for my future here."

""We have a great team, plenty of autonomy, and all the challenges of scaling by millions of users a year!""

""tms has always been more than a place to work. It’s my family, my inspiration, my innovation incubator. With warm personalities and tools to grow, here I find fulfillment in everything I do." "

"It’s incredible to feel my passions engaged in my role. I feel encouraged to be creative every day at Dataiku. I am valued for my skill set and inspired to innovate; I seek to find imaginative solutions to my projects amongst a diverse, talented team"

"I have two kids and iManage understands the need for home life balance. There is no such thing as clock watching. Sometimes I need to start work later and finish earlier so I can pick up kids. I can then work in the evening after the kids are in bed"

"Vivid Seats opens the door for your advancement. It is up to everyone to use the tools given and carve their own path. Coupled with a rapidly growing environment, working at Vivid Seats is an opportunity worth taking."

"Finix is very supportive and finds ways to ensure we’re prioritizing our well-being so we can bring the best version of ourselves every day. We have hobby stipends to pursue our interests and Finix Fridays, extensions of long weekends, so we can really recharge. We also have No Meeting days for focused work which is hard to find in a remote world. "

"To be a part of PatientPoint, creating products that are connecting with patients which could impact their health journeys, their quality of life and their human existence is one of the most powerful contributions I’ve made in my career."

"We are a close-knit team obsessed with getting stuff done. But we don't limit ourselves to Zoom calls and office walls. From building tractors in the office to farm visits and happy hours, there's always room for a good time."

"At Addepar, we embrace a culture of acceptance with the full support of leadership. We’ve formed an AddePride affinity group, run by members of our LGBTQIA+ community and allies."

"The best is the Leadership Breakfast where the office leaders make a full blown cooked in office breakfast for everyone…..or the Chili Cookoff….we do great food events!"

"We tend to find the right fit for people to do the work that is most valuable to both themselves and Arcadia. Even if you are entry-level, we really look to place you in roles that best use your strengths. I don’t think most people expect that."

"Whenever someone asks me what I love most about Strata, my answer always starts with the creative freedom I get as an engineer. Innovation is one of our core engineering principles and we have a culture that embraces communication and sharing ideas."

"What do I love most about Tock? The people. Each employee utilizes their own perspective and expertise to work together on projects and solve problems collectively. Everyone is eager to help each other and lead the company to more successes."

"I’m excited to come into work each day because there is always something new going on in the office. Whether it’s a partner launch or a new feature to our product, it creates new challenges to solve in our growing community. "

"My favorite part about working at Zoro is that I have opportunities to collaborate with multiple teams. I have the freedom to leverage my peers' area of expertise to discover new and innovative long-term solutions. The unique aspect of this is with e"

"There’s something special about working for a company undergoing an incredible amount of growth. At Showpad, I have a clear understanding of how my role ties to our goals and why that’s important as we continue to scale."

"Wolverines know how to work hard and play hard! Work-life balance is a core component of our culture. We believe you cannot be truly satisfied at work if you do not make time for yourself. By 5pm our office is mostly empty and you will not see the lights on over the weekend. Our generous vacation package allows us time to unwind or go explore!"

"There's a lot of collaboration and positive energy throughout the entire day at SpotHero. There are a lot of funny people that work at SpotHero; it's hard to get through the day without a few genuine hearty laughs, which is a really fun way to take a break from being nose deep in a project. "

"My teammates are passionate, high-energy, and generously share their knowledge. The environment they have created has not only helped me learn but has allowed me to grow and contribute quickly."

"I love the idea that I have a best friend at work. I love the idea that people listen to my opinion. I love the idea that I get to learn and grow each day."

"Inspire11’s atmosphere of collaborative competition drives everyone to turn it up a little more every day. Talent is recognized regardless of seniority or demographic, and we’re encouraged to take bold risks and have the support to get it done."

"Building something completely new is challenging, satisfying work, and I am proud of what we’re building here at Upside. Our product is making a real, measurable impact on people and businesses, and the team behind the scenes is beyond compare. If you want to work at a company that’s doing well while doing good, Upside should be high on your list."

"What I value most at relayr is that I feel I have an impact. Everything I do translates directly into something that brings the company a step forward."

"Everyone is trusted to take time off throughout the year when they want to, and they actually do take time off. I also have my Slack notifications turned off every night, on weekends, and on PTO. We’re all about finding ways to achieve ambitious goals with sustainable and healthy day-to-day processes."

"I know it sounds like a cliche when people say that their company is like a family, but truly Tovala is like my family. There’s so much care and respect among team members that motivates me and everyone always jumps right in to help. I’ve also had the privilege as an early member to see this team grow quickly and maintain the same caring culture."

"Leaving my previous job after nearly 9 years was a really difficult decision but the transition was easy largely due to the incredibly supportive team members here at FourKites. I am grateful everyday to be able to work with such professionals."

"The high caliber of talent and accountability surprised me from the very beginning and continues to delight me in our company. I am consistently proud to be a part of such a high-performing team!"

"Working for BE has been awesome so far! The culture is very welcoming, the people are all very friendly, and the work itself is super hands on! I've learned so much from so many people, and I'm so thankful I got to start my career here!"

"The number of women in senior leadership positions at IMO, from directors to VPs to our C-suite, is a key reason why I joined the company. It is also the first company I have worked for where I am truly able to be my authentic self. "

"I’ve grown not only as an employee but as a person overall. I’ve also had the amazing opportunity to travel to other offices, bringing my positive attitude and experience to help drive the culture I love."

"At Avant, I work alongside some of the smartest, most innovative people I know. I feel empowered to make decisions that have a real impact on our customers and our business."

"Recently, I hosted a backpack drive. Not only did Amountees donate close to $700, but they showed up to help pack the bags with even more items & the best attitudes. The drive was a big success because of the genuine care & concern of our employees."

"In July 2022, we opened our brand new, state of the art office in the West Loop. It has picturesque views of the Chicago skyline, cold brew and kombucha and tap, snacks from the clients we represent, and a rooftop deck. Our office vibe is approachable and collaborative. When our CEO is in the kitchen, he'll be the first to strike up a conversation!"

"During my time with PerkSpot, I have been provided with countless opportunities to pursue my career development. These opportunities have not only allowed me to develop my skill set and add value to the organization, but also make it possible for me!"

"The people at Bringg make me feel I can bring my genuine self to work each day. I feel adequately challenged, supported, and appreciated. The people I’ve encountered here are some of the most passionate and high-energy people I’ve been around."

"“Reverb empowers its engineers from every level to take true ownership of our tech. When it comes to building the product, everyone has the ability to help determine what we build, how we build it, and how we measure our success.""

"Enfusion is a breeding group for innovation where every employee is tasked with challenging the status quo and self-starters, who are willing to ask critical questions, thrive in this team-oriented environment."

"Over the past 3 years, I’ve provided strategy & implementation of our amazing product. It’s rare to find a place where you feel both supported & heard like I do at MI. Plus, my career growth is prioritized on the same level as my work/life balance!"

"M1 is a place where I can be myself, and be part of a diverse team of excellent people."

"I’ve never said sadly, “Oh, I’ve gotta go to work.” That’s not something in my vocabulary. The bottom line is that we all genuinely like each other and respect each other, so it makes work a lot of fun. "

"What I like most about working at Instawork are the people and the leadership. That is what drew me in, and I was not disappointed. When you work with great people and have a mission and vision that you believe in, anything is possible!"

"I appreciate the amount of energy that goes into cultivating individuals here. Fusion shares my belief that people are the most important investment and the willingness to support personal growth is unmatched by any other company I've worked for."

"At Logiwa, I have been given the opportunity to work in an environment that is highly supportive and collaborative, which motivates everyone to be the best at what they do and we can feel that our contribution to customers’ business is meaningful. "

"Foxtrot is one of those special places where you get to push the boundaries of an industry alongside amazingly talented people and not only enjoy it, but actually develop your skills beyond what you thought you were capable of."

"Hearing the reactions of clients when the platform delivers beyond their expectations is inspiring. The product and dev teams empower our clients with the most sophisticated capabilities they can leverage, while keeping the interface incredibly easy."

"I’ve really enjoyed my time at Vail because of Vail’s dedication to bettering their product by bettering their engineers. Continuous learning is supported via book clubs, self-learning programs, and biweekly meetings to share new ideas and technology"

"What do I love about Jellyvision? Getting to know some of the best people in the city, in an encouraging work environment, and a place where I can practice my dark ritualistic magics in peace. It’s everything a young necromancer could ask for."

"The team here is fantastic -- I have so many talented and ambitious colleagues, but rather than being cut-throat, it’s an extremely cooperative atmosphere."

"My experience at SDI has been exciting and consistently full of new opportunities. When I come into work every day, I am excited to be surrounded by supportive co-workers that are willing to listen and teach me the ropes!"

"As a college intern, I attended Yello's annual conference and was able to see first-hand the impact Yello’s technologies have on some of the world’s biggest companies. That’s what drew me in, and five years later, I still enjoy making a difference."

"It's thrilling to be part of a high-energy company that always has its ears to the ground and its heart open. Crafty genuinely believes in fostering team growth – being a part of this amazing group of passionate people holds such value!"

"I love working on an entertainment product. We get to help people smile and laugh when they're out with friends or killing time in a boring waiting room."

"I love working at Becker Logistics. Everyday is challenging, yet rewarding. I feel valued and I learn more and more everyday."

"Workforce.com has supplied me with the opportunity to develop both professionally and personally. I love coming to work everyday with such a positive and innovative group of colleagues."