Timing Kills Deals Why Government Contractors Can’t Afford to Wait
By Published On: May 16, 2025

Timing Kills Deals: Why Government Contractors Can’t Afford to Wait

In the world of M&A, especially in the government contracting sector, the biggest threat to a successful transaction isn’t price, valuation gaps, or competition—it’s time.

We’ve seen it too many times: a strong company, great contract mix, healthy revenue, and clear demand from buyers. But a deal never gets done. Why? Because the seller waited too long. And in this industry, time doesn’t just erode value—it can erase the deal altogether.

The Buyer Can Wait. The Seller Can’t.

Buyers—whether private equity or strategics—are in the business of underwriting risk. They’re willing to bet on performance, on wins and recompetes, and on execution. Diligence is meant to be ‘confirmatory’ so they can bound some of the risk.  Having data readily available, preparing for diligence and quickly responding indicate a well-organized company.  Sellers causing diligence to drag on and struggling to provide data create uncertainty for a buyer and drives them to dig deeper.  This can lead to a deal collapsing.  And the longer a company sits on the market—or stays on the sidelines entirely—the greater the risk of something going wrong.

And in government contracting, something often does.

You Can’t Time the Market—But You Can Miss It

Sellers often wait for the “perfect moment.” Maybe after the next contract award. Or when margins improve just a little more. Or when the next budget cycle hits. But that moment rarely comes as expected. Market timing is unpredictable, and in a sector tied to federal budgets, procurement cycles, and shifting agency priorities, waiting is almost always a losing strategy.

Smart sellers go to market when the fundamentals are strong:

  • Revenues are growing
  • EBITDA margins are healthy
  • Pipeline visibility is clear with strong probability of wins
  • Contract backlog exceeds annual revenue by 2x or more

It’s not about perfection. It’s about momentum.

What Happens When You Wait

A few things can happen when you delay—and rarely are they good:

  • A key contract gets delayed, protested, or re-scoped.
  • A government shutdown or continuing resolution freezes funding.
  • Key pipeline opportunities are lost, delayed, or cancelled.
  • Procurement reform reshapes how your customers buy.
  • Your top BD executive or PM leaves.

Any of these can change a buyer’s perception of value—or take you off their radar altogether.  We had a deal under LOI and closing was within sight.  An attorney convinced our client that the deal might not close and could get a better deal if they waited.  6 months after walking from that deal, DOGE started and 3 months later they lost 50% of their value.  Strike while the iron is hot is real in M&A and not doing so can have enormous downside.

Procurement Reform and Policy Risk Are Real

Right now, procurement reform is a hot topic. Agencies are experimenting with new vehicles, streamlining acquisition, and increasingly emphasizing small business participation. These shifts may improve outcomes for the government, but they introduce volatility for contractors.

A company that looks great today may face headwinds tomorrow if a core IDIQ is suddenly restructured or if an expected award is pulled or delayed. And once a buyer sees that risk materialize, it often becomes impossible to recover the deal.

The Momentum Mindset

Deals are about momentum. When performance is solid, the backlog is healthy, and the pipeline is credible, that’s when buyers lean in. Sellers who act during these moments get multiple bids, better valuations, and more options for structuring the right deal.

Waiting doesn’t just kill value—it can kill optionality. And when things turn, you may only have one buyer, one structure, and one path out.

The Bottom Line: Speed and Certainty Win

There’s never a “perfect” time to sell. But there are good times—and they don’t last forever.

If you’re a founder or executive in the government and defense contracting sector, take a hard look at your business. If you’re growing, profitable, and performing well, don’t wait for another year of proof. The market may not be better. Your contract mix may not improve. Your buyer pool may shrink.

And in this business, as we’ve seen time and again, timing kills deals.

Ready to talk about your options?

FOCUS Investment Banking’s Government and Defense Group works with owners and founders of government contracting firms to prepare for and execute successful M&A transactions. Contact us today for a confidential conversation about your timing, your business, and your best path forward.

Barry Calogero, a FOCUS Managing Director, brings more than 30 years of executive management and consulting experience, with an emphasis on driving operational excellence and improving the enterprise value of companies around the world. His expertise includes Aerospace and Defense, Information Technology, Manufacturing, Healthcare, Life Sciences, Automotive, Business Services, and Food Manufacturing & Distribution.

Mr. Calogero has deep experience in Supply Chain and Manufacturing Industries. Prior to FOCUS, he was the Vice President of Operations for McElroy Manufacturing, Inc., an OEM with revenues of $100M and 250 people. Under his leadership, he leveraged Lean Manufacturing and Advanced Manufacturing technologies to transform the operations of the company. He drove an increase of Gross Margin by 700 basis points, while improving On-Time Performance from 62% to 92%, reduced turnover by 60%, with world-class safety and quality.

As the COO of Coastal Sunbelt Produce, he was responsible for operations, supply chain management, street sales, and asset velocity for this Private Equity backed $300M, 500-person Food Manufacturing and Distribution firm, delivering a 100-basis point increase to EBITDA in the first year. He has also worked in the Aerospace sector, launching his career at Lockheed Martin and Boeing in Finance and oversaw $3B in helicopter and weapons systems contracts. He also led a consulting business in Michigan that transformed product development for Ford, General Motors, and several Tier 1 & 2 Automotive suppliers.

He also worked extensively in Management Consulting and Government Information Technology. He helped transform over 200 companies in Manufacturing, Distribution, Hospitality, Technology, Semiconductor, Life Sciences, and Hospitals/Healthcare. He founded a management consultancy, XSell Solutions, improving performance in Sales, Supply Chain, and Production. He also served as the President of Tefen USA. For this 100 person Global Management Strategy and Operations Consulting firm, he directed all activities within North America and the Far East. Customers included Schneider Electric, Massachusetts General Hospital, Baxter Healthcare, Abbott Laboratories, Applied Materials, Amgen, and Pfizer.

His career in Government IT included Senior VP of Sales and Strategy at Robbins-Gioia, a 600-person program management and business process outsourcing firm, with clients across the DOD and Federal Civilian Agencies. He also served as the Business Manager for Computer Sciences Corporation, leading systems integration programs for the Department of Interior and Department of Commerce.

With an MBA from The George Washington University and a BA from Loyola University Maryland, he is an accomplished presenter, including keynote presentations in Healthcare and National Manufacturing Week conferences, to name a few. Mr. Calogero is a Member of the Young Presidents’ Organization Gold Washington DC/Baltimore Chapter and past Chairman of the YPO DC/Baltimore Chapter.

Mr. Calogero holds FINRA Series 63 and Series 82 licenses.