The Art of the Deal – Buying Your First Business

How to Spot a Great Business Deal (and Avoid Bad Ones)

Do you want to buy a highly profitable business that frees you from the 9-to-5 grind?
Want an easier way to become a business owner without starting from scratch?

Then you need to become an expert at spotting good deals.

There’s no shortcut. You need reps – analyzing businesses, breaking down financials, and asking the right questions.

Here’s what that process looks like.

Step 1: Build Your Business Buying Muscle

Start by visiting a marketplace like Flippa.com and analyzing 100 businesses.
Your goal? Be able to answer these questions with confidence:

  • How does this business make money? (Selling a product, service, subscription, etc.)
  • How do customers find them? (Organic traffic, ads, referrals, partnerships?)

Once you understand the basics, it’s time to dig into the numbers.

 

Step 2: Understanding the P&L (Profit & Loss Statement)

The P&L is the business’s financial report card. It shows revenue, expenses, and profit on a monthly basis.
At a minimum, get 12 months of data. This lets you spot seasonal trends, revenue spikes, or sudden cost increases. All things you’ll want to ask about.

But here’s the catch:

  • Many sellers are new to creating P&Ls, and they may leave out business expenses that are paid from their personal accounts.
  • Some may have temporary free trials or credits that artificially lower costs today – but you’ll be paying full price later.

Ask about all expenses – rent, employees, software, marketing, fulfillment, everything.

Step 3: Valuing the Business

Businesses are usually priced as a multiple of their earnings (profit).
You’ll hear terms like EBITDA, Net Income, Profit, or Seller’s Discretionary Earnings (SDE) – they all relate to how much money the business actually makes.

For businesses selling for less than $1M, a 1-4x multiple of Net Income is typical.
For example:

  • A business making $100,000 per year in Net Income might sell for $100K – $400K.
  • If it sells for $100K, that’s a 1x multiple.

The multiple depends on:
✅ The industry
✅ Growth potential
✅ How risky the business is to operate

Step 4: Avoiding Bad Deals

You might find businesses that seem “undervalued”, selling at a low multiple.
Don’t assume that’s a good thing.

Most low-multiple businesses might be cheap for a reason – they have flat or declining revenue, high churn, or bad operations.

Golden rule: Don’t bet on your ability to “fix” a struggling business.
It’s far easier (and less risky) to buy a growing, profitable business than to turn around a failing one.

Step 5: Talking to the Seller

Once you find a business that looks promising, get on a call with the seller.
Your job? Be like Richard Feynman – keep asking questions until you fully understand the business.

By the end of the call, you should be able to explain the business to a 5-year-old (or the most skeptical investor you know).

What you’re trying to figure out:

  • Can you keep making money with their existing customer acquisition strategy?
  • Are there opportunities to grow revenue without a major overhaul?

Everything we learn goes into Google Sheets so we can compare deals over time and spot pricing trends.
Flippa’s sold listings also give you a reference point (“comp”) for what similar businesses have sold for.

Step 6: Making an Offer

A business’s asking price is just a starting point.
Everything is negotiable:
✔ The price
✔ The ownership split (maybe the seller keeps 10-20%)
✔ The payment structure (cash up front vs. payments over time)

Example: You could offer to buy 80% of a $500K business for $250K—paying $150K now and $100K in 6 months.

Expect some back and forth before you land on a final deal.

Step 7: Sealing the Deal

Once the offer is accepted, you need a legal agreement to buy the business.
There are two ways to structure this:

  1. Buying the company’s shares (taking over the entire entity)
  2. Buying the company’s assets (taking the website, customer list, IP, etc., but not the legal entity)

Key tip: In your agreement, spell out everything in detail – what the seller is expected to do, and what happens if they don’t follow through.

For example:

  • Do you want them available for a 1-hour call every week for the first 3 months? Write it in.
  • Are you expecting specific software accounts, documents, or inventory to be included? List everything.

Expect to go through several revisions before both sides are happy.

Step 8: Using Escrow for a Safe Transaction

Once the agreement is signed, never send money directly to the seller.
Instead, use an escrow service. Your money goes into a secure third-party account and is only released when you confirm you’ve received all the assets.

Step 9: Get to Work!

We’ll talk more in upcoming posts about what we recommend doing for the initial period. You’ll probably laugh when you hear our number one tip.

 

Step 10: Learn From Those Who’ve Done It

At LTV, we’ve been in the trenches. Dan and I have bought over 200 businesses and generated $100M+ in online sales. We’ve raised capital to acquire and operate profitable online businesses, and we’re always looking for great deals.

If you’re serious about buying your first business or want to learn more about investing with us, send me an email at [email protected].

The best way to learn? Start analyzing deals today. The sooner you get your reps in, the sooner you’ll spot your first great deal.