| 2021-11-23 | Nadella Satya | Chief Executive Officer | Sell | 721,240 | $340.72 | $245,744,398.12 | -4.0% | → |
| 2021-11-02 | Althoff Judson | EVP, Chief Commercial Officer | Sell | 54,757 | $332.28 | $18,194,836.66 | -28.2% | → |
| 2021-11-01 | SMITH BRADFORD L | President and Vice Chair | Sell | 55,000 | $328.60 | $18,073,049.50 | -7.7% | → |
| 2021-09-10 | Hogan Kathleen T | EVP, Human Resources | Sell | 20,000 | $298.68 | $5,973,540.00 | -9.8% | → |
| 2021-09-10 | Capossela Christopher C | EVP, Chief Marketing Officer | Sell | 10,000 | $298.82 | $2,988,176.00 | -9.6% | → |
| 2021-09-01 | Hood Amy | EVP, Chief Financial Officer | Sell | 60,000 | $303.08 | $18,184,980.00 | -11.5% | → |
| 2021-09-01 | Nadella Satya | Chief Executive Officer | Sell | 75,573 | $303.28 | $22,920,036.72 | -1.1% | → |
| 2021-05-13 | Capossela Christopher C | EVP, Chief Marketing Officer | Sell | 3,914 | $243.01 | $951,151.42 | -2.2% | → |
| 2021-05-10 | SMITH BRADFORD L | President | Sell | 8,000 | $250.27 | $2,002,160.80 | -1.1% | → |
| 2021-05-07 | Capossela Christopher C | EVP, Chief Marketing Officer | Sell | 6,086 | $252.66 | $1,537,710.67 | -6.2% | → |
| 2021-03-10 | Walmsley Emma N | Director | Buy | 4,300 | $236.80 | $1,018,240.00 | +592.3% | → |
| 2021-03-02 | Nadella Satya | Chief Executive Officer | Sell | 278,694 | $234.81 | $65,440,051.29 | -4.2% | → |
| 2021-01-28 | COURTOIS JEAN PHILIPPE | Executive Vice President | Sell | 18,358 | $239.60 | $4,398,519.89 | -3.0% | → |
| 2020-12-09 | Hogan Kathleen T | EVP, Human Resources | Sell | 30,000 | $212.43 | $6,372,801.00 | -13.7% | → |
| 2020-11-05 | Nadella Satya | Chief Executive Officer | Sell | 104,500 | $222.52 | $23,253,329.55 | -100% | → |
| 2020-11-05 | SMITH BRADFORD L | President | Sell | 200,000 | $222.58 | $44,515,471.61 | -11.8% | → |
| 2020-09-10 | Capossela Christopher C | EVP, Chief Marketing Officer | Sell | 30,000 | $209.80 | $6,294,047.50 | -4.4% | → |
| 2020-09-08 | Walmsley Emma N | - | Sell | 42 | $206.51 | $8,673.42 | -9.2% | → |
| 2020-09-03 | Hood Amy | EVP, Chief Financial Officer | Sell | 80,000 | $218.14 | $17,451,200.00 | -15.0% | → |
| 2020-09-01 | Nadella Satya | Chief Executive Officer | Sell | 83,572 | $2,261,327.00 | $188,983,620,044.00 | -5.8% | → |
| 2020-08-25 | COURTOIS JEAN PHILIPPE | Executive Vice President | Sell | 15,014 | $213.59 | $3,206,771.20 | -2.7% | → |
| 2020-08-17 | Hogan Kathleen T | EVP, Human Resources | Sell | 30,871 | $209.90 | $6,479,764.25 | -99.4% | → |
| 2020-08-06 | COURTOIS JEAN PHILIPPE | Executive Vice President | Sell | 15,140 | $215.00 | $3,255,100.00 | -2.6% | → |
| 2020-06-08 | Walmsley Emma N | Director | Sell | 49 | $186.05 | $9,116.51 | -14.3% | → |