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How to Make Your Business Bankable Before You Sell It | Dan Pascone with Jeff Glick | Ep #53

TL;DR

Jeff Glick, a longtime CFO who now runs U.S. operations for OCFO, explains why a business becomes bankable years before anyone thinks about selling it. Clean, consistent financial reporting and real margin visibility protect your valuation and your deal terms, while gaps in either can turn a 10x offer into a 6x offer, or a lump-sum payout into a five-year earn-out. The bigger idea for high earners: building that value from the inside creates better options later, whether or not you ever sell.

What "Bankable" Actually Means

Jeff Glick spent his career on the finance side: two years in public accounting to get his CPA, then Merrill Lynch, Salomon Brothers, a stint buying energy assets around the world, and eventually CFO of a $500 million company he helped grow to $2 billion. Today he runs U.S. operations for OCFO, a firm that's handled roughly 1,400 fractional CFO and accounting engagements across 35 countries.

His definition of bankable is specific: your accounting and financial records need to be timely, accurate, and consistent, you need to be tracking key metrics and benchmarks, and your reporting needs to be strategic enough to actually help you run the business, not just file taxes.

The Real Cost of Skipping This: 10x Becomes 6x

Here's where it gets concrete. If a buyer asks for three years of quarterly reporting during due diligence and you can't produce it, or you can't explain your margins, that gap gets priced as operational risk. Jeff's example: you think your business is worth 10 times EBITDA, but the buyer offers six times instead, or they'll pay the 10x, just stretched across a five-year payout because they're not confident in what they're buying.

Once your business is genuinely bankable, structuring that eventual sale for tax efficiency is its own separate project. Our piece on turning valuation into legacy picks up where this episode leaves off.

Building Value From the Inside

Jeff calls this building value from the inside, and margin visibility is his go-to example. Ask an owner their margin and they'll often say something like 50% on average. Ask how many jobs run at 75% versus 25%, and most can't answer. That gap is where profit and risk both hide: maybe pricing is off on the low-margin work, maybe one team or one salesperson is dragging the average down, or maybe there's no system tracking labor and materials at all.

The fix starts with policies, procedures, and internal controls: tightening reporting so you can see margin by project, product, or team, not just in aggregate.

The Math: Why Fixing This Is an Investment, Not an Expense

Jeff frames this as an investment decision, not a cost center. His rule of thumb: if a reporting or operational gap is costing you a discount on your valuation multiple, and cleaning it up costs a fraction of that, the return can be dramatic. In one example he uses, a business generating real free cash flow could be facing a multi-million-dollar valuation discount over operational risk that a few hundred thousand dollars of financial infrastructure work could largely eliminate, a return that can run 30x or more on the investment.

As Jeff puts it, that's a return you should chase every day of the week.

The Timeline: Start 1 to 2 Years Before Any Transaction

Jeff's guidance on timing is direct: start at least one year, ideally two, before any material transaction. Due diligence typically asks for one to two years of financial statements and tax returns, and if the bottom-line number on your tax return doesn't reconcile with your financial statements (which happens often, since a tax preparer may be making adjustments the accounting side never sees), you need a clean bridge between the two before a buyer asks the question for you.

In-House Team, Fractional CFO, or Both?

Jeff sees every version of this. Some businesses have a CFO whose hands are tied by budget, and a fractional team can extend what that person can do at a lower cost. Others have a bookkeeper or controller who's been there for 20 years, does a fine job, but only tracks cash, receivables, and payables, essentially just watching whether payroll gets made. That's a perfectly viable way to run a lifestyle business you intend to keep in the family. It's not enough if you want the option to sell at the next level, and that's the moment to figure out whether to build internal capability or bring in outside help.

What Private Equity Buyers Are Actually Checking For Now

Jeff's read on current M&A activity: buyers increasingly use technology and algorithms to move faster through diligence rather than rolling up their sleeves on-site the way they used to. They're checking whether expenses track consistently as a percentage of sales, whether insurance coverage is adequate, and whether salaries are in line with market rates. The tools have changed, but the underlying question hasn't: is this business's risk understood, or is it a surprise waiting to be found?

What Most People Miss

The piece most owners miss is timing their own realization. Jeff describes the moment an owner learns they don't have a materials tracking system, or can't explain their margin spread, and just stares back at him asking how to fix it. By the time a deal is actually on the table, that's the worst possible moment to discover the gap. Bankability isn't a sprint you run once you've decided to sell. It's infrastructure you build regardless, because it gives you options you don't have to use immediately, whether that's a sale, a merger, or simply running a more profitable business in the meantime.

The Personal Finance Lesson Hiding in This Episode

Jeff also shared how the 2007 and 2008 financial crisis hit his own family. He'd been saving for his sons' college educations, and when the market dropped, those savings lost 30 to 40%, with one son starting college in 2010 and another in 2012. He and his wife moved that money to cash to protect it, since there wasn't time to wait for a recovery before the tuition bills arrived.

That instinct, protect the money you need soon differently than the money you don't need for a decade or more, is the core idea behind what we call Life Driven Investing: separating your capital by time horizon and purpose so a market drop doesn't put your near-term goals at risk just because your long-term capital is temporarily down. It's the same sequence-of-returns risk that matters whether you're funding college in two years or your own retirement. Our Life Driven Investing framework walks through how we build that separation for clients.

Who This Is For

This episode is for business owners who want the option to sell, merge, or bring in a partner someday, even if that day is years away, along with high earners who want the same discipline applied to their own financial life. If your business's numbers would make you nervous in front of a buyer's due diligence team, or if your college savings and retirement savings are invested exactly the same way, this one's worth the listen.

Frequently Ask Question

What does it mean for a business to be "bankable"?

It means your accounting and financial records are timely, accurate, and consistent, you track key metrics and benchmarks, and your reporting is strategic enough to actually help run the business. A lender or buyer needs to be able to trust your numbers without a lot of digging.

How can weak financial reporting actually lower my sale price?

Gaps in reporting get priced as risk. If you think your business is worth 10 times EBITDA but you can't produce clean quarterly numbers or explain your margins, a buyer may offer six times instead, or stretch the 10x across a five-year earn-out instead of paying it upfront. The uncertainty becomes their leverage.

What's a quick way to spot a margin problem in my own business?

Ask what percentage of your jobs, products, or clients run at your average margin versus well above or well below it. Most owners can state an average margin but can't break down the spread, and that spread is usually where pricing mistakes, staffing issues, or inventory leakage are hiding.

Is fixing my financial reporting really worth the cost before a sale?

Often, yes, by a wide margin. If a reporting gap is costing you a multi-million-dollar discount on your valuation, spending a fraction of that to fix it can return many times the investment. Jeff Glick's framing is simple: treat it as an investment in the business, not an expense you're trying to avoid.

How long before a sale should I start cleaning up my financials?

At least a year, ideally two. Buyers typically request one to two years of financial statements and tax returns during due diligence, and you'll want a clean reconciliation between your tax return and your financial statements before they ask why the numbers don't match.

How should I think about investing money I'll need soon, like for college, versus my retirement savings?

Treat them differently. Money you'll need within a few years carries sequence-of-returns risk: a market drop right before you need the cash doesn't give you time to recover. Money you won't touch for a decade or more can stay invested through volatility. This is the core idea behind our Life Driven Investing framework, and it's worth a Free Wealth Strategy Call if you want help separating your own buckets.

Ready to Make Your Own Financial Life More Bankable?

Whether it's a business you might sell someday or a personal financial plan that needs to hold up under scrutiny, the same principle applies: build the structure before you need it. A Free Wealth Strategy Call with Tailored Wealth is a low-pressure way to see where the gaps are. You can also learn more about Jeff Glick's work at ocfo.com.

Disclosure

The information provided is for educational and informational purposes only and does not constitute investment advice and it should not be relied on as such. It should not be considered a solicitation to buy or an offer to sell a security. It does not take into account any investor's particular investment objectives, strategies, tax status or investment horizon.

No investment strategy or risk management technique can guarantee returns or eliminate risk in any market environment.

All investments include a risk of loss that clients should be prepared to bear. The principal risks of Tailored Wealth's strategies are disclosed in the publicly available Form ADV Part 2A.

The views expressed in this commentary are subject to change based on market and other conditions. These documents may contain certain statements that may be deemed forward looking statements. Please note that any such statements are not guarantees of any future performance and actual results or developments may differ materially from those projected. Any projections, market outlooks, or estimates are based upon certain assumptions and should not be construed as indicative of actual events that will occur.

Tailored Wealth and its advisors do not provide legal, accounting, or tax advice. Consult your attorney or tax professional.