What's in This Guide
Key Takeaways
- The asking price tells you almost nothing. These questions cover five areas: financial performance, the lease and property, licenses, equipment and people, and liabilities and transition.
- Verify revenue across independent sources. Tax returns, POS, bank deposits, and sales-tax filings should tell a consistent story.
- Scrutinize every add-back. An expense is only removable if you will not incur it after closing.
- The lease can cap the deal's value. A short remaining term or no transferable renewal options limits what you are really buying.
- Licenses do not simply transfer. Connecticut liquor permits attach to a backer, and a new backer entity must file its own application.
- Ask DRS for a tax clearance certificate at least 90 days before closing, or you can inherit the seller's tax liability up to the purchase price.
Buying an existing restaurant can give you a functioning kitchen, trained employees, operating history, customers, equipment, and an established location. It can also leave you with weak cash flow, a short lease, aging equipment, tax exposure, employee issues, or permits that do not continue under your ownership.
The asking price does not tell you which situation you are looking at. The U.S. Small Business Administration recommends reviewing the full infrastructure of an existing business, including contracts, leases, licenses, permits, and zoning, and advises involving an attorney and accountant in the investigation (U.S. SBA: Buy an existing business or franchise). The 20 questions below are where that review starts.
Interactive Due Diligence Checklist
Work the 20 questions. Filter by category, check off what you have answered, and track your progress.
Start with question 1. Nothing here is saved or sent anywhere.
Where the 20 questions land
Five areas of the deal. Financial performance carries the most questions, but a single lease or license problem can end a transaction.
Questions About the Business and Its Financial Performance
1. Why is the owner selling the restaurant?
The seller's reason provides context, but it is not proof the business is financially sound. Owners sell for retirement, health or family circumstances, relocation, partnership disagreements, burnout, capital limitations, staffing problems, lease concerns, declining performance, or a change in priorities. Ask when they decided to sell, whether the restaurant has been listed before, whether a prior deal failed to close, whether they would keep operating if it did not sell, and whether they will stay for a transition or finance part of the price. Then compare the explanation against recent sales, staffing, lease position, equipment condition, and outstanding obligations. A personal reason can be completely legitimate. It does not remove the need to investigate.
2. What exactly is included in the asking price?
Request a written list, and ask what is excluded. Some equipment may be leased, financed, owned by the landlord, supplied by a beverage distributor, owned by another business, or subject to a lien. The SBA distinguishes tangible assets, intangible assets, and intellectual property, and advises determining whether assets are owned or leased.
| Physical | Intangible | Rights & other |
|---|---|---|
| Furniture, fixtures, equipment | Trade name; recipes; menus | Lease rights; deposits |
| Food and beverage inventory | Website and domain; phone number | Seller training |
| Point-of-sale system | Social media accounts | Reservation and delivery accounts |
| Vehicles | Customer information | Intellectual property |
| Real estate, if applicable |
Do not let listing photographs define what you are purchasing. The letter of intent, asset list, and final purchase agreement should identify the included assets.
3. Is this an asset purchase or an ownership-interest purchase?
This is a legal and tax question for your attorney and accountant. In an asset transaction, the buyer generally purchases identified assets and assumes only the obligations listed in the agreement. In an ownership-interest transaction, the buyer acquires stock or membership interests in the existing entity, which may continue to hold its contracts, permits, debts, claims, and history.
Entity questions to resolve
- Which entity owns the restaurant, holds the lease, and employs the staff?
- Which entity owns the equipment and holds the liquor permit?
- Which liabilities would remain with the entity?
- Will you operate through the same entity or a new one?
The structure affects taxes, permits, contracts, financing, and risk, and should be decided before final documents are drafted. For qualifying asset acquisitions involving a trade or business, the IRS generally requires both buyer and seller to report the purchase-price allocation on Form 8594 when goodwill or going-concern value attaches or could attach.
4. How was the asking price calculated?
An asking price is not an independent valuation. Ask whether it rests on seller's discretionary earnings, EBITDA, gross revenue, equipment or asset value, replacement cost, comparable sales, franchise requirements, real estate value, or a mix. The SBA identifies income, market, and asset-based approaches as common valuation methods. If real estate is included, request separate values for the operating business, the furniture, fixtures and equipment, inventory, land and building, and goodwill. Ask to see the actual calculation, not just the resulting number.
5. Can the reported revenue be verified?
Request records that let you compare reported sales across independent sources: federal and state tax returns, profit-and-loss statements, bank statements, point-of-sale reports, merchant-processing statements, Connecticut sales-tax filings, delivery-platform reports, catering records, liquor-sales reports, daily summaries, and the general ledger.
| Compare this | Against this |
|---|---|
| Point-of-sale revenue | Financial statements |
| Credit-card sales | Merchant deposits |
| Reported sales | Bank deposits |
| Sales-tax filings | Taxable sales |
| Delivery reports | Recorded delivery revenue |
| Alcohol purchases | Reported alcohol sales |
Differences may have legitimate explanations, including timing, gratuities, refunds, gift cards, delivery commissions, or accounting methods. Material differences still need to be explained. Do not base the price on undocumented cash sales: income that cannot be supported may not be accepted by a lender, accountant, appraiser, or a future buyer.
6. How has the restaurant performed month by month?
Annual figures can hide seasonality or a recent decline. Request monthly reports for the most recent two or three years and look for seasonal peaks and slow periods, recent declines, changes in food or labor cost, rent increases, declining alcohol sales, delivery growth or decline, temporary closures, unusual repairs, large one-time events, and changes after the loss of a manager or chef. A restaurant that performed well last year may not be producing the same income today.
7. What work does the owner personally perform?
The seller's labor may be the restaurant's largest hidden expense. Ask how many hours the owner works, which shifts they cover, and who handles the kitchen, scheduling, purchasing, payroll and bookkeeping, catering, marketing, vendor relationships, and dealings with landlords and regulators. If the seller performs the work of a general manager, chef, bookkeeper, purchaser, and marketer, a buyer who plans to be passive must replace that labor, and its cost belongs in the projections. Also review family labor: unpaid or below-market family work does not stay free after the purchase.
8. Which expenses were added back to calculate adjusted earnings?
Request a line-by-line schedule of every adjustment. Common proposed add-backs include owner compensation, family payroll, personal vehicle costs, personal insurance, interest, depreciation, charitable expenses, one-time legal or accounting costs, nonrecurring repairs, and personal travel or meals. An expense is not removable simply because the seller labels it an add-back.
Questions About the Lease and Property
9. How much time remains on the lease?
The lease term should support your purchase price, financing, and planned improvements. Request the original lease and every amendment, renewal notices, assignment agreements, side letters, personal guaranties, the current rent statement, notices of default, and common-area or tax reconciliations. Confirm base rent, additional rent, annual increases, remaining term, renewal options and their deadlines, whether options transfer, the security deposit, and guaranty requirements.
A profitable restaurant can have limited transferable value when the lease expires soon and the landlord has no obligation to renew.
The SBA specifically identifies contracts and leases as documents to investigate before acquiring a business. Do not rely on a verbal assurance that renewal "should not be a problem."
10. Will the landlord approve the buyer and the concept?
A lease assignment may require the landlord's written approval, and the landlord may request personal financial statements, credit information, restaurant experience, a business plan, a personal guaranty, additional security, a larger deposit, a lease amendment, or an entirely new lease. Ask whether the seller has told the landlord about the sale, what documents will be required, whether the existing lease will be assigned or replaced, whether renewal options continue, whether the rent structure carries over, and whether your concept, hours, signage, patio, and entertainment are permitted. Investigate early and make it a condition in the purchase agreement where appropriate.
11. What does the lease require the tenant to repair or replace?
Restaurant leases can shift substantial building expenses to the tenant. Determine responsibility for each system, then compare those obligations against the age and condition of the equipment.
| Building systems | Restaurant-specific | Site & exterior |
|---|---|---|
| HVAC; plumbing; electrical | Exhaust hood | Parking areas; snow removal |
| Roof; structure | Fire-suppression equipment | Trash areas; pest control |
| Storefront and glass | Grease trap or interceptor | Signs |
| Utility lines | Code compliance |
A lower rent does not necessarily mean lower occupancy cost when the tenant must replace major systems.
12. Is the existing restaurant use properly approved?
Confirm existing and proposed use with the municipality rather than relying on the fact that a restaurant occupies the space today. Review zoning classification, permitted restaurant use, any special permit or variance, the certificate of occupancy, approved seating, parking requirements, approved hours, outdoor dining, signage, entertainment, drive-through use, catering or banquet use, and fire approvals. The SBA advises buyers to confirm zoning requirements and the licenses and permits needed to operate. Ask the municipality whether a change in ownership, menu, seating, hours, entertainment, or layout requires additional review. A property approved for the seller's operation may not automatically support your concept.
Questions About Licenses and Compliance
13. What food-service licensing and inspection records are available?
Connecticut directs restaurant operators to the local health department serving the municipality for food-service licensing. Requirements and procedures vary by town, and the Department of Public Health recommends contacting the local health department before beginning construction or renovation (CT DPH: Food Protection Program).
Ask the seller for
- Current food-service license; recent inspection and reinspection reports
- Outstanding violations and corrective-action records
- Approved kitchen plans and approved seating
- Food-safety certifications; pest-control records
- Water, sewer, well, or septic information
Ask the local health department
- Is a new license required after the ownership change?
- Will an inspection be required?
- Are there unresolved violations?
- Does the proposed menu affect the approval?
- Will renovations require plan review?
- Are additional licenses needed for baking or frozen desserts?
Repeated violations do not automatically make a restaurant unbuyable. They may point to equipment, maintenance, training, or management problems that should be understood before closing.
14. What will happen to the liquor permit?
Do not assume a Connecticut liquor permit transfers to the buyer. Connecticut issues the permit to a backer, the individual or legal entity that owns and operates the permitted business. Changes involving the permittee, backer members, corporate structure, or the entire backer must be reported to and approved by Liquor Control. If an entirely new backer entity takes control, that new backer must file a new application for a permit in its own name (CT DCP: Liquor Control Division).
| The permit | The parties | The transaction |
|---|---|---|
| What permit type is held? | Who is the backer? | Are you acquiring the entity or forming a new one? |
| When does it renew? | Who owns or manages the backer? | What filing will be required? |
| Are there pending violations? | Who is the permittee? | Could approval timing interrupt operations? |
| Is the patio part of the approved premises? | ||
| Is entertainment included? |
Connecticut liquor permits are renewed annually from their date of issuance, and alterations to the permitted premises may require approval. Liquor approval can affect closing conditions, financing, valuation, and whether the restaurant can reopen without interruption.
15. Are there unpaid taxes or other legal obligations?
Ask whether the business carries unpaid sales and use tax, withholding or payroll tax obligations, vendor balances, tax or UCC liens, judgments, litigation, wage claims, workers' compensation claims, health or liquor violations, landlord defaults, equipment financing, or franchise disputes.
Under successor liability, the purchaser is liable for the previous owner's taxes up to the purchase price unless a clearance certificate is obtained, and the request is made on Form AU-866 (CT DRS: Successor Liability). Connecticut's business portal also provides access to business records and UCC filings, which can help identify the registered entity and recorded liens, though an attorney should determine the full scope of searches (CT Business Portal). Tax clearance, lien releases, and legal searches should be resolved before funds are released at closing.
Questions About Equipment and Operations
16. Who owns the equipment, and what condition is it in?
Request an equipment schedule identifying each item, make and model, serial number, approximate age, ownership, lease or financing status, warranty, maintenance history, operating condition, and whether it is included in the transaction.
| Systems to inspect | Records to request |
|---|---|
| Walk-in cooler and freezer; reach-in refrigeration | Repair invoices; maintenance records |
| Ice machines; cooking line; ovens and fryers | Hood-cleaning records |
| Dishwashing equipment; exhaust hood | Fire-suppression inspection records |
| Fire-suppression system; make-up air; grease system | Refrigeration service records |
| HVAC; hot-water equipment; plumbing | Equipment leases; financing agreements |
| Electrical service; point-of-sale system | Warranty documents |
The SBA advises understanding whether assets are owned or leased and reviewing lease terms, maintenance responsibilities, and early-termination obligations. A machine turning on during a tour does not establish its remaining useful life. Material equipment should be inspected by qualified professionals.
17. What equipment or property work will be needed after closing?
Ask the seller, inspectors, landlord, and contractors to identify equipment near the end of its useful life, recurring repairs, code-related upgrades, deferred maintenance, roof or HVAC issues, plumbing or drainage problems, grease-system work, refrigeration replacement, electrical upgrades, equipment that will not support your menu, and renovations your concept requires. Then build a capital plan across four horizons and decide what it means for the deal.
Immediate work
What must be fixed before or right after opening under your ownership.
First-year work
Repairs and upgrades you can schedule across the first twelve months.
Within three years
Systems approaching the end of useful life that will need budgeting.
Longer-term replacements
Major capital items to plan for beyond year three.
Then determine whether those costs should affect the purchase price, seller repairs, closing credits, financing, working capital, lease negotiations, or the decision to proceed at all.
18. Which employees are likely to stay?
The restaurant may depend heavily on its chef, managers, bartenders, servers, kitchen staff, or catering team. Request a roster showing position, hire date, pay rate, average hours, overtime, benefits, paid-time-off balance, required certifications, family relationship to the owner, and employment or contractor status.
Ask about the people
- Which employees are essential, and which know about the sale?
- Are any planning to leave? Are pay rates competitive?
- Can the restaurant operate without the seller?
- Are any employees classified as independent contractors?
- Are there pending wage, discrimination, or injury claims?
- Who holds critical food-safety or operational knowledge?
- Will employees receive new offers from you?
Determine which employee liabilities remain with the seller and which you will assume. A new Connecticut employer may need to register for unemployment insurance through ReEmployCT, and the Department of Labor states that liability generally depends on factors including wages paid and the number of weeks individuals were employed (CT Department of Labor). With limited exceptions, Connecticut employers must also maintain workers' compensation coverage, and the Workers' Compensation Commission offers a coverage-verification service, though it notes the database does not include every self-insured arrangement (CT Workers' Compensation Commission).
Questions About Contracts, Liabilities, and Transition
19. Which contracts and customer obligations will continue after the sale?
Request all material contracts: food suppliers, beverage distributors, linen service, waste and grease removal, pest control, hood cleaning, equipment maintenance, point-of-sale software, credit-card processing, reservation systems, online ordering, delivery platforms, music licensing, security, payroll, bookkeeping, franchise agreements, and marketing contracts. For each, ask whether it is assignable, whether it auto-renews, whether consent is required, whether there is a minimum purchase or early-termination fee, whether equipment is supplied under it, whether there is a personal guaranty, and whether payments are current.
20. What will the seller do during the transition?
The seller's cooperation shapes your first weeks. Ask whether they will provide employee and vendor introductions, landlord coordination, training, recipes, operating procedures, purchasing information, scheduling practices, customer introductions, catering account transfers, point-of-sale training, digital account transfers, permit assistance, and post-closing availability. Avoid relying on a general promise to "help with the transition."
Define the transition in writing
- Number of training hours and the schedule
- Topics included; whether training is in the price
- Cost of additional time; seller availability after closing
- Account-transfer responsibilities
- Noncompetition or nonsolicitation terms
The SBA advises using a written sales agreement identifying the assets, liabilities, inventory, adjustments, and other transaction terms, with attorney review.
Three More Sets of Questions Worth Asking
| Before requesting confidential information | To the landlord | To yourself |
|---|---|---|
| What is the general location? | Will you approve an assignment or negotiate a new lease? | Can I operate this without depending indefinitely on the seller? |
| What are the asking price and current rent? | What information will you require? | Will I have adequate working capital after closing? |
| How much lease term remains? | Will renewal options continue for the buyer? | Does the lease give me time to recover my investment? |
| Is the real estate included? | Are there outstanding defaults or property issues? | Am I prepared for the equipment and property risks? |
| How involved is the current owner daily? | Will the concept, hours, signs, patio, and entertainment be allowed? | Does the return justify the capital, hours, and responsibility? |
The first set prevents both sides from sharing sensitive information for an opportunity that does not fit. The second should end up documented in the lease, assignment, or amendment rather than left as verbal assurance. The third matters because a restaurant can pass financial due diligence and still be the wrong acquisition for a particular buyer.
The Answers Still Need to Be Verified
These 20 questions begin the review. They do not complete it. Material answers should be checked against tax returns, financial statements, bank statements, point-of-sale reports, sales-tax filings, payroll records, lease documents, municipal records, health-department records, Liquor Control records, equipment inspections, business and lien searches, landlord discussions, and legal and accounting review.
A restaurant does not need to be free of every problem. You need to understand what it actually earns, what the lease allows, which approvals are required, what equipment needs attention, which liabilities exist, what must happen before closing, and whether the price reflects those facts.
Looking at a Restaurant for Sale in Connecticut?
Commercial Connection helps restaurant buyers evaluate the commercial real estate side of the opportunity: location, lease terms, rent structure, access and parking, visibility, property condition, zoning context, landlord coordination, and restaurant real estate offered with the business across Connecticut.
Send Us Your Criteria Or call John Famiglietti directly: 203-596-7777Send us the town, asking price, restaurant type, lease terms, and property details, and we will help you identify the next real estate questions to answer. You can also browse current Connecticut commercial listings, review property for sale, or see our past transactions.
Frequently Asked Questions
Can I be held responsible for the seller's unpaid taxes?
Yes, in certain cases. Connecticut warns that a purchaser of an existing business may become personally liable for the former owner's sales and use taxes, admissions and dues taxes, room occupancy taxes, cigarette and tobacco taxes, or income tax withholding. Under successor liability, that exposure runs up to the purchase price unless you obtain a tax clearance certificate. DRS recommends requesting it at least 90 days before closing, using Form AU-866.
Does the liquor permit transfer with the restaurant?
Not automatically. Connecticut issues the permit to a backer, the person or entity that owns and operates the permitted business. Changes to the permittee, backer members, or corporate structure must be reported to and approved by Liquor Control, and if an entirely new backer entity takes control, that new backer must file its own application. Permits renew annually, and changes to the permitted premises may need approval.
How do I know whether the reported revenue is real?
Compare independent sources against each other: point-of-sale revenue against financial statements, credit-card sales against merchant deposits, reported sales against bank deposits, sales-tax filings against taxable sales, and alcohol purchases against reported alcohol sales. Some variance is normal from timing, gratuities, refunds, gift cards, or delivery commissions, but material differences need explanation. Never price the deal on undocumented cash.
What is an add-back, and why should I question them?
Add-backs are expenses a seller adds back to reported profit to show adjusted earnings, such as owner salary, personal expenses, interest, depreciation, or one-time costs. An add-back is only valid if you will not incur that cost after closing. If the seller adds back a $100,000 owner salary but you need to hire a manager at $80,000 plus payroll taxes, most of that add-back is not really yours to keep.
Why does the lease matter so much if the restaurant is profitable?
Because the lease can cap what you are actually buying. If only a short term remains, renewal options do not transfer, or the landlord will not approve an assignment, the goodwill and cash flow you are paying for may not be yours to keep. Restaurant leases also often shift major building and equipment costs to the tenant, so a low rent can hide a high occupancy cost.
Can Commercial Connection help me evaluate a restaurant opportunity?
Yes, on the commercial real estate side: location, lease terms, rent structure, access and parking, visibility, property condition, zoning context, landlord coordination, and any restaurant real estate offered with the business. Send the town, asking price, restaurant type, lease terms, and property details, or call 203-596-7777.
Sources and Further Reading
Primary sources
- U.S. Small Business Administration: Buy an existing business or franchise
- CT DRS: Registering Your Business with DRS (successor liability; 90-day clearance request; new permit required)
- CT DRS: Successor Liability for Sales and Use Tax
- CT DPH: Food Protection Program
- CT DCP: Liquor Control Division
- CT Department of Labor (employer registration)
- CT Workers' Compensation Commission
- CT Business Portal (business records and UCC filings)
- IRS: About Form 8594, Asset Acquisition Statement
This article provides general information, not legal, accounting, tax, lending, employment, valuation, or licensing advice. Requirements, fees, filing procedures, and deal terms vary by municipality, agency, and transaction, and may change. Verify all material information with qualified professionals and the appropriate Connecticut or municipal agencies before relying on it. The interactive checklist is a planning aid only; nothing entered is saved or transmitted.
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