He's running Windows 10, unfortunately- but wouldn't SSL errors show up in Apache logs? His IP appears 0 times in all apache error and access logs dating back 8 months (the beginning of recorded logs).
Here's another example of a working request to https://drkt.eu, and his non-working request respectively.
21:06:10.038213 IP 185.21.217.51.34034 > 192.168.78.164.443: Flags [S], seq 383581601, win 65535, options [mss 1460,nop,nop,sackOK,nop,wscale 11], length 0
21:06:10.038225 IP 192.168.78.164.443 > 185.21.217.51.34034: Flags [S.], seq 1228608203, ack 383581602, win 64240, options [mss 1460,nop,nop,sackOK,nop,wscale 7], length 0
21:06:10.062959 IP 185.21.217.51.34034 > 192.168.78.164.443: Flags [.], ack 1228608204, win 32, length 0
21:06:10.068861 IP 185.21.217.51.34034 > 192.168.78.164.443: Flags [P.], seq 383581602:383582119, ack 1228608204, win 32, length 517
21:06:10.068878 IP 192.168.78.164.443 > 185.21.217.51.34034: Flags [.], ack 383582119, win 501, length 0
21:06:10.069190 IP 192.168.78.164.443 > 185.21.217.51.34034: Flags [P.], seq 1228608204:1228611124, ack 383582119, win 501, length 2920
21:06:10.069272 IP 192.168.78.164.443 > 185.21.217.51.34034: Flags [P.], seq 1228611124:1228612300, ack 383582119, win 501, length 1176
21:06:10.069905 IP 192.168.78.164.443 > 185.21.217.51.34034: Flags [P.], seq 1228612300:1228613496, ack 383582119, win 501, length 1196
21:06:10.093915 IP 185.21.217.51.34034 > 192.168.78.164.443: Flags [.], ack 1228611124, win 35, length 0
21:06:10.094156 IP 185.21.217.51.34034 > 192.168.78.164.443: Flags [.], ack 1228612300, win 37, length 0
21:06:10.095161 IP 185.21.217.51.34034 > 192.168.78.164.443: Flags [.], ack 1228613496, win 38, length 0
21:06:10.096357 IP 185.21.217.51.34034 > 192.168.78.164.443: Flags [P.], seq 383582119:383582245, ack 1228613496, win 38, length 126
21:06:10.096588 IP 192.168.78.164.443 > 185.21.217.51.34034: Flags [P.], seq 1228613496:1228613547, ack 383582245, win 501, length 51
21:06:10.121482 IP 185.21.217.51.34034 > 192.168.78.164.443: Flags [P.], seq 383582245:383582345, ack 1228613547, win 38, length 100
21:06:10.121749 IP 192.168.78.164.443 > 185.21.217.51.34034: Flags [P.], seq 1228613547:1228614978, ack 383582345, win 501, length 1431
21:06:10.146792 IP 185.21.217.51.34034 > 192.168.78.164.443: Flags [P.], seq 383582345:383582376, ack 1228614978, win 40, length 31
21:06:10.146907 IP 192.168.78.164.443 > 185.21.217.51.34034: Flags [P.], seq 1228614978:1228615009, ack 383582376, win 501, length 31
21:06:10.146931 IP 192.168.78.164.443 > 185.21.217.51.34034: Flags [F.], seq 1228615009, ack 383582376, win 501, length 0
21:06:10.147568 IP 185.21.217.51.34034 > 192.168.78.164.443: Flags [F.], seq 383582376, ack 1228614978, win 40, length 0
21:06:10.147573 IP 192.168.78.164.443 > 185.21.217.51.34034: Flags [.], ack 383582377, win 501, length 0
21:06:10.171696 IP 185.21.217.51.34034 > 192.168.78.164.443: Flags [R], seq 383582376, win 0, length 0
21:06:10.171722 IP 185.21.217.51.34034 > 192.168.78.164.443: Flags [R], seq 383582376, win 0, length 0
21:06:10.172482 IP 185.21.217.51.34034 > 192.168.78.164.443: Flags [R], seq 383582377, win 0, length 0
21:49:09.999249 IP 5.186.33.87.51592 > 192.168.78.164.443: Flags [S], seq 2577736519, win 64240, options [mss 1460,nop,wscale 8,nop,nop,sackOK], length 0
21:49:09.999412 IP 192.168.78.164.443 > 5.186.33.87.51592: Flags [S.], seq 3425825559, ack 2577736520, win 64240, options [mss 1460,nop,nop,sackOK,nop,wscale 7], length 0
21:49:10.254112 IP 5.186.33.87.51594 > 192.168.78.164.443: Flags [S], seq 2174498243, win 64240, options [mss 1460,nop,wscale 8,nop,nop,sackOK], length 0
21:49:10.254425 IP 192.168.78.164.443 > 5.186.33.87.51594: Flags [S.], seq 1029590757, ack 2174498244, win 64240, options [mss 1460,nop,nop,sackOK,nop,wscale 7], length 0
21:49:11.000511 IP 5.186.33.87.51592 > 192.168.78.164.443: Flags [S], seq 2577736519, win 64240, options [mss 1460,nop,wscale 8,nop,nop,sackOK], length 0
21:49:11.000624 IP 192.168.78.164.443 > 5.186.33.87.51592: Flags [S.], seq 3425825559, ack 2577736520, win 64240, options [mss 1460,nop,nop,sackOK,nop,wscale 7], length 0
21:49:11.262009 IP 5.186.33.87.51594 > 192.168.78.164.443: Flags [S], seq 2174498243, win 64240, options [mss 1460,nop,wscale 8,nop,nop,sackOK], length 0
21:49:11.262135 IP 192.168.78.164.443 > 5.186.33.87.51594: Flags [S.], seq 1029590757, ack 2174498244, win 64240, options [mss 1460,nop,nop,sackOK,nop,wscale 7], length 0
21:49:12.010686 IP 192.168.78.164.443 > 5.186.33.87.51592: Flags [S.], seq 3425825559, ack 2577736520, win 64240, options [mss 1460,nop,nop,sackOK,nop,wscale 7], length 0
21:49:12.266608 IP 192.168.78.164.443 > 5.186.33.87.51594: Flags [S.], seq 1029590757, ack 2174498244, win 64240, options [mss 1460,nop,nop,sackOK,nop,wscale 7], length 0
21:49:13.014793 IP 5.186.33.87.51592 > 192.168.78.164.443: Flags [S], seq 2577736519, win 64240, options [mss 1460,nop,wscale 8,nop,nop,sackOK], length 0
21:49:13.014920 IP 192.168.78.164.443 > 5.186.33.87.51592: Flags [S.], seq 3425825559, ack 2577736520, win 64240, options [mss 1460,nop,nop,sackOK,nop,wscale 7], length 0
21:49:13.265504 IP 5.186.33.87.51594 > 192.168.78.164.443: Flags [S], seq 2174498243, win 64240, options [mss 1460,nop,wscale 8,nop,nop,sackOK], length 0
21:49:13.265645 IP 192.168.78.164.443 > 5.186.33.87.51594: Flags [S.], seq 1029590757, ack 2174498244, win 64240, options [mss 1460,nop,nop,sackOK,nop,wscale 7], length 0
21:49:15.046677 IP 192.168.78.164.443 > 5.186.33.87.51592: Flags [S.], seq 3425825559, ack 2577736520, win 64240, options [mss 1460,nop,nop,sackOK,nop,wscale 7], length 0
21:49:15.274640 IP 192.168.78.164.443 > 5.186.33.87.51594: Flags [S.], seq 1029590757, ack 2174498244, win 64240, options [mss 1460,nop,nop,sackOK,nop,wscale 7], length 0
21:49:17.022305 IP 5.186.33.87.51592 > 192.168.78.164.443: Flags [S], seq 2577736519, win 64240, options [mss 1460,nop,wscale 8,nop,nop,sackOK], length 0
21:49:17.022424 IP 192.168.78.164.443 > 5.186.33.87.51592: Flags [S.], seq 3425825559, ack 2577736520, win 64240, options [mss 1460,nop,nop,sackOK,nop,wscale 7], length 0
21:49:17.277539 IP 5.186.33.87.51594 > 192.168.78.164.443: Flags [S], seq 2174498243, win 64240, options [mss 1460,nop,wscale 8,nop,nop,sackOK], length 0
21:49:17.277663 IP 192.168.78.164.443 > 5.186.33.87.51594: Flags [S.], seq 1029590757, ack 2174498244, win 64240, options [mss 1460,nop,nop,sackOK,nop,wscale 7], length 0
21:49:21.226692 IP 192.168.78.164.443 > 5.186.33.87.51592: Flags [S.], seq 3425825559, ack 2577736520, win 64240, options [mss 1460,nop,nop,sackOK,nop,wscale 7], length 0
21:49:21.482700 IP 192.168.78.164.443 > 5.186.33.87.51594: Flags [S.], seq 1029590757, ack 2174498244, win 64240, options [mss 1460,nop,nop,sackOK,nop,wscale 7], length 0
21:49:29.414663 IP 192.168.78.164.443 > 5.186.33.87.51592: Flags [S.], seq 3425825559, ack 2577736520, win 64240, options [mss 1460,nop,nop,sackOK,nop,wscale 7], length 0
21:49:29.670628 IP 192.168.78.164.443 > 5.186.33.87.51594: Flags [S.], seq 1029590757, ack 2174498244, win 64240, options [mss 1460,nop,nop,sackOK,nop,wscale 7], length 0