Tupelo Data Room

financial services for Sale in Illinois

Similar businesses sell at 1.4x to 6.9x SDE. Compare live listings and connect with sellers.

Insurance Agencies

Turnkey Independent Agency | Medicare Focused

Cook County, IL, US

Established in 2015, this independent insurance agency provides comprehensive health and Medicare insurance solutions across the Chicagoland area. Operated solely by the owner-agent, the business has built strong relationships with a broad network of reputable insurance carriers, enabling it to offer tailored coverage options to a diverse client base. The agency’s revenue is primarily driven by Medicare products, supported by additional income streams from life insurance and group insurance policies. It’s focused niche, recurring client needs, and strong carrier access position the business for continued stability and growth. Designed for flexibility, the operation is easily relocatable and well-suited for a home-based setup, offering low overhead and scalability for a new owner. Financial Highlights: • Sellers Discretionary Earnings (SDE): $94,000 • List Price: $350,000 This turnkey opportunity is ideal for a licensed agent seeking an established book of business or an existing agency looking to expand within the high demand senior insurance market

$350,000Asking Price
-Revenue
-Cash Flow
Accounting & Tax Practices

ADD-ON Opportunity / Chicago Accounting Practice /~$0.48MM Adj. EBITDA

Chicago, IL, US

ADD-ON Opportunity / Chicago Tax & Accounting Business / Recurring Financial Services / LTM ~$1.09MM Revenue / ~$0.48MM Adj. EBITDA Company Overview The Company is a full-service tax and accounting firm serving the Chicago metropolitan market. Founded in 2022, it provides tax preparation and planning, bookkeeping, financial statement preparation, payroll, sales and use tax compliance, and entity advisory services to individuals and small and midsized businesses. The Company has scaled through organic client growth and the successful integration of an acquired book of business in 2024. Its technology-enabled operating model supports approximately 700 annual tax returns across roughly 455 unique client relationships. Approximately 30% of revenue is generated through recurring monthly and quarterly engagements, while the remaining revenue is primarily derived from re-occurring annual tax services with historically strong retention characteristics. The business benefits from a diversified client base, broad service penetration, and limited customer concentration. A cloud-based practice management platform centralizes client communications, documentation, billing, and workflow management, enabling the Company to operate with six full-time employees plus seasonal filing-period support. Key KPIs LTM revenue: $1.09 million FY2023-FY2025 revenue CAGR: approximately 58% LTM normalized Adjusted EBITDA: $483,000 LTM normalized Adjusted EBITDA margin: 44.5% Annual tax returns: approximately 700 Unique client relationships: approximately 455 Recurring monthly and quarterly billing: approximately 30% of revenue Largest client concentration: 7.7% of revenue Top client relationships: 15.9% of revenue Full-time employees: six, plus seasonal staff Funded debt: $0 Normalized Adjusted EBITDA includes a $135,000 provision for market-rate replacement management.

-Asking Price
$1,090,000Revenue
$483,000Cash Flow
Insurance Agencies

Established, Profitable, Independent Insurance Agency for Sale

Cook County, IL, US

Wildly successful independent insurance agency for sale with minimum 35%+ year over year growth since 2020 focusing on mainly personal auto insurance AND a separate revenue stream (i.e. car registration that makes up 46% of revenue) located next to a DMV. We repeat that almost 50% of the revenue of this business comes from car registration sales. For those looking for only a book of insurance business to transfer without this additional revenue stream being taken into consideration, this business is not for you and will not value out based on typical insurance agency metrics. With excellent reviews, this agency has managed to sell and secure over 1,700 policies and 3,700+ customers with direct appointments (no aggregator) located in a southwest suburb of Cook County. Please also note there is a decent amount of non-standard policies within the book of business that is being sold, i.e. 25% standard / 75% non-standard. Carriers included, but are not limited to: Progressive, Nationwide, Berkshire Hathaway (Guard), Hartford, First Chicago, and Foremost. It comes with an excellent, affordable office space. Word of mouth has been their only source of growth so there is still tremendous room to grow with marketing. 2024 gross revenue was over $700k with $400k in SDE. Speaking Arabic would be an absolute plus, but not necessary based on the clientele and location of the agency. This is an excellent tack on for a buyer that already has an agency and/or it can be rebranded as needed. The seller's preferences would be a buyer that already knows the insurance industry, but it can also serve as a massive head start for someone trying to break into the insurance industry. Inquire within for more information. PREFERRED CASH OR CONVENTIONAL LENDING BUYER FUNDING.

$1,150,000Asking Price
-Revenue
-Cash Flow

Market Snapshot

National transaction benchmarks for financial services businesses.

Under $500K

Median revenue$227k
Median cash flow$102k
Median sale price$200k
Multiple range1.4x - 2.5x

$500K to $2M

Median revenue$793k
Median cash flow$310k
Median sale price$875k
Multiple range2.1x - 4.0x

Over $2M

Median revenue$2.40m
Median cash flow$733k
Median sale price$3m
Multiple range3.7x - 6.9x

A variety of factors can cause businesses to trade outside this range, including earnings quality, operational transferability, key-person risk, growth trajectory, and geography, so a listing priced above or below the typical multiple usually reflects real differences in the underlying business.

What to know about financial services acquisitions

GW

By George Wellmer

Cofounder & CEO

Key diligence, valuation, financing, and transition considerations for buyers evaluating financial services acquisitions.

Find out how much of the book leaves with the owner

Relationships here are personal; ask what retention looked like on any prior transition and weight the price toward recurring clients, not one-time engagements.

Confirm the licenses and carrier appointments transfer

A CPA firm, agency, or registered advisory carries credentials and appointments that may not pass automatically; verify what you must hold or re-apply for.

Separate recurring revenue from project revenue

Monthly retainers and renewing policies are worth more than seasonal tax work; get the split in writing.

Look hard at client and carrier concentration

A few large accounts or one dominant carrier can carry the business — and walk. Quantify the exposure.

Check compliance and liability history

E&O claims, regulatory exams, and audit findings are liabilities you may inherit; review coverage and open matters.

Plan for the transition of trust, not just the keys

Clients stay because they trust a person — negotiate a transition period, introductions, and non-competes.

Frequently Asked Questions

Answers to common buyer questions for this market.

Yes, recurring, high-margin revenue is exactly what lenders want. Expect scrutiny of client retention, the owner's role, and license transfer; a documented transition plan makes it far easier.