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Brian E. O'toole

BKSY
CEO AND PRESIDENT · BLACKSKY TECHNOLOGY INC. · CIK 0001443092
FILING MIX · LIFETIME34%/66%
BUYS
10
SELLS
19
TOTAL VALUE
$5.04M
COMPANIES
1
ACTIVE SINCE
Mar 2022
HOLDINGS NOW
1,139,676
AVG SELL PX
$3.69
TRADE KIND
SHOWING 29 / 29
Trades · vs SPY
Loading price series…
Performance · forward returns vs SPY
6 backtested trades · 8 horizons · 8 pending
Forward-return performance of every backtestable P/S trade by Brian E. O'toole, measured at 8 horizons from 7 days to 2 years. Deduped per economic event so co-filings count once. Excess return = trade return minus SPY return over the same window.
HORIZONTRADESWIN RATEINSIDER RETURNSPY RETURNMEAN EXCESSMEDIAN EXCESST-STAT
7d6+33.33%+4.11%+1.15%+2.96%+6.78%—
14d6+33.33%+2.51%+1.53%+0.98%+2.11%—
30d6+33.33%+25.46%+2.05%+23.41%+21.86%—
60d6+33.33%+12.06%+4.12%+7.94%+2.66%—
90d6+16.67%+20.73%+3.71%+17.02%+18.32%—
180d6+16.67%+32.44%+5.54%+26.90%+22.59%—
1y6(3 pending)+33.33%+65.11%+22.83%+42.29%+66.11%—
2y6(5 pending)+100.00%-20.86%+44.74%-65.60%-65.60%—
How to read this: Insider Returnis the average raw return of the filer's trades over the horizon. SPY Return is what SPY did over those same windows — reference only, not a comparison. The headline alpha number is Mean Excess = Insider − SPY; green means the filer beat SPY, red means they trailed it. Win rate is the share of individual trades where the filer beat SPY. T-statvalues above 2 mean the alpha is unlikely to be chance given the sample size. "Pending" counts trades where the horizon hasn't elapsed yet; their stats are not included in the row average.
Holdings over time
BKSY · 1,139,676 shares · as of Jun 10, 2026
01,081,8312,163,6633,245,4944,327,3252023202420252026SHARES HELD
Trading cadence · quarterly flow
BUY ● SELL ●
2022
2022
2022
2022
2023
2023
2023
2023
2024
2024
2024
2024
2025
2025
2025
2025
2026
2026
FLOW · 10 buys / 19 sellsCOVERAGE · 18 quarters
Form 4 filings · all activity
COMPANYTYPESHARESPRICEVALUEHELD AFTERTRADE DATEFILEDDETAILS
BKSY
BLACKSKY TECHNOLOGY INC.
SALE
CEO and President
15,512$34.10$529.0K1,139,676Jun 10, 2026Jun 12, 2026 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
SALE
CEO and President
24,999$24.00$600.0K963,522Mar 11, 2026Mar 12, 2026 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
PURCHASEGRANT
Stock grant
191,666——1,155,188Mar 10, 2026Mar 12, 2026 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
SALE
CEO and President
13,416$19.27$258.5K988,521Dec 12, 2025Dec 12, 2025 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
PURCHASEGRANT
Stock grant
250,000——1,000,164Sep 15, 2025Sep 15, 2025 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
PURCHASEGRANT
Stock grant
250,000——1,001,937Sep 15, 2025Oct 17, 2025 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
SALE
CEO and President
31,519$17.45$550.0K751,937Sep 12, 2025Oct 17, 2025 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
SALE
CEO and President
33,292$17.45$580.9K750,164Sep 10, 2025Sep 15, 2025 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
SALE
CEO and President
6,935$12.08$83.8K783,456Jun 10, 2025Jun 12, 2025 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
PURCHASEGRANT
Stock grant
210,834——210,834Mar 10, 2025Mar 12, 2025 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
SALE
CEO and President
6,935$9.23$64.0K790,391Mar 10, 2025Mar 12, 2025 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
PURCHASEGRANT
Stock grant
105,417——797,326Mar 10, 2025Mar 12, 2025 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
SALE
CEO and President
7,020$10.65$74.8K691,909Dec 10, 2024Dec 12, 2024 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
PURCHASEGRANT
Stock grant
219,144——698,929Sep 10, 2024Sep 27, 2024 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
SALE
CEO and President
24,352$7.19$175.1K479,785Sep 10, 2024Sep 27, 2024 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
SALE
CEO and President
12,285$1.07$13.1K4,033,107Jun 10, 2024Jun 11, 2024 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
SALE
CEO and President
81,693$1.45$118.5K4,045,392Mar 10, 2024Dec 12, 2023 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
SALE
CEO and President
81,694$1.34$109.5K4,127,085Dec 10, 2023Dec 12, 2023 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
SALE
CEO and President
118,546$1.24$147.0K4,208,779Sep 11, 2023Sep 13, 2023 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
PURCHASEGRANT
Stock grant
1,532,283——4,327,325Sep 10, 2023Sep 13, 2023 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
PURCHASEGRANT
Stock grant
900,000——900,000Sep 10, 2023Sep 13, 2023 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
SALE
CEO and President
69,408$1.72$119.4K2,795,042Jun 12, 2023Jun 14, 2023 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
SALE
CEO and President
75,660$1.40$105.9K2,864,450Mar 14, 2023Mar 16, 2023 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
SALE
CEO and President
69,408$2.06$143.0K2,940,110Dec 12, 2022Dec 12, 2022 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
SALE
CEO and President
69,408$2.15$149.2K3,009,518Sep 12, 2022Sep 13, 2022 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
PURCHASEGRANT
Stock grant
435,813——3,078,926Sep 10, 2022Sep 13, 2022 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
PURCHASEGRANT
Stock grant
871,626——871,626Sep 10, 2022Sep 13, 2022 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
SALE
CEO and President
69,408$2.10$145.8K2,643,113Jun 14, 2022Jun 15, 2022 ↗View →
BKSY
BLACKSKY TECHNOLOGY INC.
SALE
CEO and President
555,262$1.93$1.07M2,712,521Mar 11, 2022Mar 15, 2022 ↗View →
Other insiders · BKSY
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About this filer
CIK 0001443092
ROLE
CEO and President
PRIMARY
BKSY
COMPANIES
1
ACTIVE SINCE
Mar 2022
MARKETPEEL · /INSIDER/0001443092DATA · SEC EDGAR · FORM 4 · CONSOLIDATED TAPE
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