Debt isn’t the problem — How you structure it is

May 5, 2026

By Chris Cykoski | Principal, Cykoski Ventures

Borrowing with the Tides, Not Against Them

In the first two columns, we focused on timing—first in cash flow, then in planning. Cash flow challenges often come down to when money moves, not just how much is earned, and planning brings structure to those uneven periods.

Those same dynamics carry into borrowing—but here, the impact is driven by how the debt is structured.

Debt, by itself, isn’t good or bad. Used well, it can support growth and smooth uneven cash flow. Used poorly, it tends to create pressure at the wrong time.

The difference isn’t whether a business uses debt—it’s whether the structure reflects the real demands of the business.

The Current Rate Environment

Before getting into structure, it’s worth acknowledging the current business borrowing environment.

The Federal Open Market Committee recently voted to hold the Federal Funds rate steady. What stood out was the level of dissent within the decision, with some policymakers signaling concern that inflation may remain persistent, while others pointed to signs of economic slowing.

That split introduces real uncertainty into borrowing decisions.

It suggests the path forward is less certain than in recent cycles. Rather than a clear trajectory toward lower rates, the outlook now reflects a range of outcomes—some pointing toward gradual easing, others toward rates staying higher for longer depending on how inflation and growth evolve.

Borrowing costs remain elevated, and variability remains a factor. This is a planning environment, not a waiting one. As in prior cycles, the principle holds: structure matters more than timing.

Let’s look at how that shows up in some common borrowing approaches.

Lines of Credit: Built for Short-Term Flexibility

A line of credit is an effective tool for bridging the gap between cash outflows and incoming receipts. Used properly, it covers short-term needs—payroll, inventory, or operating expenses—while receivables convert to cash, expanding and contracting with the business.

Where it becomes a problem is when it stops behaving like a short-term tool.

If a line of credit is consistently drawn, it’s no longer solving a timing issue—it’s masking a structural gap. That reduces flexibility—and tends to surface when conditions tighten.

In a higher-rate environment, this also becomes more expensive. Variable-rate lines of credit introduce ongoing exposure to market conditions, meaning the cost of carrying that balance can increase without any change in the underlying business.

Fixed Asset Borrowing: Term Should Follow Lifespan

Borrowing for equipment, vehicles, or facilities is different from short-term financing. These are longer-term investments, and the financing should reflect that.

The underlying principle is simple: Match the term of the loan to the life of the asset.

When that alignment is off, particularly when shorter-term debt is used for longer-term assets, cash flow can feel compressed. Payments come due before the asset has fully generated its return.

A term mismatch rarely fails fast—it builds pressure quietly and tends to show up later, when revenue normalizes or expenses rise. Timing mistakes can be corrected; structural mistakes tend to compound.

Expansion and Acquisition: Scaling with Discipline

Most expansion decisions are made at the strongest point in the cycle—when risk feels lowest and confidence is high.

The risk is that financing assumes those conditions will hold. A more durable approach looks beyond the peak:

  • How does the debt perform during slower periods?
  • What happens if growth takes longer than expected?
  • Does the structure allow for variability, or does it assume consistency?

With borrowing costs still somewhat elevated, these questions carry more weight. The margin for error is smaller when debt service is higher. This isn’t about avoiding growth—it’s about making sure the structure can support the business through a full cycle, not just the strongest part of it.

Final Thought

Borrowing works when it’s structured around operational reality—not expectation.

That means lines of credit should remain flexible, asset financing matches useful life, and expansion debt holds up beyond strong conditions.

When the structure is right, debt performs as expected. When it’s not, the pressure shows up later—usually when flexibility is needed most.

Across these areas—cash flow, planning, and borrowing—the patterns tend to be connected. When one starts to break down, it often shows up in the others.

If any of this reflects what you’re seeing, it may be worth taking a closer look. If helpful, I’d be glad to connect and exchange perspectives.

Chris Cykoski is a finance executive with 25+ years of experience working inside complex businesses where financial results and operations don’t always align. Through Cykoski Ventures, he works with growth-stage and mid-market companies to restore financial clarity, stabilize performance, and help leadership teams make more informed decisions. The focus is simple: understand what the business is experiencing, then build structures that support stronger financial and operational outcomes.