Chicago Illinois Business Brokers

Mergers and Acquisition (M&A) and Business Brokerage Services in Chicago

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Business brokerage and M&A services for Chicago and surrounding areas

Chicago is a thriving place for entrepreneurs and corporations alike. Known as the “Windy City,” Chicago offers a dynamic ecosystem that fosters innovation, attracts talent, and promotes economic growth.

One of the key factors contributing to the favorable business climate is the city’s strategic location. Situated in the heart of the Midwest, Chicago serves as a central transportation and logistics hub, facilitating the movement of goods and services across the country. The city boasts a world-class transportation infrastructure, including O’Hare International Airport, one of the busiest airports in the world, and a robust network of highways, railways, and waterways, enabling efficient supply chain management.

Home to a diverse and highly skilled workforce with a deeply ingrained entrepreneurial spirit, Chicago it an attractive destination for both startups and established companies.

The presence of major corporations and headquarters adds to the dynamic business landscape. Chicago is home to several Fortune 500 companies that contribute to the local economy creating a robust ecosystem of suppliers, customers, and partners, attracting further investment and fostering a sense of business community.

With a supportive ecosystem for startups and small businesses, the city has witnessed a surge in co-working spaces, incubators, and accelerators, providing entrepreneurs resources, mentorship, and networking opportunities. Several industry-specific clusters have emerged, focusing on technology, healthcare, finance, and manufacturing, fostering collaboration and innovation within these sectors.


The highest level of business brokerage and M&A for Chicago

At Raincatcher, we specialize in helping companies with $2m+ in annual revenue exit their business for maximum value.  As experienced business brokers, our comprehensive services cover the entire transaction process. From conducting thorough business valuations and market analyses to strategic marketing, and due diligence, we will be there with you every step of the way. 

Don’t short-change yourself in the sale of your most valuable asset. Expand your options and explore the expertise and services available from Raincatcher.


In Deals Closed

Industries Served

We understand the business landscape and economy in Chicago

A track record of servicing Illinois companies

Chicago is a city renowned for its vibrant business landscape and diverse industries. From the thriving finance sector in the Loop to the technological advancements of Silicon Prairie, Chicago offers an ideal environment for entrepreneurial success.

Amidst towering skyscrapers and bustling trading floors, Chicago’s finance sector attracts savvy entrepreneurs seeking lucrative opportunities. The city’s robust presence in banking, private equity, and investment firms ensures a plethora of potential buyers ready to elevate your business to new heights.

Beyond finance, Chicago’s manufacturing and logistics industries flourish, offering prospects for industrial sectors ranging from automotive and aerospace to consumer goods and pharmaceuticals. The city’s strategic location and exceptional infrastructure create an ideal environment for prosperous deals. If that wasn’t enough, Chicago’s thriving technology sector presents endless possibilities for innovative entrepreneurs. 

The city’s reputation as a hub for groundbreaking ideas and research institutions ensures a dynamic marketplace for selling your transformative company.

The Raincatcher Process

How we get top dollar for our Chicago clients

Sell-side due diligence

Due diligence is traditionally done by business buyers and not business brokers. However, our comprehensive sell-side process includes a diligence process before we bring a business to market. 

Our comprehensive diligence process is designed to drive the highest value for the business owner as buyers know that there won’t be any skeletons in the closet once they submit an offer and start spending money on legal and financial diligence.

Specially designed brokerage or M&A auction process

Depending on the size of your business and industry your company operates in, we may recommend a traditional brokerage process with a listing price. Or, a competitive auction process with buyers submitting the price and terms for negotiation. 

Our buyer list is comprehensive and will be tailored to include (or exclude) and participants in your industry who may make great strategic buyers or who you want to avoid knowing the business is on the market.

Short-listing finalists

It isn’t uncommon for strong, sizable companies to get 5+ indications of interest (soft offers). We’ll then validate those buyer groups, attend dinners where they meet out clients, prepare further data on the business and negotiate the deal terms that buyers will propose in their final offer.

Negotiate LOI terms and facilitate diligence

Once LOI’s have been received from potential buyers we work with our clients to select the most attractive offer before executing the exclusive LOI.

It’s common for diligence to take 60-90 days before closing. This requires a significant time commitment from all parties. Additionally, final deal points are negotiated and contested during this period.

Talk to the experts

Care to learn more about Raincatcher’s brokerage and M&A processes and what we can do for your business? Get in touch with us for a complimentary consultation.

Our business brokerage and M&A team for Illinois

We have harnessed the power of technology to serve the entire country, catering to diverse businesses and industries. 

Our remote approach enables us to break geographical barriers and connect with clients nationwide, providing tailored support and guidance in selling and buying businesses. With a team of dedicated experts and a deep understanding of various sectors, we seamlessly navigate the dynamic landscape, empowering entrepreneurs and unlocking new opportunities in every corner of the nation. Having advisors spread out across the country allows us to meet our clients virtually and at their place of business to better understand the operations and to travel to meet with the investors for management meetings.

Request a Complimentary Consultation with a Business Broker

Selling your business is a big move and deserves you working with a team who understands what you’re going through. At Raincatcher, all our business brokers do is work with founder and family-owned companies to help maximize their exit. 

Meet the team serving Chicago

Get introduced to the #1 business broker according to Inc. magazine and learn about our process and what you can expect when selling your business.


Fully remote and still serving Chicago

It is important to us to build a relationship with our clients, and our advisors are able to provide regional support and schedule remote consultations. Should we elect to work together we would be happy to meet you for coffee or at your place of business to get a deeper understanding of your operations.

Other areas we have served in Illinois

John Hancock Center, 875 N Michigan Ave 31st floor, Chicago, IL 60611

The benefit of being spread across the country is that we have a business broker and M&A advisor within an hour or two of most businesses based in the lower 48 and can meet clients at coworking spaces or their place of business.

Business Broker FAQs

We aim to provide complete transparency to our clients to help illuminate what can prove to be a complicated process of selling their business.

How Long is the Process to Sell A Business

Most of our clients are lower middle-market companies ($500k – $10M in EBITDA). Clients in this size range typically benefit from a full auction process as it will drive multiple bids for their business. This process takes 7-9 months on average.

Is The Selling Process Confidential?

Yes. We make every prospective buyer register with us, sign an NDA and go through a vetting process before they ever see the name of a business that is listed for sale.

How Many Companies Do You Sell Per Year?

We work as partners or as teams of three on most of our clients deals. On the average year each member of our team will be a part of 4-6 successful closings.

How Do Business Brokers Get Paid?

Like most business brokers, we charge a small retainer when signing a client on, but primarily get paid by charging a success fee that is a percentage of what we are able to sell the business for. This fee varies based on the size of the business, how quickly it will sell, how much preparation work and sell-side due diligence will be required from us, etc.