Stadion: Court 2 Round: 64 Ground: Clay
| ATP - Sofia | 2019/02/04 12:30 | Sergiy Stakhovsky v Daniel Brands | 4-6,6-7 |
| Challenger - St Brieuc | 2019/03/27 12:30 | Matteo Viola v Daniel Brands | 6-3,7-6 |
| Challenger - Lille | 2019/03/20 17:05 | Viktor Troicki v Daniel Brands | 6-1,6-3 |
| Challenger - Pau | 2019/02/26 12:45 | Nicola Kuhn v Daniel Brands | 6-1,7-6 |
| Challenger - Bergamo | 2019/02/19 16:40 | Viktor Galovic v Daniel Brands | 7-5,7-6 |
| ATP - Sofia | 2019/02/07 10:00 | Daniel Brands v Martin Klizan | 6-7,4-6 |
| ATP - Sofia | 2019/02/05 10:00 | Nikoloz Basilashvili v Daniel Brands | 6-7,5-7 |
| ATP - Sofia | 2019/02/04 12:30 | Sergiy Stakhovsky v Daniel Brands | 4-6,6-7 |
| ATP - Sofia | 2019/02/03 14:15 | Daniel Brands v Kamil Majchrzak | 6-4,7-5 |
| Challenger - Taipei | 2019/04/14 07:30 | Dennis Novak v Sergiy Stakhovsky | 6-2,6-4 |
| Challenger - Taipei | 2019/04/13 06:30 | Sergiy Stakhovsky v Go Soeda | 7-6,7-6 |
| Challenger - Taipei | 2019/04/12 07:20 | Tatsuma Ito v Sergiy Stakhovsky | 6-7,7-6,4-6 |
| Challenger - Taipei | 2019/04/11 05:00 | Maxime Janvier v Sergiy Stakhovsky | 5-7,4-6 |
| Challenger - Taipei | 2019/04/10 06:45 | Stephane Robert v Sergiy Stakhovsky | 6-7,2-6 |
| Challenger - St Brieuc | 2019/03/26 20:05 | Maxime Janvier v Sergiy Stakhovsky | 6-3,7-6 |
| Challenger - St Brieuc | 2019/03/25 09:00 | Sergiy Stakhovsky v Yannick Mertens | 6-3,6-4 |
| Challenger - Lille | 2019/03/20 17:30 | Aslan Karatsev v Sergiy Stakhovsky | 6-3,6-4 |