What happened

Shares of AmTrust Financial Services, Inc. (NASDAQ:AFSI) are on the move, rising by about 14% as of 11:30 a.m. EDT as the company announced it raised $300 million of capital by selling new shares to insiders' families.

So what

An 8-K filing with the Securities and Exchange Commission shows that AmTrust issued approximately 24.1 million shares of stock at a price of $12.45 per share, generating $300 million in proceeds. The filing says that the "sole purchasers in the private placement were certain members of the families of Barry Zyskind, Chairman and Chief Executive Officer of the Company, and George Karfunkel, a director of the Company."

The buyers have agreed to not to vote their shares until after the company's 2018 annual meeting and not to transfer the stock for at least one year. Although the stock is publicly traded, insiders and their families own about half the business.

Coins spilling out of a jar

AmTrust tapped the family savings for a $300 million equity raise. Image source: Getty Images.

Previously, AmTrust pointed toward the sale of its fee-generating business as a source of liquidity.

On the first-quarter conference call, President and CEO Barry Zyskind said, "After discussions with several interested parties, we believe that the best approach would be to sell 51% to a private equity-like partner. This would allow the company to potentially raise in excess of $1 billion in cash through a combination of sale and putting leverage on the business." That implies that the fee business is worth as much as $2 billion.

Now what

On the one hand, a $300 million capital raise should help ease concerns over AmTrust's ability to operate through periods of elevated insurance losses, as Keefe Bruyette & Woods analyst Meyer Shields had estimated it had a reserve deficiency in the hundreds of millions of dollars.

On the other hand, it calls into question the true value of its fee businesses, and suggests that few are buying the story, except those closest to the company.

This article represents the opinion of the writer, who may disagree with the “official” recommendation position of a Motley Fool premium advisory service. We’re motley! Questioning an investing thesis -- even one of our own -- helps us all think critically about investing and make decisions that help us become smarter, happier, and richer.