Software companies used to be lender favorites, with steady revenue and customers who stuck around. Then artificial intelligence showed up and made a lot of that cash look shakier.
Gainwell Technologies, owned by private equity firm Veritas Capital, kicked off a major debt overhaul on Tuesday, August 11, 2026.
The centerpiece is a five-year high-yield bond, also known as a junk bond, that pays investors a fat interest rate for taking on more risk.
It is the biggest financing of 2026 in the U.S. software sector's junk-debt market, and the bond is one piece of a $4.34 billion package that bundles it with a leveraged loan.
The plan also includes a $1.46 billion second-lien term loan that has been modified and extended, which is debt that stands behind other creditors when it comes to getting paid back. Together, the pieces add up to a $5.8 billion refinancing of everything Gainwell already owes.
The bond comes with a yield in the mid-9% area, the annual interest return an investor gets for holding it. That is a heavy bill for the company, but it is the going rate for software borrowers in 2026.
Gainwell provides technology services for state Medicaid programs and other healthcare agencies, giving it a customer base that is unlikely to disappear overnight. That stability is part of what Veritas Capital is betting on as it restructures the company's debt load.
Software companies have trailed the broader leveraged-loan market by their widest margin in years, and the culprit is artificial intelligence. Lenders are worried that AI will hollow out the subscription revenue that software firms rely on.
Record borrowing says something about what lenders expect money to be worth. Our CEO Jaspreet Singh explains on September 29th in his free workshop on how to profit from a dollar that is losing its value.
Private-equity-owned firms like Gainwell are feeling this squeeze the most. They face higher borrowing costs and shorter loan maturities, which means less time to pay back what they owe.
Proofpoint, owned by Thoma Bravo, hit the same wall in late July. The company had to rebuild a $4.3 billion deal and hand major concessions to lenders nervous about AI-driven tech disruption.
The refinancing combines a new bond, a leveraged loan, and an extended second-lien term loan into a $5.8 billion package. That structure is what Moody's and S&P were responding to when they acted on Gainwell's credit rating.
Gainwell's bond sale is the next big test. It will show whether software debt can still find buyers, and at what price.
Moody's lifted Gainwell's rating one notch from Caa1, a level deep inside junk territory, right after the restructuring news broke.
S&P Global Ratings said it might also lift Gainwell's rating by one notch, explaining that the debt revamp would "address significant approaching maturities and improve liquidity."
The new bond carries a single-B rating, and that label matters more than it sounds. Some investors have strict rules against holding CCC-tier loans, and single-B sits above that line, which opens the door to a wider pool of buyers.
This is not just a story about one software company. It is a reading on the whole lending market, and those costs have a way of trickling down.
When companies pay more to borrow, they tend to pass those costs along, whether that means higher software bills or slower hiring. For investors, the flip side is that high-yield bonds are paying fatter returns right now.
The reward for lending to a company like Gainwell is real, but the risk is real too. Yields get big for a reason, and every deal like this one is a bet that AI will build up the software industry instead of tearing it down.
Gainwell's sale will show how confident lenders feel about that bet, and for bond investors, the answer decides how long those fatter yields stick around.
A $5.8 billion refinancing is a bet on cheaper future dollars. Join our CEO Jaspreet Singh on September 29th for a free workshop on how to profit from a dollar that is losing its value.
