Oaktree Specialty Lending's three largest insider shareholders as of September 09, 2026 are Craig A Jacobson (Director, 71.67K shares), Mathew Pendo (President, 52.60K shares), Mathew Pendo (President, 52.60K shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Craig A Jacobson | Director | 71,667 | 0 | 71,667 | 33.0% | 07 May, 2025 |
| 2 | Mathew Pendo | President | 52,596 | 0 | 52,596 | 24.2% | 25 Feb, 2025 |
| 3 | Deborah Ann Gero | Director | 24,411 | 0 | 24,411 | 11.2% | 18 Mar, 2026 |
| 4 | Phyllis R Caldwell | Director | 23,500 | 0 | 23,500 | 10.8% | 18 Mar, 2026 |
| 5 | Armen Panossian | Chief Executive Officer | 22,489 | 0 | 22,489 | 10.3% | 13 Aug, 2026 |
| 6 | Matthew Stewart | Chief Operating Officer | 9,668 | 0 | 9,668 | 4.4% | 27 Mar, 2023 |
| 7 | Raghav Khanna | Co Chief Investment Officer | 6,000 | 0 | 6,000 | 2.8% | 25 Feb, 2025 |
| 8 | Christopher Mckown | Officer | 5,092 | 0 | 5,092 | 2.3% | 20 Mar, 2023 |
| 9 | Ashley Pak | Chief Compliance Officer | 1,920 | 0 | 1,920 | 0.9% | 12 Apr, 2023 |
Each row is that insider’s most recently reported position, from Form 4 filings over the last 60 months — which is why this total does not tie to the quarterly series above, where a quarter counts only the insiders who filed in it. Shares held through a fund or institutional portfolio are counted on the institutional ownership page instead.
| Date | Insider | Position | Transaction | Shares | Price | Value | Shares Held After | Ownership |
|---|---|---|---|---|---|---|---|---|
| 12 Aug, 2026 | Armen Panossian | Officer | Acquired P | 1,700 | $12.69 | $21.58K | 22,489 | Direct |
| 16 Mar, 2026 | Phyllis R Caldwell | Director | Acquired P | 2,500 | $10.77 | $26.93K | 23,500 | Direct |
| 16 Mar, 2026 | Deborah Ann Gero | Director | Acquired P | 2,000 | $10.78 | $21.56K | 24,411 | Direct |
| 15 Sep, 2025 | Phyllis R Caldwell | Director | Acquired P | 2,000 | $13.19 | $26.38K | 20,000 | Direct |
| 15 Sep, 2025 | Phyllis R Caldwell | Director | Acquired P | 25 | $13.19 | $330 | 20,025 | Direct |
| 15 Sep, 2025 | Phyllis R Caldwell | Director | Acquired P | 975 | $13.20 | $12.87K | 21,000 | Direct |
| 30 Jun, 2025 | Deborah Ann Gero | Director | Acquired P | 2,500 | $13.70 | $34.25K | 22,411 | Direct |
| 15 May, 2025 | Armen Panossian | Officer | Acquired P | 8,000 | $14.13 | $113.04K | 20,789 | Direct |
| 15 May, 2025 | Armen Panossian | Officer | Acquired P | 8,000 | $14.13 | $113.04K | 20,789 | Direct |
| 15 May, 2025 | Armen Panossian | Officer | Acquired P | 8,000 | $14.13 | $113.04K | 20,789 | Direct |
| 15 May, 2025 | Armen Panossian | Officer | Acquired P | 8,000 | $14.13 | $113.04K | 20,789 | Direct |
| 07 May, 2025 | Phyllis R Caldwell | Director | Acquired P | 2,000 | $13.33 | $26.65K | 18,000 | Direct |
| 06 May, 2025 | Craig A Jacobson | Director | Acquired P | 14,910 | $13.41 | $199.92K | 71,667 | Direct |
| 25 Feb, 2025 | Phyllis R Caldwell | Director | Acquired P | 2,500 | $15.83 | $39.58K | 16,000 | Direct |
| 24 Feb, 2025 | Raghav Khanna | Co Chief Investment Officer | Acquired P | 6,000 | $15.95 | $95.70K | 6,000 | Direct |
| 24 Feb, 2025 | Mathew Pendo | President | Acquired P | 6,260 | $15.93 | $99.69K | 52,596 | Direct |
| 24 Feb, 2025 | Mathew Pendo | President | Acquired P | 6,260 | $15.93 | $99.69K | 52,596 | Direct |
| 20 Sep, 2024 | Phyllis R Caldwell | Director | Acquired P | 500 | $16.01 | $8.01K | 13,000 | Direct |
| 20 Sep, 2024 | Phyllis R Caldwell | Director | Acquired P | 405 | $16.01 | $6.48K | 13,405 | Direct |
| 20 Sep, 2024 | Phyllis R Caldwell | Director | Acquired P | 95 | $16.01 | $1.52K | 13,500 | Direct |