Software Businesses for Sale near Chicago, IL.
Browse 6 Software businesses for sale near Chicago, IL on Rejigg.
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Software businesses near Chicago, IL
Locations are approximate to protect owner privacy.
Showing 6 of 6 listings near Chicago, IL
Digital Marketing Agency
Digital marketing agency generates $720k with fully recurring monthly fees, 90% client retention over 24 months, and 30% to 60% margins.
Price$2M
Revenue$609.2K
EBITDA$248.3K
Managed IT Services & Technology Consulting Firm
Managed IT services provider with $3.1M revenue, recurring support contracts, subscription monitoring software, and an independent leadership team.
Price$3.8M
Revenue$3.2M
SDE$570.9K
Healthcare Technology SaaS Platform
Medical practice software platform with recurring subscriptions, projected $750k revenue and $315k SDE, plus standalone and integrated deployment options.
Price$750K
Revenue$360K
SDE$170K
Web Development & Digital Solutions Agency
Website support firm serving universities, nonprofits, healthcare, and government customers, with SDE exceeding $300k in consecutive years and an established delivery team.
Price$750K
Revenue$797.3K
SDE$176.8K
Cloud-Based Emergency Services Platform
Healthcare software and billing platform generates $1.5M revenue, converting free medical record users into subscriptions and $50k-$100k annual billing contracts.
Price-
Revenue$1.5M
SDE$500K
AI-based Fintech Lending SaaS Platform
Mortgage preapproval software company with $434k revenue, 37% EBITDA margins, 100% recurring subscriptions, and projected 55% growth.
Price$1M
Revenue$675K
EBITDA$171K
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For buyers
Make your next conversation count
A listing starts the conversation. These tools help you check the fit, understand the financials, and decide what to ask next.
Prepare for the first owner call
Clarify what is for sale, who runs the business, and what the owner wants from a transition.
Prepare your buyer introductionCheck the numbers behind the asking price
Explore financing scenarios, debt payments, and the cash a business needs to keep operating.
Try the SBA loan calculatorTurn interest into a clear next step
Use the diligence checklist and LOI templates to organize requests and prepare a proposal.
Explore the deal templatesFind a business worth a closer look
Explore business profiles and prepare for owner conversations. Continue on Rejigg to take the next step.
Buying a Business near Chicago, IL
How do I contact the owner of a business I found on Rejigg?
Create a free Rejigg account; owners, and the brokers who run some sales, only hear from buyers through the platform. Open the listing to see the full profile: city, team size, financials, what is for sale, and the reason for selling. Sign Rejigg's standard Fee & Confidentiality Agreement for that business; it is the same form for every deal. Verify your phone, then send your pitch from the listing. Replies, meetings, and documents all run through Rejigg.
Can I email Rejigg to get introduced to an owner?
No. Rejigg does not forward emails to owners or brokers, so a note to support@ or hello@ with a listing link will not reach them. Create a free account, open the listing, sign the agreement for that business, verify your phone, and send your pitch; that reaches them in a few minutes.
How does buying a business on Rejigg work?
Create a free account, set your criteria, and browse off-market businesses sourced directly by our team. When you find a match, reach out to the owner through the platform, Rejigg handles NDAs, scheduling, and document sharing so you can focus on the deal.
How much does it cost to buy a business?
Prices vary widely; most small businesses on Rejigg sell for $500K to $10M. Beyond purchase price, budget for diligence costs (attorney and accountant fees, typically $10K-$50K) and working capital reserves. Getting started on Rejigg is free.
What financing options are available?
The most common path is an SBA 7(a) loan, covering up to 90% of the purchase price with 10-year terms. Seller financing is also common, where the seller carries a note for 10-30% of the price. Our SBA loan calculator helps you estimate monthly payments.
How is Rejigg different from a broker or marketplace?
Brokers represent the owner and typically charge the owner 5–10% of the sale price. Marketplaces list whatever gets posted. Rejigg vets every listing, sources many of them directly through our own owner outreach, connects you directly with owners when they sell directly, and gives you tools to manage the process from first contact through closing.
What is due diligence and what does it involve?
Due diligence is the verification process after you and the owner agree on terms (usually in a Letter of Intent). Budget 30-60 days and $10K-$30K for professional help. A Quality of Earnings report is increasingly common for SBA-financed deals.
Can I buy a business with no money down?
Rarely. Most acquisitions require 10-20% down, whether through SBA financing, seller financing, or cash. Some creative structures can reduce the cash needed upfront, but sellers generally want to see you have skin in the game.