John T. McDonald is CEO at Upland Software, Inc. (UPLD). They have made 51 open-market trades across 2 companies since 2006, most recently 2026-04-30.
CIK 0001094792
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.
11 open-market purchases totalling $3.1M since 2008, against 40 sales. Across 11 scored buys the stock is down 12.9% at ninety days, and 12.6 points behind the S&P over the same stretch.
11 scored purchases · one row per filing · discretionary only
| 7d | 30d | 90d | |
|---|---|---|---|
| Accuracy | 9% | 45% | 45% |
| Avg Move | -4.1% | -8.7% | -12.9% |
| Alpha | -0.5% | -5.5% | -12.6% |
| Scored | 11 | 11 | 11 |
| Ticker | Type | Traded | Filed | Price | Value | 7d Stock | 30d Stock | 90d Stock |
|---|---|---|---|---|---|---|---|---|
| UPLD | SELL | 2025-09-11 | 2025-09-11 | $2.36 | $34K | +4.5% | -2.9% | -33.1% |
| UPLD | BUY | 2024-08-08 | 2024-08-12 | $1.97 | $393K | +3.5% | +17.5% | +36.5% |
| UPLD | BUY | 2023-03-10 | 2023-03-14 | $4.78 | $96K | -8.1% | -13.3% | -26.1% |
| UPLD | BUY | 2022-08-23 | 2022-08-25 | $11.33 | $113K | -12.9% | -28.2% | -34.4% |
| UPLD | BUY | 2022-08-19 | 2022-08-23 | $10.82 | $325K | -12.0% | -26.1% | -35.2% |
| UPLD | BUY | 2022-08-17 | 2022-08-19 | $11.22 | $224K | -1.7% | -13.1% | -28.5% |
| UPLD | BUY | 2022-08-15 | 2022-08-17 | $11.22 | $112K | -0.9% | -14.9% | -24.1% |
| UPLD | BUY | 2022-08-11 | 2022-08-15 | $11.31 | $226K | -4.5% | -17.7% | -30.0% |
| UPLD | SELL | 2021-07-02 | 2021-07-02 | $41.58 | $4.4M | -8.9% | -14.7% | -19.6% |
| UPLD | SELL | 2021-06-18 | 2021-06-21 | $41.12 | $851K | +1.6% | -6.8% | -13.7% |
| UPLD | SELL | 2021-03-17 | 2021-03-19 | $48.29 | $846K | -3.5% | +2.1% | -14.2% |
| UPLD | SELL | 2021-03-17 | 2021-09-20 | $48.73 | $346K | -5.2% | -5.1% | -47.1% |
| UPLD | SELL | 2021-02-10 | 2021-02-12 | $50.60 | $1.9M | -5.6% | -3.6% | -21.4% |
| UPLD | SELL | 2021-02-05 | 2021-02-09 | $50.54 | $12.3M | -2.7% | -1.6% | -16.7% |
| UPLD | SELL | 2021-02-02 | 2021-02-04 | $50.03 | $2.1M | -1.2% | -12.0% | -7.7% |
| UPLD | SELL | 2021-01-27 | 2021-01-29 | $50.01 | $85K | +3.9% | +4.6% | +4.7% |
| UPLD | SELL | 2021-01-21 | 2021-01-25 | $50.03 | $3.1M | +2.4% | +0.9% | +4.5% |
| UPLD | SELL | 2020-12-22 | 2020-12-23 | $46.92 | $1.3M | -3.1% | +5.4% | +1.3% |
| UPLD | SELL | 2020-10-01 | 2020-10-02 | $38.07 | $2.1M | +9.3% | +6.1% | +14.0% |
| UPLD | SELL | 2020-09-18 | 2020-09-18 | $37.03 | $995K | +4.4% | +24.1% | +29.1% |
| UPLD | SELL | 2020-08-07 | 2020-08-10 | $44.31 | $1.1M | -10.5% | -6.6% | +14.9% |
| UPLD | SELL | 2020-06-18 | 2020-06-18 | $34.15 | $551K | -0.9% | +1.0% | +4.7% |
| UPLD | SELL | 2019-01-18 | 2019-01-22 | $30.00 | $600K | +5.9% | +16.5% | +45.8% |
| UPLD | SELL | 2018-11-15 | 2018-11-19 | $30.06 | $307K | +5.3% | +3.3% | +28.7% |
| UPLD | SELL | 2018-11-12 | 2018-11-14 | $30.41 | $564K | -2.4% | -1.7% | +13.4% |
Grouped by shared companies and similar filing behaviour. This is a similarity measure, not a ranking or a performance signal.