Visual Studio 2019 for Mac: debugger doesn't connect to iOS device - xamarin

Question

I'm trying to debug a long suffered Xamarin app using visual studio 2019 on a brand new MacBook Pro (Mojave).
The solution builds, transfers to the device and starts the app, but the debugger will connect neither via cable or wifi. A dummy project in Visual Studio for Mac won't connect either, though a dummy project in xcode will.
VS just says "waiting for the debugger to connect to ... on port 10000 via Wifi"
Here are my VS details:
Visual Studio Community 2019 for Mac
Version 8.1.3 (build 19)
Installation UUID: 76ac8505-c20b-434f-95d4-c8266d3517f2
GTK+ 2.24.23 (Raleigh theme)
Xamarin.Mac 5.6.0.25 (d16-0 / 50f75273)
Package version: 518010028
Mono Framework MDK
Runtime:
Mono 5.18.1.28 (2018-08/223ea7ef92e) (64-bit)
Package version: 518010028
NuGet
Version: 5.0.2.5988
.NET Core
Runtime: /usr/local/share/dotnet/dotnet
Runtime Versions:
3.0.0-preview6-27804-01
2.1.11
2.1.9
SDK: /usr/local/share/dotnet/sdk/3.0.100-preview6-012264/Sdks
SDK Versions:
3.0.100-preview6-012264
2.1.700
2.1.505
MSBuild SDKs: /Library/Frameworks/Mono.framework/Versions/5.18.1/lib/mono/msbuild/Current/bin/Sdks
Xamarin.Profiler
Version: 1.6.10
Location: /Applications/Xamarin Profiler.app/Contents/MacOS/Xamarin Profiler
Updater
Version: 11
Xamarin.Android
Not Installed
Microsoft Mobile OpenJDK
Java SDK: Not Found
Android Designer EPL code available here:
https://github.com/xamarin/AndroidDesigner.EPL
Android Device Manager
Version: 1.2.0.44
Hash: aac645b
Branch: remotes/origin/d16-1
Build date: 2019-05-29 19:55:24 UTC
Xamarin Designer
Version: 16.1.0.467
Hash: f1657e133
Branch: remotes/origin/d16-1-new-document-model
Build date: 2019-06-18 21:57:42 UTC
Apple Developer Tools
Xcode 10.2.1 (14490.122)
Build 10E1001
Xamarin.Mac
Xamarin.Mac not installed. Can't find /Library/Frameworks/Xamarin.Mac.framework/Versions/Current/Version.
Xamarin.iOS
Version: 12.10.0.157 (Visual Studio Community)
Hash: 6bd94753
Branch: d16-1
Build date: 2019-06-12 17:28:47-0400
Xamarin Inspector
Version: 1.4.3
Hash: db27525
Branch: 1.4-release
Build date: Mon, 09 Jul 2018 21:20:18 GMT
Client compatibility: 1
Build Information
Release ID: 801030019
Git revision: 2d04b0145da8aa946d2cc9898fe2a59484e4f3f4
Build date: 2019-06-26 15:34:25+00
Build branch: release-8.1
Xamarin extensions: de240bddd6d1f96bfb1e7d11ce7ac5398956fe1d
Operating System
Mac OS X 10.14.5
Darwin 18.6.0 Darwin Kernel Version 18.6.0
Thu Apr 25 23:16:27 PDT 2019
root:xnu-4903.261.4~2/RELEASE_X86_64 x86_64
Help.

Answer 1

These errors are usually hidden now in VS 2019 for Mac sadly. You need to look at the Build Output window to exactly determine what causes this malfunction.
The behavior you described does not belong to a specific kind of error, it only means that VS didn't visually show its description, rather got stuck because the run process failed while trying to put the build on the physical device.

Answer 2

First of all , ensure xcode and visual studio version the latest.
Also try
Manually start the application by tapping the icon
Deleting the app from the device and redeploying it
Rebooting the device
Change Debugger port
Check this thread : https://forums.xamarin.com/discussion/94088/xamarin-studio-waiting-for-debugger-to-connect-to-the-ios-simulator