As he prepares to leave Goldman, Sachs & Co., J. Christopher Flowers is bulking up his holdings in Enstar Group Inc., an investment vehicle based in Montgomery, Ala.

Mr. Flowers, an Enstar director, acquired 30,000 shares in the company on Sept. 9 at $13.435 per share, lifting his holding to 75,195 shares, according to a regulatory document filed Tuesday with the Securities and Exchange Commission.

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