Olivia Carlson 

lead broker

“Using an unsurpassed level of analysis and a proven method of pricing homes for sale, her results are undeniable: Olivia’s listings consistently sell 9 times faster and for 3% more than the market average.  Her method is proven through over 150 successful transactions. She has represented $50 Million in property sales. Nearly 100% of her clients are referrals from past satisfied clients. Her real estate expertise in Chicago stretches from the South Loop to Evanston. She is ranked in the top 1% of Chicago Realtors, Member of Top Agent Network and was honored with the coveted Rising Star Award for sales volume during her first year in business.”

– Thad Wong, Founder of @properties


Paul Siebert

director, client experience

“Paul’s philosophy is simple: “Life can be complicated enough, real estate doesn’t have to be. So I am committed to helping my clients thoroughly understand and navigate a complex process. I am passionate, always accessible and responsive and will do whatever it takes to get the job done.”

Whether you are an experienced investor or a first-time homebuyer, Paul provides his clients first class customer service, which, coupled with unwavering patience and an empathetic approach, ensures a seamless experience.

Paul grew up overseas in Vietnam and the Philippines. He holds a Bachelor’s Degree in Communication Studies and Entrepreneurial Marketing from the University of Iowa. Since moving to Chicago, Paul has lived in Wicker Park, Lakeview, River North and currently resides with his wife, Maggie, in Roscoe Village with their beautiful baby girl, Ella.

Karri Szymanski

director, Marketing and operations

Karri has an extensive background in marketing and advertising. With over 7 years experience in client service with both large and small advertising agencies, Karri worked closely with her clients to develop marketing and promotional plans for their products and services. She also spent over 8 years in product development with a consumer goods company managing the creation, production and marketing of several product categories. Juggling many projects and detail management is her specialty. She looks forward to working with you as you partner with Olivia’s Chicago Real Estate for your real estate needs.

Karri graduated Summa Cum Laude with a Marketing degree from Bowling Green State University and was honored as the top business student of her graduating class. She enjoys jewelry making, gardening, and going to the gym with her husband Andy when she isn’t carpooling her three growing sons around town.


Shelby Talley

marketing and operations coordinator

Shelby has plenty of her own real estate experience after moving six times in her married life alone. Her extensive knowledge, on the customer side, brings a unique perspective to the team. Her life started in Chicago, however, she has lived all over the country in Arkansas, Texas, Florida, Kansas, Colorado, Washington and Michigan. She has worn many hats in her career starting in a family owned business and stretching into advertising, marketing, teaching and coaching. She loves to serve our clients with all the behind the scenes details it takes to help home buying/selling go smoothly.

Growing up mostly in Texas, she earned her Marketing Degree from Texas A&M. She is happily married to her husband, Todd, has two teenage boys and one very happily-lazy dog, Zeus.