Chicago Collection Agency

Businesses in Chicago have been using The Kaplan Group for commercial collections help for twenty-five years.  Our superior debt collection services have led to our 85% success rate on large viable claims as well as our A+ rating on the Better Business Bureau.


There is no fee unless we collect.

Contingency rates range from 10% to 25%.

We are Chicago’s large commercial claims experts

We produce an 85% success rate on large viable claims.


Call us: (773) 433-8191


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Our Mission

Our collection philosophy at The Kaplan Group is that whenever a company issues a valid invoice to a customer, the company should be paid for services rendered or products delivered, period.  Once you turn an account over to us for collection, we work the claim professionally and consistently until payment is received or we determine your customer’s business is belly up.

A cornerstone of our collection success is that we put together a strategy that is customized to the circumstances of each claim that is received.  We never have and never will use call centers, auto-dialers or scripts.  Dean Kaplan, the President of our collection agency, has trained all of our collectors to apply proven negotiation and collection techniques to each claim and the results are impressive.

Our 85% success rate on large viable claims is no accident.  We are very selective when hiring our collectors.  They must have lots of have relevant work experience and be well educated.  In fact, many of our collectors have held high level positions previously in their careers such as CFO, General Counsel and CEO, and they often hold advanced degrees including MBAs and JDs.  Our collectors collectively have negotiated mergers and acquisitions totaling over $500 million and have traveled to over 40 countries to perform negotiations.  All these varied experiences make our professionals uniquely suited to solving debt collection problems in Chicago and all over the USA.

Our fee structure is contingency based so you only pay us if we collect your money.  Our in house law firm steps in to apply added pressure when our initial collection effort doesn’t bear fruit, and we solve 97% of our successful collections without litigation.  In those rare cases when litigation is the only way to collect, we have a large national network of attorneys that will take your case on a contingency basis and we will manage the process for you every step of the way.

Our professional approach to collecting has led to our exceptional success rate for our clients, and our happy customers have written lots of 5 star online reviews and have given us an A+ rating on the Better Business Bureau.

Let our professionals get you the money that you are owed.  The sooner you contact us the sooner we can get started.  Fill out our simple Get a Free Quote form or call us to discuss the specifics of your situation.

Call us today at (773) 433-8191 and we’ll start collecting your money tomorrow!

We Understand Business in Chicago

Chicago ranks as the 3rd largest metropolitan city in the United States and is a major global financial center.  It houses the Chicago Mercantile Exchange, The Chicago Board Options Exchange and the Federal Reserve Bank of Chicago.  Other important industries include food processing, publishing, printing, medical products and services and transportation.  The metropolitan area in its entirety boasts the third-largest labor pool in the USA, and Chicago has 12 Fortune 500 companies located there.  All this diversity matches up well with The Kaplan Group’s long history of successful debt collection across all industries no matter the size of the debtor company.  Dean Kaplan got his MBA on the south side at University of Chicago.  The Kaplan Group’s outstanding record of success is because of the varied backgrounds of our professionals and our process of developing a customized collection strategy for every claim we work.  Don’t wait any longer.  Call us today to get started.

Company president Dean Kaplan was a management consultant at KPMG for eight years. During his tenure, he helped hundreds of companies with business plans, mergers, acquisitions and valuations. He owned, operated and dramatically grew a manufacturing business and has been a CFO for several technology companies.

kaplancollectionagency Anne Kaplan was Associate General Counsel for Turner Broadcasting (TNT & TBS) and West Coast Counsel for the MPAA (Motion Picture Association of America).

Jerry Kaplan has been a commercial debt collection expert for over 4 decadesJerry Kaplan co-founded a bank and a bankruptcy preference defense company in addition to Kaplan & Kaplan, one of the largest commercial collection agencies in the country when he sold it in 1989.


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See What Others Say About the Kaplan Group:



After many failed attempts at collecting payment from a difficult client, The Kaplan Group was recommended to us. Not only were they able to secure a payment plan from client, they kept us informed at every stage of the process and always replied promptly to emails requesting information.

– Mariana Morris

Chicago Collection Agency Office

The Kaplan Group

Chicago, IL

Collection Agency Tips for Chicago Businesses

In our experience, it is always better to have a personal guaranty from your customer.  In the event where litigation appears to be the only hope for collecting the money that is due, having a personal guaranty often causes the guarantor to take the litigation threat more seriously because they will be named personally and it will negatively affect their personal credit score.  Our collection agency has a network of attorneys throughout the USA who will handle lawsuits on a contingency basis, which makes it very inexpensive for our clients to pursue litigation against debtors.  When we inform the debtor of this, significantly more pressure is applied on the debtor to pay or come up with a viable payment plan in order to avoid going to court.  We are able to solve 97% of our successful collections without having to pursue litigation, but when there is a personal guaranty on a claim, this gives us greater collection leverage, leading to more of our clients being paid.

Ready To Collect Your Money?