Brian E. O'Toole is CEO & President at BlackSky Technology Inc. (BKSY). They have made 11 open-market trades across 2 companies since 2010, most recently 2026-09-21.
CIK 0001443092
Unrated. We grade insiders only on stock they chose to buy on the open market. Grants, option exercises and vesting say nothing about timing, so they don't count — which is why someone can file often and still have no grade. It isn't a bad sign: unrated buys beat every graded tier below A.
1 open-market purchase totalling $57K since 2010, against 10 sales. Too few scored purchases to measure a record yet.
| Ticker | Shares | Value |
|---|---|---|
| BKSY | 1,043,396 | $18.1M |
| GEOY | 11,892 | — |
| Total | $18.1M |
Shares reported on the most recent Form 4, priced at the 2026-09-22 close. 1 holding could not be priced and is excluded from the total.
Counted per filing, not per execution lot — a purchase filled in several tranches is one decision.
| Ticker | Type | Traded | Filed | Price | Value | 7d Stock | 30d Stock | 90d Stock |
|---|---|---|---|---|---|---|---|---|
| BKSY | SELL · 10b5-1 | 2026-09-21 | 2026-09-22 | $22.88 | $458K | -4.2% | — | — |
| BKSY | SELL | 2026-09-11 | 2026-09-14 | $20.95 | $1.2M | +11.2% | -15.2% | — |
| BKSY | SELL · 10b5-1 | 2026-09-09 | 2026-09-10 | $21.83 | $437K | +10.7% | -5.2% | — |
| BKSY | SELL | 2026-06-10 | 2026-06-12 | $34.10 | $529K | -28.0% | -22.8% | -38.5% |
| BKSY | SELL | 2025-12-12 | 2025-12-12 | $19.27 | $517K | +17.6% | +47.4% | +32.6% |
| BKSY | SELL | 2025-09-12 | 2025-10-17 | $17.45 | $1.1M | -17.6% | -48.6% | +10.8% |
| BKSY | SELL | 2025-09-10 | 2025-09-15 | $17.45 | $1.2M | +1.3% | +61.5% | -10.5% |
| BKSY | SELL | 2024-12-10 | 2024-12-12 | $10.65 | $75K | +4.3% | -9.3% | -12.3% |
| BKSY | SELL | 2024-09-10 | 2024-09-27 | $7.19 | $350K | +41.9% | +55.2% | +162.2% |
| BKSY | SELL | 2023-03-14 | 2023-03-16 | $1.40 | $106K | -2.1% | +5.7% | +21.4% |
| GEOY | SELL | 2012-09-14 | 2012-09-14 | $26.88 | $45K | N/A | N/A | N/A |
| GEOY | SELL | 2012-09-05 | 2012-09-07 | $26.82 | $241K | N/A | N/A | N/A |
| GEOY | BUY | 2010-03-30 | 2010-03-30 | $28.96 | $57K | N/A | N/A | N/A |
Grouped by shared companies and similar filing behaviour. This is a similarity measure, not a ranking or a performance signal.