FYI: The fix is available in MMW 4.1.28.1902 : https://www.mediamonkey.com/forum/viewtopic.php?f=6&t=54426&e=1&view=unread#p466713

Hi,
thanks for reporting.

Fixed as https://www.ventismedia.com/mantis/view.php?id=16496

OS Name: Microsoft Windows 10 Pro
OS Version	10.0.18363 Build 18363
OS Manufacturer: Microsoft Corporation
OS Configuration: Standalone Workstation
OS Build Type: Multiprocessor Free
Registered Organization:
System Manufacturer: Dell Inc.
System Model: XPS 13 9370
System Type: x64-based PC
Processor(s): 1 Processor(s) Installed.
[01]: Intel64 Family 6 Model 142 Stepping 10 GenuineIntel ~1400 Mhz
BIOS Version: Dell Inc. 1.12.1, 12/11/2019
Windows Directory: C:\WINDOWS
System Directory: C:\WINDOWS\system32
Boot Device: \Device\HarddiskVolume2
System Locale: en-us;English (United States)
Input Locale: en-us;English (United States)
Time Zone: (UTC-05:00) Eastern Time (US & Canada)
Total Physical Memory: 7,983 MB
Available Physical Memory: 1,895 MB
Virtual Memory: Max Size: 13,359 MB
Virtual Memory: Available: 4,244 MB
Virtual Memory: In Use: 9,115 MB
Page File Location(s): C:\pagefile.sys
Hotfix(s): 12 Hotfix(s) Installed.
[01]: KB4534132
[02]: KB4503308
[03]: KB4508433
[04]: KB4515383
[05]: KB4516115
[06]: KB4521863
[07]: KB4524569
[08]: KB4528759
[09]: KB4537759
[10]: KB4538674
[11]: KB4541338
[12]: KB4551762
Network Card(s): 1 NIC(s) Installed.
[01]: Killer Wireless-n/a/ac 1435 Wireless Network Adapter
Connection Name: Wi-Fi
DHCP Enabled: Yes
Hyper-V Requirements: VM Monitor Mode Extensions: Yes
Virtualization Enabled In Firmware: Yes
Second Level Address Translation: Yes
Data Execution Prevention Available: Yes

I am experiencing the same problem.

MMW 4.1.27.1897
[code]OS Name: Microsoft Windows 10 Pro
OS Version 10.0.18363 Build 18363
OS Manufacturer: Microsoft Corporation
OS Configuration: Standalone Workstation
OS Build Type: Multiprocessor Free
Registered Organization:
System Manufacturer: Dell Inc.
System Model: XPS 13 9370
System Type: x64-based PC
Processor(s): 1 Processor(s) Installed.
[01]: Intel64 Family 6 Model 142 Stepping 10 GenuineIntel ~1400 Mhz
BIOS Version: Dell Inc. 1.12.1, 12/11/2019
Windows Directory: C:\WINDOWS
System Directory: C:\WINDOWS\system32
Boot Device: \Device\HarddiskVolume2
System Locale: en-us;English (United States)
Input Locale: en-us;English (United States)
Time Zone: (UTC-05:00) Eastern Time (US & Canada)
Total Physical Memory: 7,983 MB
Available Physical Memory: 1,895 MB
Virtual Memory: Max Size: 13,359 MB
Virtual Memory: Available: 4,244 MB
Virtual Memory: In Use: 9,115 MB
Page File Location(s): C:\pagefile.sys
Hotfix(s): 12 Hotfix(s) Installed.
[01]: KB4534132
[02]: KB4503308
[03]: KB4508433
[04]: KB4515383
[05]: KB4516115
[06]: KB4521863
[07]: KB4524569
[08]: KB4528759
[09]: KB4537759
[10]: KB4538674
[11]: KB4541338
[12]: KB4551762
Network Card(s): 1 NIC(s) Installed.
[01]: Killer Wireless-n/a/ac 1435 Wireless Network Adapter
Connection Name: Wi-Fi
DHCP Enabled: Yes
Hyper-V Requirements: VM Monitor Mode Extensions: Yes
Virtualization Enabled In Firmware: Yes
Second Level Address Translation: Yes
Data Execution Prevention Available: Yes
[/code]
MMA
Samsung Galaxy 8
Version 1.3.7.0906

[u]MMW:[/u] 4.1.24.1883
[u]MMA:[/u] 1.3.7.0900

[u]Issue:[/u] MMA is able to connect to MMW successfully, and sees all Music and Playlists available.
However, when adding playlists to sync, [b]only able to sync playlists as far as 4 levels deep. [/b]

See attached screenshots for more details. Labeled per step below.

[u]Method to reproduce issue:[/u] [b]For testing, I created D:\1\2\3\4\5\6\7\ each folder with two song files inside. I then created Playlists reproducing the folder/file structure 1:1.[/b]

[list][u]When choosing playlists to sync from MMA directly:[/u] (inside Options > Sync settings > Auto-sync server content > Playlists)
[list]Checking any playlists within levels 1,2,3,4 can successfully *check* the box.[/list]
[list]Checking any playlists below 4, so checking 5,6,7, the box will [b]NOT[/b] check (it will instantly uncheck itself) and a toast message will appear "Unable to contact remote server". [u]Screenshot A:[/u] [url]https://i.imgur.com/DId06Xq.png[/url] [/list][/list]

[list][u]When choosing playlists to sync from MMW directly:[/u] (inside Tools > Options > Portable Device Sync > Configure > Auto-Sync --> Device > Playlists)
[list]Checking any playlists within levels 1,2,3,4 can successfully *check* the box.[/list]
[list]Checking any playlists below 4, so checking 5,6,7, the box [b]WILL[/b] check it. And it stays checked, unlike directly in MMA. [u]Screenshot B:[/u] [url]https://i.imgur.com/azjj3vE.jpg[/url]
[list]However, when initiating the sync from within MMA:
[list]The files [u]and[/u] playlists of 1,2,3,4 will sync perfectly. [u]Screenshot C:[/u] [url]https://i.imgur.com/GwYU7Io.png[/url][/list]
[list]But [u]only[/u] the files of 5,6,7 will sync. [b]NOT[/b] the playlists. [u]Screenshot D:[/u] [url]https://i.imgur.com/fN9ptTr.png[/url][/list][/list]
[list]In this screenshot you'll see that because it does not sync a playlist file, regardless of the files syncing, MMA sees it empty. [u]Screenshot E:[/u] [url]https://i.imgur.com/Av3lb6F.png[/url][/list][/list][/list]

[i]Lastly, worth mentioning, if I manually create the playlist files on Android for levels 5,6,7, and then sync again with MMA, it will delete these files so that only playlists exist for 1,2,3,4.

Issue occurs on multiple phones.

Let me know if I can provide any additional details I will be happy to help rectify this.[/i]