| Challenger Series TT | 04/09 14:00 | 50 | Carlos Caballero v Mike Hollo | W | 3-2 | |
| Challenger Series TT | 04/09 11:45 | 2 | Carlos Caballero v Eusebio Vos | L | 2-3 | |
| Challenger Series TT | 04/09 09:25 | - | Carlos Caballero v Joon Shim | W | 3-1 | |
| Challenger Series TT | 04/09 06:30 | - | Carlos Caballero v Eusebio Vos | L | 2-3 | |
| Challenger Series TT | 04/08 16:25 | - | Carlos Caballero v Mike Hollo | W | 3-1 | |
| Challenger Series TT | 04/08 15:15 | - | Carlos Caballero v Sven Happek | W | 3-2 | |
| Challenger Series TT | 04/08 11:10 | - | Carlos Caballero v Armin Alicic | W | 3-2 | |
| Challenger Series TT | 04/08 08:50 | - | Carlos Caballero v Siddharta Almeida | W | 3-0 | |
| Challenger Series TT | 04/08 06:30 | - | Carlos Caballero v Miguel Nunez | W | 3-0 | |
| Challenger Series TT | 10/17 08:30 | - | Akito Itagaki v Carlos Caballero | W | 0-3 | |
| Challenger Series TT | 10/17 07:10 | - | Carlos Caballero v Kirill Fadeev | L | 0-3 | |
| Challenger Series TT | 10/16 19:10 | - | Dauud Cheaib v Carlos Caballero | L | 3-1 | |
| Challenger Series TT | 10/16 16:30 | - | Dennis Klein v Carlos Caballero | L | 3-1 | |
| Challenger Series TT | 10/16 13:50 | - | Carlos Caballero v Simon Berglund | L | 0-3 | |
| Challenger Series TT | 10/16 10:30 | - | Carlos Caballero v Jong-Eon Yeon | W | 3-0 | |
| Challenger Series TT | 10/16 08:30 | - | Carlos Caballero v Stephane Ouaiche | W | 3-1 | |
| Challenger Series TT | 08/15 12:10 | 1 | Daniel Rinderer v Carlos Caballero | W | 2-3 | |
| Challenger Series TT | 08/15 10:45 | 2 | Carlos Caballero v Makoto Nogami | W | 3-1 | |
| Challenger Series TT | 08/15 07:50 | - | Samuel Amann v Carlos Caballero | W | 0-3 | |
| Challenger Series TT | 08/15 07:10 | - | Carlos Caballero v Jeromy Loffler | - | Cancelled | |
| Challenger Series TT | 08/14 17:50 | - | Daniel Rinderer v Carlos Caballero | W | 1-3 | |
| Challenger Series TT | 08/14 15:50 | - | Marcel Neumaier v Carlos Caballero | W | 0-3 | |
| Challenger Series TT | 08/14 13:50 | - | Carlos Caballero v Marco Stefanidis | W | 3-0 | |
| Challenger Series TT | 08/14 10:30 | - | Carlos Caballero v Makoto Nogami | W | 3-1 | |
| Challenger Series TT | 08/14 08:30 | - | Carlos Caballero v Dauud Cheaib | L | 0-3 | |
| TT Star Series | 05/18 11:15 | - | Carlos Caballero v Elias Ranefur | L | 1-3 | |
| TT Star Series | 05/18 09:15 | - | David Reitspies v Carlos Caballero | L | 3-0 | |
| TT Star Series | 05/18 06:00 | - | Viktor Yefimov v Carlos Caballero | L | 3-1 | |
| TT Star Series | 05/17 11:15 | - | Carlos Caballero v Tomas Konecny | W | 3-1 | |
| TT Star Series | 05/17 09:45 | - | Carlos Caballero v Francisco Sanchi | L | 1-3 |