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Tiptree Inc. underwrites and administers specialty insurance products in the United States. It offers niche commercial and personal lines insurance, credit insurance and collateral protection products, and warranty and service contract products and solutions. The company also offers mortgage loans for institutional investors and maritime shipping services.
Roles derived from SEC Form 4 filings.
Actuals from SEC filings; YoY vs the year-ago quarter. Analyst estimates & surprise require a data feed (coming soon).
| Line item | FY2020 | FY2021 | FY2022 | FY2023 | FY2024 | FY2025 |
|---|---|---|---|---|---|---|
| Revenue | $810.3M | $1.2B | $1.4B | $2.1M | $1.5M | $488,000.00 |
| Gross profit | — | — | — | — | — | — |
| Operating income | — | — | — | -$43.5M | -$40.3M | -$46.7M |
| Net income | -$29.2M | $38.1M | -$8.3M | $14.0M | $53.4M | $34.9M |
| Diluted EPS | -$0.86 | $1.09 | -$0.23 | $0.34 | $1.34 | $0.76 |
| Operating cash flow | $140.2M | $204.3M | $463.1M | $71.5M | $240.8M | $168.2M |
| Free cash flow | $133.5M | $201.6M | $452.3M | $67.4M | $240.7M | $168.2M |
| Gross margin | — | — | — | — | — | — |
| Operating margin | — | — | — | -2051.8% | -2649.6% | -9574.6% |
| Net margin | -3.6% | 3.2% | -0.6% | 658.7% | 3511.0% | 7157.2% |
| Line item | Q2 '24 | Q3 '24 | Q4 '24 | Q1 '25 | Q2 '25 | Q3 '25 | Q4 '25 | Q1 '26 |
|---|---|---|---|---|---|---|---|---|
| Revenue | $546.7M | $494.4M | -$1.5B | $390,000.00 | $528.8M | $540.3M | -$1.1B | $0.00 |
| Gross profit | — | — | — | — | — | — | — | — |
| Operating income | — | — | — | -$12.6M | — | — | — | -$9.0M |
| Net income | $12.9M | $11.9M | $19.6M | $5.6M | $19.0M | $6.4M | $3.9M | $14.2M |
| Diluted EPS | $0.31 | $0.29 | $0.52 | $0.13 | $0.37 | $0.13 | $0.13 | $0.34 |
| Operating cash flow | $46.9M | $61.2M | $70.0M | -$33.3M | $21.3M | $135.4M | $44.9M | -$18.2M |
| Free cash flow | $46.0M | $60.7M | $67.8M | -$34.4M | $20.1M | $133.4M | $40.5M | — |
| Gross margin | — | — | — | — | — | — | — | — |
| Operating margin | — | — | — | -3226.2% | — | — | — | — |
| Net margin | 2.4% | 2.4% | -1.3% | 1444.9% | 3.6% | 1.2% | -0.4% | — |
Consensus revenue & EPS estimates and price targets will appear here once a forward-estimates data feed is connected.
| Date | Insider | Type | Shares | Price | Value | Filing |
|---|---|---|---|---|---|---|
| 2026-07-02 | Goldwasser Lesley | Award | 1,061 | $0.00 | $0.00 | filing |
| 2026-07-02 | Smith Bradley E. | Award | 1,768 | $0.00 | $0.00 | filing |
| 2026-05-27 | Ilany Jonathan | Buy | 990 | $17.45 | $17,275.50 | filing |
| 2026-04-02 | Smith Bradley E. | Award | 1,907 | $0.00 | $0.00 | filing |
| 2026-04-02 | Goldwasser Lesley | Award | 1,144 | $0.00 | $0.00 | filing |
| 2026-03-12 | McKinney Scott T.· Chief Financial Officer | Buy | 1,232 | $15.98 | $19,682.43 | filing |
| 2026-03-11 | McKinney Scott T.· Chief Financial Officer | Buy | 2,600 | $16.15 | $42,000.40 | filing |
| 2026-02-20 | McKinney Scott T.· Chief Financial Officer | Tax withholding | 5,143 | $17.06 | $87,739.58 | filing |
| 2026-02-20 | McKinney Scott T.· Chief Financial Officer | Option exercise | 15,110 | — | — | filing |
| 2026-01-08 | Goldwasser Lesley | Award | 2,048 | $0.00 | $0.00 | filing |
| 2026-01-08 | Friedman Paul M | Award | 2,048 | $0.00 | $0.00 | filing |
| 2025-11-07 | Mielle Dominique | Buy | 5,500 | $18.29 | $100,595.00 | filing |
| 2025-10-03 | Friedman Paul M | Award | 1,807 | $0.00 | $0.00 | filing |
| 2025-10-03 | Goldwasser Lesley | Award | 1,807 | $0.00 | $0.00 | filing |
| 2025-09-15 | Ilany Jonathan· Chief Executive Officer | Tax withholding | 124,787 | $23.70 | $3.0M | filing |
| 2025-09-15 | Ilany Jonathan· Chief Executive Officer | Tax withholding | 98,531 | $23.70 | $2.3M | filing |
| 2025-09-15 | Ilany Jonathan· Chief Executive Officer | Option exercise | 351,155 | $6.65 | $2.3M | filing |
| 2025-09-12 | Barnes Michael Gene· Executive Chairman | Tax withholding | 29,224 | $25.49 | $744,919.76 | filing |
| 2025-09-12 | Barnes Michael Gene· Executive Chairman | Option exercise | 112,015 | $6.65 | $744,899.75 | filing |
| 2025-09-12 | Barnes Michael Gene· Executive Chairman | Tax withholding | 10,343 | $25.49 | $263,643.07 | filing |
| 2025-09-12 | Barnes Michael Gene· Executive Chairman | Option exercise | 46,494 | $5.67 | $263,620.98 | filing |
| 2025-09-12 | Barnes Michael Gene· Executive Chairman | Tax withholding | 1,071 | $25.49 | $27,299.79 | filing |
| 2025-09-12 | Barnes Michael Gene· Executive Chairman | Option exercise | 4,649 | $5.87 | $27,289.63 | filing |
| 2025-09-02 | Ilany Jonathan· Chief Executive Officer | Tax withholding | 53,128 | $23.36 | $1.2M | filing |
| 2025-09-02 | Ilany Jonathan· Chief Executive Officer | Option exercise | 137,038 | $5.67 | $777,005.46 | filing |
Showing the latest 25 transactions — full history in the linked SEC filings.
Fundamentals & filings from SEC EDGAR. Prices adjusted for splits & dividends. Not investment advice.