“Karen as a professional – in the investment process she was trustworthy, credible and professional. Karen made selling my property easy. She negotiates well and made it an easy transition. She knows her stuff when it comes to real estate investing”

Melanie Columbo


“I just bought my first rental property and I would not have been able to do it without Karen! Her constant support and encouragement and her extensive knowledge of the entire process gave me the confidence to push through the fear that comes with buying a first property. It was amazing knowing that I always had someone to go to whenever I had questions. I learned so much from her and I’m pumped to finally own a property!

Thank you so much!! Thank you again for all your help and encouragement. I greatly appreciate it!”

David Smith

Real Estate Investor

“You NEED Karen on your team! Karen is a natural leader with vision, passion and a work ethic that is hard to beat. She is always willing to listen and she brings a can-do attitude when faced with a challenge. Karen is a connector. If she doesn’t have the solution, she will find someone that does! Friendships are worth more than a sale to Karen, so she works hard to nurture relationships with peers and clients. She values community involvement and life long learning and stays active in many local charity and networking groups. Her experience as a Business Owner, Real Estate Broker, Coach and Investor makes her an asset to any organization or partnership.

Megan Webb

Property Manager, Fellow Investor, and Co-Founder of Reinvest Southern Illinois

“I would like to share a note of appreciation for the workshop Karen Cupp recently led for my team. As a facilitator for a professional development program at Banterra Bank, I wanted a workshop that would enhance the speaking confidence of my participants. The public speaking workshop Karen conducted for my program far exceeded expectations. By the end of the workshop I recognized substantial personal growth and increasing self-confidence in all of my participants. They were pushed just outside their comfort zone, but in a fun and supportive environment. I would not hesitate to bring Karen in to lead this or other workshops in the future.”

Shane Carsrud

Assistant Market Executive

“As a professional business coach, Karen Cupp has generously provided valuable ideas to increase my business sales. As an owner/operator, I value her vision of the “bigger picture”, seeing outside the walls of running my daily business.

Karen uses her experience, passion and support to guide me with practical applications, and I have already seen positive results! Thank you Karen!!”

Diana Watson

Owner of Quiznos

“I joined the Arbor Mastermind Group midway through the summer of 2017 and have been kept engaged ever since.  Each and every week I am expected to push my limits and best them and to push the group to do the same.  This is the principle of the group, and I gladly will attribute my continuance of personal growth to it.  The idea of open-mindedness and cooperation is the heart and soul of this group and its character.  We meet weekly for discussion and it is impossible not to look forward to such a gathering.”

Trever Williamson

“Karen Cupp is the most powerful connector I’ve ever had the pleasure of meeting.  Almost all of the local speaking events I’ve done have come from a connection Karen helped me make.  She knows how to get the right people on your bus!”

Mike Slover

Strategy Wizards Inc.