| Known As | Surname | House | Class of | Industry | Organisation Name |
| Alexander | Barrie | m | 13 | Marketing | Warner Music Group |
| Alun | Bethell | d | 98 | Online Media | Andrew Bethell Associates |
| Peter | Bowen | f | 81 | Translation Services | Bowen Mueller Translations Ltd |
| Rupert | Bravery | c | 76 | Crisis Management | Rupert Bravery |
| Christopher | Calcutt | d | 68 | Real Estate | Foxwood Maclean |
| Jeffrey | Carey | b | 71 | OSS President | Four Leaf Framing |
| Lavinia | Carey | ||||
| Justin | Chantrey | g | 93 | Publishing | Collins and Farshore Books |
| Walter | Denny | Advertising | Upstart Creative | ||
| George | Dudley | a | 04 | Risk Management | 1LOD |
| Jim | Goodwin | b | 90 | Automotive Industry | ENSO |
| Freddie | Graham | c | 19 | Music | Freddie Graham |
| John | Harden | OSS Secretary | Sherborne School | ||
| Nick | Holmes | h | 90 | Digital Marketing | Amazon Web Services |
| Richard | Hunt | Head of Foundation | Sherborne School | ||
| Stanley | Johnson | g | 58 | ||
| Anne | Macfarlane | Alumni Officer | Sherborne School | ||
| Simon | McCoy | a | 79 | Film & Television | BBC News 24 |
| Peter | Moeller | a | 55 | ||
| Shaun | Noble | c | 70 | ||
| Ollie | Palmer | d | 18 | Media/Film/Theatre/Music | Ollie Palmer |
| Alasdair | Pearmund | m | 12 | Marketing & Advertising | Wavemaker UK |
| John Joe | Regan | c | 06 | Media | NBC News |
| Tracey | Richardson | Foundation Officer | Sherborne School | ||
| Emma | Rose | Artist | |||
| Tom | Sharpe | b | 89 | Communications | Special Project Partners |
| Jonny | Stark | f | 98 | Marketing | Stick +Twist |
| Scott | Stevens | c | 90 | Wealth Management | St James’s Place Wealth Management |
| Laurence | Zanelli | b | 11 | Film Production | Columbia Pictures |