Stadium: Court 4 Round: 26 Ground: Hardcourt indoor
| ITF M15 Ithaca | 2021/10/05 13:00 | Joshua Peck v Drew Baird | 5-7,4-6 |
| ITF M15 Champaign | 2021/09/17 15:00 | Drew Baird v Cannon Kingsley | 0-6,3-6 |
| ITF M15 Champaign | 2021/09/16 17:55 | Drew Baird v Emile Hudd | 6-2,7-5 |
| ITF M15 Champaign | 2021/09/15 15:00 | Dusty H. Boyer v Drew Baird | 4-6,1-6 |
| ITF M25 Champaign | 2021/09/14 17:00 | Drew Baird v Axel Nefve | 6-4,6-4 |
| UTR Pro Tennis Series California | 2021/09/05 16:00 | Drew Baird v Tristan Boyer | 3-6,4-6 |
| UTR Pro Tennis Series California | 2021/09/04 18:00 | Drew Baird v Ryan Seggerman | 6-4,5-3 |
| UTR Pro Tennis Series California | 2021/09/03 15:00 | Michail Pervolarakis v Drew Baird | 6-4,3-6,5-7 |
| ITF M15 Ithaca | 2021/10/05 19:30 | Lorenzo Claverie v Alafia Ayeni | 3-6,4-6 |
| ATP San Diego | 2021/09/26 00:25 | Alafia Ayeni v Alex Bolt | 4-6,6-7 |
| ITF M25 Johannesburg | 2021/09/17 08:00 | Alastair Gray v Alafia Ayeni | 6-2,6-4 |
| ITF M25 Johannesburg | 2021/09/16 08:00 | Francesco Vilardo v Alafia Ayeni | 3-6,6-1,2-6 |
| ITF M25 Johannesburg | 2021/09/15 08:00 | Alafia Ayeni v Ryan Nijboer | 7-5,6-3 |
| ITF M15 Castelo Branco | 2021/07/27 12:00 | Alafia Ayeni v Joao Lucas Reis da Silva | 4-6,4-6 |
| ITF M25 Idanha-A-Nova | 2021/07/23 09:00 | Simon Carr v Alafia Ayeni | 6-2,6-4 |
| ITF M25 Idanha-A-Nova | 2021/07/22 09:55 | Alafia Ayeni v Tiago Cacao | 7-6,6-4 |