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Client Testimonials

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"Dana was so helpful throughout the buying process for me and my wife. She was great with offering her thoughtful advice while still making it clear that decisions were ours to make. Pleasure to work with and definitely recommend."-Molly

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"Dana helped us buy our first home in the Lombard area. She picked out a house we hadn't even seen when browsing on-line and we ended up loving it and buying it. She walked us through the whole process, handled everything and was so quick to set up showings as soon as we asked her to. She worked with the seller's attorney and agent seamlessly and was on top of letting us know what we needed to submit and when. We will definitely be using her when we go to sell and buy again!" - Emily

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"Dana is so amazing! She's everything that you're looking for in an agent. She does her due diligence in her research to find you the most ideal homes to tour. She listens to your feedback and is always quick to respond to any questions you might have. Dana has a natural eye for the business, as she was incredibly detailed as we were touring homes. She would point out things that a homeowner might not otherwise notice. Additionally, she has wonderful references for lenders and closing attorneys."- Katherine

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"I would highly recommend working with Dana when it comes to looking to buy a home. She is very knowledgeable about the entire process and provides honest unfiltered feedback to help you find the right home for you. Dana was always on time and accommodating to any viewings I scheduled with her and even on one occasion gave me a ride to my train afterwards so I wouldn't miss it. As a first time buyer I was fortunate to have worked with Dana who always had my best interest in mind and made the process completely seamless from start to finish." -Tyler

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"Thanks to Dana’s determination, hardwork, professionalism, and knowledge our house was sold and closed in 31 days!!! We had been with multiple realtors, on and off the market; and Dana came in and made it happen. Her honesty is extremely refreshing and definitely a rarity. Thank you for making this an easy and enjoyable process. We will never use anyone else!" -Lauren

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"Dana is the best of the best - a true profession in her field. You can trust you are in good hands from beginning to end. There is no one I would rather have in my corner when it comes to buying a home. Being a first-time buyer, I had little idea of what was in store for me. However Dana helped alleviate any stress at every turn. If she did not have an answer, she knew someone who did. She and her team, whether internal at Compass or external, instilled confidence and support whenever needed. I highly recommend Dana and will most definitively be returning to her in the future." -Quinn

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"Dana was great to work with! Dana was very helpful along the process of searching for and then purchasing my new home. She was very familiar with the neighborhood and type of home I was looking at, which was a huge help as much of it was new to me! Beyond that, it is wonderful that I can still reach out to her for other contacts in the field as I continue to turn my new place into my home!" -Jen

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"Our experience with Dana Oliff as our realtor was absolutely wonderful! We were first time home buyers and purchased a new home in spring 2021. She kept us up to date for the whole process and answered all questions big and small to help calm our nerves. As with most home purchases, it did not go without some bumps in the road, but Dana and her Olive Well team went above and beyond to take the stress out of the process and get us in our home on time. We would definitely recommend working with Dana for a personal and professional experience for all your buying and selling needs." -Kelly

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"Dana was so attentive and helpful, and truly helped make our home selling and buying processes so much more manageable. She is very detail-oriented and is great with communication between multiple parties. She is extremely professional and friendly as well. We sold our house within a couple days and purchased our current home for an excellent price thanks to Dana’s expertise! We would highly recommend Dana as a realtor to anyone who is looking in the Chicagoland area!" -Caeli

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"Dana is the best! She is tremendously kind, intelligent and professional plus her market knowledge is unmatched! As a lender, she is one of my most trusted referral partners. I have and will continue to use her on my personal transactions as she is always very patient & communicative. I highly recommend Dana Oliff to anyone looking to buy, sell, rent or invest. Thank you Dana!" -Angie

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"Dana helped us sell and purchase a home this summer.  She was knowledgeable, quick to respond, and always advocating for us, even with a tricky purchase.  We sold quickly and above asking and closed on time, and she did all she could to help us find the perfect new home and get moved in.  Although we hope to not sell for a long time, we will definitely use Dana again and recommend her to our friends and family. " -Marion

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"ā€œWe couldn't have asked for a better experience to look for and purchase our first home. Dana was responsive, friendly, and knowledgeable. She helped us ask the right questions and properly negotiate to get our dream home despite being one of multiple offers. Dana's personality and skills helped make our homebuying experience low-stress and fun from start to finish. Thank you Dana!" -Gina

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"Dana went above and beyond in both the sale of our condo, and the purchase of our home! Dana was very responsive, accountable, and easy to work with. Dana advocated for us to make sure our best interests were taken care of. Would definitely recommend Dana for your realty needs." -Lois

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"5 stars is not enough!! Dana was incredible through the entire process and landed me the home of my dreams! If you are looking for a realtor who will go above and beyond to find you a home that fits your personality and your budget look no further!" -Wes

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"Dana and her team at Olive Well went above and beyond to sell our home! They were knowledgeable, responsive, professional and most importantly secured a buyer at above asking price and executed on a seamless transaction. Highly recommend Dana!!" - Jonathan

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"Dana Oliff went above and beyond with both the buying and selling process of our home! She was friendly, attentive and professional. She helped make communication with all parities seamless, and was one step ahead every step of the way! We sold our house for way more than we had planned to, all because of her knowledge of the market. 10/10 recommend!" -Emily

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"Dana is the best! She helped me throughout the entire process as a first time home buyer and I can’t say enough good things about her and her team!" -Lindsey


Education

University of Illinois at Urbana-Champaign
Bachelor of Arts, Communication and Media Studies
About Dana

Dana might be a little biased, but she believes Chicago is the best city in the world. Born and raised in Lombard and a proud University of Illinois graduate, she has lived in neighborhoods across the city—from Lincoln Park to Ukrainian Village—and continues to be inspired by the architecture and character of both Chicago and its surrounding suburbs.

Dana began her real estate career in 2015 after several years in corporate roles supporting high-level executives in law and investment industries. That experience sharpened her organization, communication, and negotiation skills—tools she now applies to deliver a seamless and strategic real estate experience for her clients. With 10 years of industry expertise, Dana is known for her calm approach, market knowledge, and ability to guide clients confidently through every step of the process.

Her work has been recognized by Chicago Agent Magazine’s ā€œWho’s Who in Chicagoland Real Estateā€ and the Emmy-nominated show The American Dream TV. Dana is proud to be part of Compass and the top-producing Olive Well team, collaborating with some of the most respected professionals in the industry.

Outside of real estate, Dana enjoys spending time with her husband (a real estate attorney), their daughter Olivia, and their labradoodle Harvey. She loves cooking, exploring new restaurants, and discovering all that her favorite city has to offer.