Ed Button and Kris Jones, Partners, Legacy Advisors

Experienced M&A Advisors

Our combined 35 years of experience across dozens of successful transactions position us as a go-to partner for ensuring your legacy.

Managing Deferred Revenue and Cash Flow Ahead of a Deal

For many founders, deferred revenue and cash flow feel like technical accounting issues—things for your CPA to handle quietly behind the scenes.

But when you’re preparing for an exit?
They become front-and-center issues that can dramatically affect valuation, buyer trust, and deal structure.

If you’re not managing deferred revenue and cash flow proactively, you’re leaving leverage on the table—and potentially setting yourself up for a rude awakening during diligence.

As someone who’s lived through multiple exits (and helped many others get across the finish line at Legacy Advisors), I can tell you this:

The cleanest deals—those with high multiples, strong terms, and minimal friction—belong to founders who understand the financial mechanics buyers care about.

Let’s unpack what that means for deferred revenue and cash flow.


What Is Deferred Revenue, and Why Does It Matter in M&A?

Deferred revenue—also known as unearned revenue—represents money you’ve already collected but haven’t yet earned from an accounting perspective.

In SaaS or subscription models, this typically happens when a customer prepays for a year of service. You receive the cash up front, but you can only recognize the revenue month-by-month as you deliver the product.

Example:

  • A customer pays $120,000 for an annual software license.
  • You recognize $10,000 per month over 12 months.
  • The remaining balance ($110,000 in month one) sits on your balance sheet as deferred revenue.

From a buyer’s standpoint, deferred revenue is a liability, not an asset. Why? Because the buyer is now on the hook to deliver the service without receiving additional cash.

This becomes a critical discussion point in deal structure, especially in asset sales or heavily prepaid businesses.


Why Buyers Care About Deferred Revenue

Let’s say you have $1.5M in deferred revenue on your books. That looks great for cash flow today—but to the buyer, it means:

  • They need to deliver $1.5M worth of services after close
  • They won’t receive new cash for that value
  • Their effective working capital is reduced from day one

If this isn’t accounted for properly, it can lead to:

  • Purchase price adjustments
  • Working capital holdbacks
  • Delayed closings
  • Distrust between buyer and seller

You don’t want this to surface late in diligence when emotions are high. You want to manage it proactively.


The Common Mistake: Ignoring Deferred Revenue Until Diligence

Too many founders run healthy, high-growth businesses that rely on prepaid contracts—but they don’t track deferred revenue clearly.

The issues we see most often:

  • Revenue and cash flow are reported together
  • No separation of earned vs. unearned revenue
  • No matching of deferred revenue to contract deliverables
  • Missed GAAP compliance in financials
  • Deferred revenue treated as operating cash

This becomes a serious problem when a buyer’s QOE team shows up and starts asking pointed questions. If they don’t like what they see, they’ll either retrade—or walk away.


How Deferred Revenue Impacts Valuation and Terms

Here’s the bottom line: if you’ve collected $1M in prepaid revenue but still owe the service, a buyer will expect to either:

  • Receive a dollar-for-dollar reduction in purchase price
  • Be compensated via working capital true-up
  • Or negotiate seller-funded delivery via earnouts or escrow

If you don’t anticipate this, the deal math changes late in the game—and that’s how you go from a clean exit to a dragged-out renegotiation.

In fact, we’ve seen founders lose millions because they misunderstood how deferred revenue would be treated.


Cash Flow Visibility: The Other Side of the Coin

Cash flow is often confused with profit—but in M&A, cash flow is king.

A buyer is not just buying your P&L—they’re buying your ability to fund operations, service debt, and generate returns.

If your cash flow is erratic or opaque, it triggers concerns like:

  • Is this business dependent on large prepayments?
  • Will the buyer need to inject working capital post-close?
  • Are there seasonality or liquidity issues not reflected in EBITDA?

You may be hitting $5M in revenue, but if you’re cash-poor and over-reliant on deferred revenue, buyers will discount for risk.


Forecasting Cash Flow During Exit Planning

At Legacy Advisors, we work with founders to build 12–24 month rolling cash flow forecasts as part of exit readiness.

These include:

  • Cash inflows (recurring + project-based)
  • Cash outflows (fixed + variable)
  • Deferred revenue obligations
  • Working capital cycles
  • Debt service and CapEx

We then stress test for buyer scenarios:

  • Can the business support growth without more cash?
  • Will deferred revenue “burn off” post-close, creating a gap?
  • How will the seasonality impact the new owner’s runway?

This isn’t just good finance—it’s essential to defending your value.


How to Proactively Manage Deferred Revenue Before a Sale

Here’s your playbook:

1. Reclassify Revenue Properly

If you’re not already GAAP-compliant, now’s the time. Start separating revenue into:

  • Recognized revenue (earned)
  • Deferred revenue (unearned)
  • Cash received vs. revenue booked

Use tools like QuickBooks Advanced, NetSuite, or an outsourced controller to automate tracking.


2. Document Contracts Clearly

Buyers will ask: “Where’s the service agreement for this deferred revenue?”
You should be able to produce:

  • Start and end dates
  • Payment terms
  • Refund clauses
  • Delivery obligations

Clarity in contracts reduces buyer assumptions—and increases trust.


3. Avoid Over-Stacking Deferred Revenue Before Sale

It’s tempting to drive up cash flow by front-loading prepaids before going to market. But if buyers sense this is manufactured to boost numbers, it will backfire.

We advise clients to normalize contract terms and avoid unusual payment cycles in the 6–12 months leading up to a sale.

Sustainable models > window dressing.


4. Match Deferred Revenue to Cost of Delivery

If you’ve collected $1M in prepaid revenue, how much will it cost to fulfill those contracts?

Buyers will want to know:

  • Is this low-margin or high-margin revenue?
  • Are there performance risks?
  • Is fulfillment in-house or outsourced?

Building a deferred revenue waterfall that maps income to expense by month is a powerful way to de-risk these questions.


5. Work With M&A-Savvy Accountants

Most generalist CPAs are not trained in M&A financial prep.

You need advisors who:

  • Understand purchase price mechanisms
  • Know how to structure working capital targets
  • Can prep you for QOE reports
  • Defend addbacks and balance sheet treatments

This is where a firm like Legacy Advisors brings value—not just by identifying red flags, but solving them before buyers ever see them.


Case Study: When Deferred Revenue Almost Killed a Deal

One of our clients, a B2B SaaS company with $8M ARR, collected ~70% of their revenue in annual prepaids.

When we began exit prep, we discovered:

  • No revenue recognition system
  • Deferred revenue lumped into cash flow
  • Contracts with mismatched delivery terms
  • CFO who was unaware of buyer implications

Had we gone to market in that state, buyers would’ve carved out $2M+ from the valuation—or walked away.

Instead, we worked with their controller to:

  • Implement NetSuite
  • Reclassify 24 months of historical data
  • Build a deferred revenue schedule
  • Tie it to headcount, delivery cost, and EBITDA impact

Result?
The business sold for 7.2x normalized EBITDA, and the deferred revenue was handled cleanly in the working capital peg.


What Buyers Want to See

Buyers want confidence in the sustainability, transparency, and deliverability of your revenue. That means:

✅ GAAP-compliant revenue recognition
✅ Clean deferred revenue schedules
✅ Matched service delivery cost
✅ Predictable cash flow
✅ Realistic forecasts
✅ No gamesmanship with prepayments

If you can give them that, you’ll be in rare air—and well positioned to negotiate from strength.


Final Thoughts

Managing deferred revenue and cash flow isn’t glamorous. It doesn’t get clicks. It’s not the stuff of flashy pitches or Shark Tank montages.

But if you want to sell for a premium—and walk away clean—it’s the work that matters most.

Exit-ready businesses don’t just grow fast. They manage the financial foundations buyers care about.

You don’t have to be an accountant. You just have to be smart enough to ask the right questions early—and surround yourself with advisors who know what to look for.

At Legacy Advisors, we’ve helped dozens of founders uncover, solve, and position deferred revenue issues before buyers use them against you.

Because in M&A, clarity is power. And nothing builds clarity like a clean balance sheet.

Frequently Asked Questions About Managing Deferred Revenue and Cash Flow Ahead of a Deal

Why does deferred revenue reduce the purchase price in a business sale?

Deferred revenue represents services or products that a buyer must deliver in the future without receiving additional cash. From the buyer’s perspective, this creates a liability. Even if you’ve already collected the money, it’s not “earned” under GAAP until the service is delivered. When a deal is being structured, buyers typically subtract the value of deferred revenue from the purchase price or adjust working capital expectations to account for it. If you’re not prepared for this, you could be blindsided by last-minute valuation reductions or changes to terms. It’s essential to plan for this accounting treatment well before negotiations begin.


How does deferred revenue impact working capital and deal negotiations?

Deferred revenue directly affects your working capital calculations, which are a key part of most deal structures. If your business has a large deferred revenue balance, buyers may demand that it be excluded from working capital—or expect a corresponding reduction in purchase price. During negotiations, this can result in friction, especially if sellers view deferred revenue as a cash asset while buyers view it as a service obligation. The solution is transparency: a clear schedule of deferred revenue, tied to fulfillment costs and service timelines. That clarity helps both sides align on value and avoid tense negotiations.


What steps can I take to proactively manage deferred revenue before a sale?

Start by reviewing all customer contracts to identify terms that create deferred revenue—particularly those with annual or upfront payments. Then, implement or refine your revenue recognition practices to align with GAAP. Use your accounting software or an external controller to separate earned and unearned revenue in your financial statements. Build a deferred revenue schedule that shows the “burn down” of obligations over time. Finally, work with your M&A advisor to understand how deferred revenue will impact the deal structure and model out buyer scenarios. These steps will help reduce surprises and demonstrate financial discipline to prospective acquirers.


What role does deferred revenue play in quality of earnings (QOE) reports?

Deferred revenue is a core focus in any QOE review, especially for subscription-based or service businesses. QOE providers want to verify that revenue is recognized appropriately over the life of a contract, not front-loaded or misclassified. They’ll also assess whether deferred revenue balances are correctly matched to future delivery obligations. If there’s a mismatch or your processes are unclear, the QOE report will flag it—and buyers may demand adjustments or holdbacks. A well-documented deferred revenue schedule gives the QOE team confidence and makes it easier to support your valuation. In short, strong handling of deferred revenue strengthens the QOE narrative.


How should I handle deferred revenue when forecasting post-sale cash flow?

When forecasting cash flow, it’s critical to distinguish between cash received and revenue earned. A buyer needs to understand whether the business can generate sufficient cash to fund operations going forward—without relying on continued prepayments. If your cash flow depends heavily on large upfront contracts, that introduces risk. You should also identify periods where deferred revenue will “burn off” without new sales—this can create post-sale dips in cash availability. To avoid surprises, build forecasts that show both cash inflows and service obligations. Highlight how deferred revenue affects future cash demands. Buyers will appreciate your foresight—and reward it with trust.