Leonard R. Goldberg serves as Executive at Greenlight Capital Re, Ltd., where they oversee executive responsibilities. Since joining the company, Leonard R. Goldberg has executed 157 insider transactions totaling $11.5M, demonstrating a bearish approach to their equity position. Their most recent transaction on Aug 7, 2025 involved receiving (via award) 8,046 shares valued at $0.
Leonard R. Goldberg currently holds 242,605 shares of Greenlight Capital Re, Ltd. (GLRE), valued at approximately $0. This represents their equity stake as Executive.
Based on SEC Form 4 filings, Leonard R. Goldberg has been a net seller of GLRE stock. They have purchased $520.4K and sold $11.0M worth of shares.
Leonard R. Goldberg's most recent insider trade was on Aug 7, 2025, when they sold 8,046 shares at $0.00 per share.
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| $N/A |
| Discretionary |
| Aug 7, 2023 | GLRE | $0 | Award | 9,342 | $N/A | Discretionary |
| Aug 5, 2022 | GLRE | $0 | Award | 14,056 | $N/A | Discretionary |
| May 10, 2021 | GLRE | $0 | Award | 11,745 | $N/A | Discretionary |
| Nov 9, 2020 | GLRE | $0 | Award | 14,266 | $N/A | Discretionary |
| May 9, 2019 | GLRE | $0 | Award | 10,116 | $N/A | Discretionary |
| Jun 6, 2018 | GLRE | $30.9K | Purchase | 2,000 | $15.43 | Discretionary |
| Jun 5, 2018 | GLRE | $152.1K | Purchase | 10,000 | $15.21 | Discretionary |
| May 3, 2018 | GLRE | $0 | Award | 9,120 | $N/A | Discretionary |
| Aug 15, 2017 | GLRE | $244.5K | Payment | 10,746 | $22.75 | Discretionary |
| Aug 15, 2017 | GLRE | $39.9K | Sale | 1,754 | $22.76 | Discretionary |
| Aug 15, 2017 | GLRE | $245.0K | Option Exercise | 12,500 | $19.60 | Discretionary |
| Aug 2, 2017 | GLRE | $245.0K | Payment | 10,841 | $22.60 | Discretionary |
| Aug 2, 2017 | GLRE | $245.0K | Option Exercise | 12,500 | $19.60 | Discretionary |
| Aug 2, 2017 | GLRE | $37.7K | Sale | 1,659 | $22.75 | Discretionary |
| Jul 5, 2017 | GLRE | $22.8K | Sale | 1,078 | $21.19 | Discretionary |
| Jul 5, 2017 | GLRE | $245.0K | Option Exercise | 12,500 | $19.60 | Discretionary |
| Jul 5, 2017 | GLRE | $223.9K | Payment | 11,422 | $19.60 | Discretionary |
| Jun 5, 2017 | GLRE | $245.0K | Option Exercise | 12,500 | $19.60 | Discretionary |
| Jun 5, 2017 | GLRE | $10.5K | Sale | 520 | $20.28 | Discretionary |
| Jun 5, 2017 | GLRE | $234.8K | Payment | 11,980 | $19.60 | Discretionary |
| May 5, 2017 | GLRE | $0 | Award | 5,160 | $N/A | Discretionary |
| Oct 4, 2016 | GLRE | $117.5K | Sale | 5,700 | $20.62 | Discretionary |
| Oct 4, 2016 | GLRE | $215.7K | Option Exercise | 16,000 | $13.48 | Discretionary |
| Oct 4, 2016 | GLRE | $138.8K | Payment | 10,300 | $13.48 | Discretionary |
| Sep 14, 2016 | GLRE | $140.8K | Payment | 10,445 | $13.48 | Discretionary |
| Sep 14, 2016 | GLRE | $112.8K | Sale | 5,555 | $20.31 | Discretionary |
| Sep 14, 2016 | GLRE | $215.7K | Option Exercise | 16,000 | $13.48 | Discretionary |
| Aug 24, 2016 | GLRE | $119.6K | Sale | 5,695 | $21.00 | Discretionary |