There have been 50 recent insider transactions recorded for Tiptree Inc. (TIPT), including 33 buys and 13 sells. Total insider buying was valued at $238.56K and total insider selling at $6.71M.
Notable insiders with recent activity include Goldwasser Lesley, Smith Bradley E., Mckinney Scott T.. Insider transactions can provide insights into how company leadership views the stock's valuation and future prospects.
Insider Transactions — TIPT
| Date |
Name |
Role |
Transaction |
Shares |
Avg. Price |
Value |
Shares Owned |
| 2026-04-02 |
Goldwasser Lesley |
Director |
RSU Award |
1,144 |
- |
- |
115,554 |
| 2026-04-02 |
Smith Bradley E. |
Director |
RSU Award |
1,907 |
- |
- |
105,495 |
| 2026-03-12 |
Mckinney Scott T. |
Chief Financial Officer |
Informative Buy |
1,232 |
$15.98 |
$19.68K |
4,000 |
| 2026-03-11 |
Mckinney Scott T. |
Chief Financial Officer |
Informative Buy |
2,600 |
$16.15 |
$42K |
2,768 |
| 2026-02-20 |
Mckinney Scott T. |
Chief Financial Officer |
Option Exercise (Sell) |
15,110 |
- |
- |
- |
| 2026-01-08 |
Goldwasser Lesley |
Director |
RSU Award |
2,048 |
- |
- |
114,410 |
| 2026-01-08 |
Friedman Paul M |
Director |
RSU Award |
2,048 |
- |
- |
122,398 |
| 2025-11-07 |
Mielle Dominique |
Director |
Informative Buy |
5,500 |
$18.29 |
$100.6K |
70,712 |
| 2025-10-03 |
Goldwasser Lesley |
Director |
RSU Award |
1,807 |
- |
- |
112,362 |
| 2025-10-03 |
Friedman Paul M |
Director |
RSU Award |
1,807 |
- |
- |
120,350 |
| 2025-09-15 |
Ilany Jonathan |
Chief Executive Officer |
Option Exercise (Sell) |
351,155 |
$6.65 |
$2.34M |
- |
| 2025-09-12 |
Barnes Michael Gene |
10 Percent Owner, Officer: Executive Chairman |
Option Exercise (Sell) |
112,015 |
$6.65 |
$744.9K |
- |
| 2025-09-02 |
Ilany Jonathan |
Chief Executive Officer |
Option Exercise (Sell) |
13,704 |
$5.87 |
$80.44K |
- |
| 2025-07-03 |
Goldwasser Lesley |
Director |
RSU Award |
1,595 |
- |
- |
110,555 |
| 2025-07-03 |
Friedman Paul M |
Director |
RSU Award |
1,595 |
- |
- |
118,543 |
| 2025-04-03 |
Goldwasser Lesley |
Director |
RSU Award |
1,547 |
- |
- |
108,960 |
| 2025-04-03 |
Friedman Paul M |
Director |
RSU Award |
1,547 |
- |
- |
116,948 |
| 2025-03-25 |
Rifkind Neil Charles |
General Counsel and Secretary |
Informative Sell |
16,641 |
$25.00 |
$416.03K |
15,660 |
| 2025-02-25 |
Barnes Michael Gene |
10 Percent Owner, Officer: Executive Chairman |
RSU Award |
60,813 |
- |
- |
9,962,908 |
| 2025-02-25 |
Ilany Jonathan |
Chief Executive Officer |
Tax Withholding of RSU |
65,781 |
$21.67 |
$1.43M |
85,997 |
| 2025-02-25 |
Rifkind Neil Charles |
General Counsel and Secretary |
RSU Award |
22,246 |
- |
- |
68,702 |
| 2025-02-24 |
Rifkind Neil Charles |
General Counsel and Secretary |
Tax Withholding of RSU |
11,090 |
$19.90 |
$220.69K |
32,301 |
| 2025-02-24 |
Mckinney Scott T. |
Chief Financial Officer |
Option Exercise (Sell) |
15,736 |
- |
- |
15,110 |
| 2025-01-09 |
Goldwasser Lesley |
Director |
RSU Award |
1,817 |
- |
- |
107,413 |
| 2025-01-09 |
Friedman Paul M |
Director |
RSU Award |
1,514 |
- |
- |
115,401 |
| 2024-12-10 |
Friedman Paul M |
Director |
Gift (Given) |
20,000 |
- |
- |
- |
| 2024-11-13 |
Friedman Paul M |
Director |
Gift (Given) |
89,887 |
- |
- |
20,000 |
| 2024-10-30 |
Barnes Michael Gene |
10 Percent Owner, Officer: Executive Chairman |
Option Exercise (Sell) |
200,000 |
- |
- |
1,200,000 |
| 2024-10-18 |
Mckinney Scott T. |
Chief Financial Officer |
Tax Withholding of RSU |
23,008 |
$20.95 |
$482.02K |
82,186 |
| 2024-10-17 |
Ilany Jonathan |
Chief Executive Officer |
Gift (Given) |
200,000 |
- |
- |
- |
| 2024-10-09 |
Maultsby Randy |
President |
Tax Withholding of RSU |
30,893 |
$19.11 |
$590.37K |
47,244 |
| 2024-10-07 |
Goldwasser Lesley |
Director |
RSU Award |
1,910 |
- |
- |
105,596 |
| 2024-10-07 |
Friedman Paul M |
Director |
RSU Award |
1,591 |
- |
- |
109,887 |
| 2024-07-08 |
Goldwasser Lesley |
Director |
RSU Award |
2,327 |
- |
- |
103,686 |
| 2024-07-08 |
Friedman Paul M |
Director |
RSU Award |
1,939 |
- |
- |
108,296 |
| 2024-05-28 |
Ilany Jonathan |
Chief Executive Officer |
Informative Buy |
1,550 |
$17.50 |
$27.13K |
192,021 |
| 2024-04-04 |
Goldwasser Lesley |
Director |
RSU Award |
2,195 |
- |
- |
101,359 |
| 2024-04-04 |
Friedman Paul M |
Director |
RSU Award |
1,829 |
- |
- |
106,357 |
| 2024-03-05 |
Ilany Jonathan |
Chief Executive Officer |
Informative Buy |
2,900 |
$16.95 |
$49.16K |
190,471 |
| 2024-02-27 |
Rifkind Neil Charles |
General Counsel and Secretary |
RSU Award |
23,792 |
- |
- |
73,206 |
| 2024-01-09 |
Ilany Jonathan |
Chief Executive Officer |
Gift (Given) |
17,863 |
- |
- |
- |
| 2024-01-08 |
Rifkind Neil Charles |
General Counsel and Secretary |
Informative Sell |
18,184 |
$19.54 |
$355.28K |
16,641 |
| 2024-01-04 |
Goldwasser Lesley |
Director |
RSU Award |
1,673 |
- |
- |
99,164 |
| 2024-01-04 |
Friedman Paul M |
Director |
RSU Award |
1,673 |
- |
- |
104,528 |
| 2024-01-04 |
Mielle Dominique |
Director |
RSU Award |
1,673 |
- |
- |
65,212 |
| 2024-01-01 |
Barnes Michael Gene |
10 Percent Owner, Officer: Executive Chairman |
RSU Award |
550,000 |
- |
- |
550,000 |
| 2024-01-01 |
Ilany Jonathan |
Chief Executive Officer |
RSU Award |
550,000 |
- |
- |
550,000 |
| 2024-01-01 |
Maultsby Randy |
President |
RSU Award |
183,333 |
- |
- |
183,333 |
| 2024-01-01 |
Mckinney Scott T. |
Chief Financial Officer |
RSU Award |
137,500 |
- |
- |
137,500 |
| 2023-12-14 |
Rifkind Neil Charles |
General Counsel and Secretary |
Informative Sell |
2,816 |
$19.50 |
$54.92K |
34,825 |
■ Informative Buy/Sell — open market transaction (most significant)
■ Uninformative Buy — award, option exercise, conversion
■ Uninformative Sell — tax withholding, award vest sale
■ Neutral — gift, trust, expiry
