| Rank | Name | Date |
|---|---|---|
| 1 | Bill Gates | 2013-02-11 |
| 2 | Bill Gates | 2019-02-25 |
| 3 | Bill Gates | 2014-02-10 |
| 4 | Bill Gates | 2018-02-27 |
| 5 | Bill Gates | 2017-02-27 |
| 6 | Bill Gates | 2015-01-28 |
| 7 | Steve Huffman | 2015-07-11 |
| 8 | Bill Gates | 2016-03-08 |
| 9 | Elon Musk | 2015-01-05 |
| 10 | Katy Cipriano | 2013-05-15 |
| 11 | Brian Niccol | 2014-03-27 |
| 12 | Mark Cuban | 2012-12-24 |
| 13 | Stan Lee | 2012-08-14 |
| 14 | Jerry Stritzke | 2015-11-10 |
| 15 | Martin Shkreli | 2015-10-24 |
| 16 | Peter Sunde | 2013-02-09 |
| 17 | Jon Finkel | 2011-08-30 |
| 18 | Christopher Poole | 2011-03-29 |
| 19 | Cameron Winklevoss | 2013-12-14 |
| 20 | Yishan Wong | 2012-04-20 |
| 21 | James Altucher | 2013-06-06 |
| 22 | Mark Shuttleworth | 2013-07-25 |
| 23 | Salmon Khan | 2011-12-28 |
| 24 | Stephen Wolfram | 2012-03-05 |
| 25 | Jimmy Wales | 2019-12-02 |