| ITF M15 - Tallahassee | 12/02 15:00 | 54 | Richard Thongoana v Christopher Rosensteel | 6-2,6-2 | |
| ITF M25 - Naples | 11/17 14:00 | 44 | Christopher Rosensteel v Maxime Mora | 1-6,1-6 | |
| ITF M15 - Cancun | 07/08 13:30 | 54 | Kalman Boyd v Christopher Rosensteel | 6-2,6-2 | |
| ITF M15 - Rochester | 06/24 17:00 | 54 | Christopher Rosensteel v Zachary Svajda | 0-6,0-6 | |
| ITF M15 - Orlando | 06/17 13:00 | 54 | Christopher Rosensteel v Alan F R Fierros | 5-7,1-6 | |
| ITF M25 - Pensacola | 05/06 14:00 | 54 | Dragos Constantin Ignat v Christopher Rosensteel | 1-6,6-2,10-5 | |
| ITF M25 Vero Beach | 04/29 16:00 | 54 | Christopher Rosensteel v Boris Arias | 1-6,6-3,6-10 | |
| ITF - Dominikanska Republiken F3 | 12/08 15:00 | 62 | Christopher Rosensteel v Michel-Alexandre Fortin | 2-6,2-6 | |
| ITF Dominican Republic F2 | 12/02 14:00 | 62 | Philip Wilbert Major v Christopher Rosensteel | 6-3,7-6 | |
| ITF Dominican Republic F2 | 12/01 14:00 | 62 | Osviel Turino v Christopher Rosensteel | 2-6,2-6 | |
| ITF USA F33 | 11/17 15:00 | 54 | Jack Murray v Christopher Rosensteel | 6-2,6-2 | |
| ITF USA F32 | 11/11 16:00 | 60 | Christopher Rosensteel v Patrick Daciek | 2-6,1-6 | |
| ITF USA F30 | 11/02 17:30 | 60 | Jakub Wojcik v Christopher Rosensteel | 6-0,6-2 | |
| ITF USA F28B | 10/21 15:00 | 62 | Jonathan Sorbo v Christopher Rosensteel | 7-6,6-3 | |
| ITF USA F28B | 10/20 15:30 | 62 | Christopher Rosensteel v Ian O'Jon | 6-4,7-6 | |
| ITF USA F27 | 10/06 15:00 | 62 | Conner McMann v Christopher Rosensteel | 6-2,6-4 | |
| ITF USA F26 Qual | 09/21 21:30 | 60 | Christopher Rosensteel v Arsav Mohanty | 6-4,5-7,6-1 | |
| ITF USA F25 | 09/15 20:30 | 60 | Jeremy Moser v Christopher Rosensteel | 6-3,6-2 | |
| ITF USA F24 | 09/07 20:00 | 60 | Christopher Rosensteel v Ye Cong Mo | 3-6,0-6 | |
| ITF Canada F6 | 09/01 15:00 | 62 | Samuel Shropshire v Christopher Rosensteel | 6-4,6-2 | |
| ITF USA F16 | 06/16 19:00 | 62 | Lucas Renard v Christopher Rosensteel | 6-4,5-7,6-0 | |
| ITF USA F14 | 06/09 14:00 | 62 | Christopher Rosensteel v Nick Lagaev | 3-6,7-5,4-6 | |
| ITF USA F40 Qual | 12/03 18:00 | 62 | Christopher Rosensteel v Jordi Mas De Ugarte | 6-7,3-6 | |
| ITF USA F38 | 11/18 15:00 | 54 | Alafia Ayeni v Christopher Rosensteel | 6-2,6-3 | |
| ITF Canada F6 Qual | 09/02 18:30 | 44 | Sid Donarski v Christopher Rosensteel | 6-2,6-3 | |
| ITF Canada F5 | 08/26 17:30 | 54 | Jacob Dunbar v Christopher Rosensteel | 7-6,6-4 | |
| Challenger Binghamton Qual | 07/22 14:00 | 45 | Jarryd Chaplin v Christopher Rosensteel | 6-2,7-6 | |
| ITF USA F17 Qual | 06/10 15:30 | 62 | Christopher Rosensteel v Ronnie Schneider | 2-6,3-6 | |
| ITF USA F13 Qual | 04/08 16:30 | 62 | Herbert Jody Maginley v Christopher Rosensteel | 6-3,6-0 | |
| ITF USA F12 Qual | 04/01 15:30 | 62 | Christopher Rosensteel v Arnav Mohanty | 3-6,6-7 |